Hotels in Winter Garden

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Check prices for these dates

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Top 5 hotels in Winter Garden at a glance

  1. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center — 3-star hotel in Bay Lake. Guest rating: 9.4/10 — Exceptional.
  2. Homewood Suites by Hilton Orlando at Flamingo Crossings — 3-star hotel in Bay Lake. Guest rating: 9.4/10 — Exceptional.
  3. Home2 Suites by Hilton Orlando at Flamingo Crossings — 3-star hotel in Bay Lake. Guest rating: 9.4/10 — Exceptional.
  4. Home2 Suites By Hilton Winter Garden — 3-star hotel in Winter Garden. Guest rating: 9.4/10 — Exceptional.
  5. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance — 3.5-star hotel in Bay Lake. Guest rating: 9.0/10 — Wonderful.

Where to stay in Winter Garden?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winter Garden on Hotels.com. These Winter Garden hotels consistently deliver on comfort, location and traveler experience. Last updated on .

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
CNY543
CNY611 total
includes taxes & fees
Sep 2 - Sep 3
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.
A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.
A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.
A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY739
CNY831 total
includes taxes & fees
Sep 6 - Sep 7
Homewood Suites by Hilton Orlando at Flamingo Crossings
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY628
CNY707 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Orlando at Flamingo Crossings
An outdoor patio with round tables and chairs, a red umbrella, and a grill.
A swimming pool with lounge chairs and a view of a building in the background.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A hotel room with a kitchenette, a sofa, a desk, and a dining area.

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
CNY717
CNY806 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites By Hilton Winter Garden
A pool area with lounge chairs, a fire pit, and palm trees.
A bar area with a long counter, multiple chairs, and a variety of bottles.
A hotel room with a desk, chair, and bed.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY526
CNY592 total
includes taxes & fees
Aug 30 - Aug 31
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY623
CNY701 total
includes taxes & fees
Aug 30 - Aug 31
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
CNY554
CNY623 total
includes taxes & fees
Sep 14 - Sep 15
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A couple walking past a surfboard and a 'Longboard Bar and Grill' sign.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
CNY1,136
CNY1,648 total
includes taxes & fees
Aug 27 - Aug 28
The Grove Resort & Water Park Orlando
A reception desk at Orange County National Golf Center and Lodge with a 'Welcome' sign, a plant, and a 'germ' sanitizer dispenser.
A golf course with a pond, green grass, and a flag.
A bar area with multiple TVs, wooden flooring, and bar stools.
A covered outdoor seating area with a patio, a white fence, and a well-maintained lawn.

Orange County National Lodge

Orange County National Lodge
Horizon West
CNY1,075
CNY1,210 total
includes taxes & fees
Sep 1 - Sep 2
Orange County National Lodge
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.
A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.
A living room with a sofa, coffee table, and a lamp. There are two paintings on the wall and a plant on the coffee table.

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
CNY1,338
CNY3,355 total
includes taxes & fees
Sep 6 - Sep 7
Fire Pit & Yard: Updated Winter Garden Home!
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.
A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.
A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.
A spacious lobby with a reception desk, wooden flooring, and modern chandeliers.

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
Winter Garden
CNY634
CNY902 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Vacation Club Aqua Sol Orlando West
A vending machine with snacks and drinks, two wooden chairs, and a mirror on the wall.

Upstay Large Family Condo w Pool Sauna

Upstay Large Family Condo w Pool Sauna
Winter Garden
CNY528
CNY1,777 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Large Family Condo w Pool Sauna
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.
A hotel with a rooftop pool, surrounded by lush greenery and a view of the landscape.
An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

Upstay Condo With Pool Near Disney & Pet Friendly

Upstay Condo With Pool Near Disney & Pet Friendly
Winter Garden
CNY551
CNY1,595 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Condo With Pool Near Disney & Pet Friendly
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.
A spacious living room with a grey sofa, a coffee table, and a large plant. There is a balcony with outdoor furniture and a TV mounted on the wall.
A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.

Upstay - Modern Family Apartment w Pool Hot Tub

Upstay - Modern Family Apartment w Pool Hot Tub
Winter Garden
CNY594
CNY1,645 total
includes taxes & fees
Sep 2 - Sep 3
Upstay - Modern Family Apartment w Pool Hot Tub
A modern living room with a TV, seating, a kitchen, and a ceiling fan.
A vending machine with snacks and drinks, two wooden chairs, and a mirror on the wall.
A neatly made bed with white linens, two bedside tables with lamps, and two wall-mounted mirrors.
A pool area with lounge chairs and a small pool.

Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
Winter Garden
CNY403
CNY1,580 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Large Family Condo w Pool, Sauna
A balcony with a view of a green landscape, a table with chairs, and a railing.

Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
Winter Garden
CNY594
CNY1,645 total
includes taxes & fees
Aug 31 - Sep 1
Upstay - Condo Near Disney w Pool Hot tub Sauna
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.
A multi-story hotel with a brick pathway leading to the entrance, surrounded by palm trees and greenery.

Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
Winter Garden
CNY524
CNY1,716 total
includes taxes & fees
Sep 22 - Sep 23
Modern 3BR Resort Condo With Pool Near Disney
A gym with exercise equipment, large windows, and a view of greenery.
An aerial view of a resort with a large, irregularly shaped pool surrounded by lounge chairs and umbrellas, set against a backdrop of palm trees and a multi-story building.
A balcony with a view of a forest, a table with chairs, and a ceiling fan.

Modern 3BR Condo Near Disney- Pool and Hot Tub

Modern 3BR Condo Near Disney- Pool and Hot Tub
Winter Garden
CNY534
CNY1,586 total
includes taxes & fees
Sep 2 - Sep 3
Modern 3BR Condo Near Disney- Pool and Hot Tub

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
CNY464
CNY1,648 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Condo Near Disney w Pool & Sauna

Upstay Stylish 3BR Condo w Patio Near Disney

Upstay Stylish 3BR Condo w Patio Near Disney
Winter Garden
CNY620
CNY1,880 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Stylish 3BR Condo w Patio Near Disney
View all properties

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A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
We have 5 left at
CNY680
per night
CNY765 total
includes taxes & fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY651
per night
CNY733 total
includes taxes & fees
Sign in for extra savings
Home2 Suites by Hilton Orlando at Flamingo Crossings
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
We have 4 left at
CNY794
per night
CNY893 total
includes taxes & fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A bar area with a long counter, multiple chairs, and a variety of bottles.
A hotel room with a desk, chair, and bed.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
We have 5 left at
CNY690
per night
CNY776 total
includes taxes & fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY680
per night
CNY765 total
includes taxes & fees
Sign in for extra savings
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
We have 5 left at
CNY708
per night
CNY797 total
includes taxes & fees
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY651
per night
CNY733 total
includes taxes & fees
Sign in for extra savings
Home2 Suites by Hilton Orlando at Flamingo Crossings
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
We have 4 left at
CNY794
per night
CNY893 total
includes taxes & fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A bar area with a long counter, multiple chairs, and a variety of bottles.
A hotel room with a desk, chair, and bed.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
We have 5 left at
CNY720
per night
CNY810 total
includes taxes & fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY680
per night
CNY765 total
includes taxes & fees
Sign in for extra savings
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY823
per night
CNY1,851 total
includes taxes & fees
Sign in for extra savings
Home2 Suites by Hilton Orlando at Flamingo Crossings
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
CNY954
per night
CNY2,147 total
includes taxes & fees
Sign in for extra savings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
We have 3 left at
CNY1,160
per night
CNY2,609 total
includes taxes & fees
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A bar area with a long counter, multiple chairs, and a variety of bottles.
A hotel room with a desk, chair, and bed.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
We have 1 left at
CNY938
per night
CNY2,110 total
includes taxes & fees
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY1,051
per night
CNY2,365 total
includes taxes & fees
Sign in for extra savings
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A couple walking past a surfboard and a 'Longboard Bar and Grill' sign.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
CNY327 off
CNY1,191
per night
CNY3,421 total
includes taxes & fees
The Grove Resort & Water Park Orlando

Check out pet-friendly hotels in Winter Garden

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY628
CNY707 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Orlando at Flamingo Crossings
An outdoor patio with round tables and chairs, a red umbrella, and a grill.
A swimming pool with lounge chairs and a view of a building in the background.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A hotel room with a kitchenette, a sofa, a desk, and a dining area.

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
CNY717
CNY806 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites By Hilton Winter Garden
A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.
A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.
A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.
A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY739
CNY831 total
includes taxes & fees
Sep 6 - Sep 7
Homewood Suites by Hilton Orlando at Flamingo Crossings
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY623
CNY701 total
includes taxes & fees
Aug 30 - Aug 31
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
CNY554
CNY623 total
includes taxes & fees
Sep 14 - Sep 15
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.
A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.
A living room with a sofa, coffee table, and a lamp. There are two paintings on the wall and a plant on the coffee table.

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
CNY1,338
CNY3,355 total
includes taxes & fees
Sep 6 - Sep 7
Fire Pit & Yard: Updated Winter Garden Home!
A reception desk at Orange County National Golf Center and Lodge with a 'Welcome' sign, a plant, and a 'germ' sanitizer dispenser.
A golf course with a pond, green grass, and a flag.
A bar area with multiple TVs, wooden flooring, and bar stools.
A covered outdoor seating area with a patio, a white fence, and a well-maintained lawn.

Orange County National Lodge

Orange County National Lodge
Horizon West
CNY1,075
CNY1,210 total
includes taxes & fees
Sep 1 - Sep 2
Orange County National Lodge
A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.
A spacious living room with a sofa, a coffee table, and a TV. There is a balcony with a view of trees and buildings.

Upstay Family-friendly Condo w Pool Near Disney

Upstay Family-friendly Condo w Pool Near Disney
Winter Garden
CNY544
CNY1,739 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Family-friendly Condo w Pool Near Disney
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.
A spacious living room with a grey sofa, a coffee table, and a large plant. There is a balcony with outdoor furniture and a TV mounted on the wall.
A spacious lobby with a high ceiling, large windows, and a mix of seating areas including sofas and tables.

Upstay - Modern Family Apartment w Pool Hot Tub

Upstay - Modern Family Apartment w Pool Hot Tub
Winter Garden
CNY594
CNY1,645 total
includes taxes & fees
Sep 2 - Sep 3
Upstay - Modern Family Apartment w Pool Hot Tub
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.
A modern kitchen with a dishwasher, a dining area with a table and chairs, and a view of the outside.
A hotel with a rooftop pool, surrounded by lush greenery and a view of the landscape.
An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

Upstay: Resort Style Condo w Pool, Sauna

Upstay: Resort Style Condo w Pool, Sauna
Winter Garden
CNY551
CNY1,595 total
includes taxes & fees
Aug 27 - Aug 28
Upstay: Resort Style Condo w Pool, Sauna
View all properties

You may also like hotels with pools in Winter Garden

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A Marriott Fairfield hotel sign with a landscaped garden in front.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
CNY543
CNY611 total
includes taxes & fees
Sep 2 - Sep 3
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A restaurant with a bar area, seating, and a view of greenery outside.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY628
CNY707 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton Orlando at Flamingo Crossings
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
CNY554
CNY623 total
includes taxes & fees
Sep 14 - Sep 15
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A bar area with a long counter, multiple chairs, and a variety of bottles.
A hotel room with a desk, chair, and bed.

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY526
CNY592 total
includes taxes & fees
Aug 30 - Aug 31
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
CNY623
CNY701 total
includes taxes & fees
Aug 30 - Aug 31
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
An outdoor patio with round tables and chairs, a red umbrella, and a grill.
A swimming pool with lounge chairs and a view of a building in the background.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A hotel room with a kitchenette, a sofa, a desk, and a dining area.

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
CNY717
CNY806 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites By Hilton Winter Garden
A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.
A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.
A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.
A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
CNY739
CNY831 total
includes taxes & fees
Sep 6 - Sep 7
Homewood Suites by Hilton Orlando at Flamingo Crossings
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.
A modern living room with a teal accent wall, a sofa, ottomans, a dining area with white chairs, and a balcony with a view.
A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a window with curtains.
A spacious lobby with a reception desk, wooden flooring, and modern chandeliers.

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
Winter Garden
CNY634
CNY902 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Vacation Club Aqua Sol Orlando West
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A couple walking past a surfboard and a 'Longboard Bar and Grill' sign.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
CNY1,136
CNY1,648 total
includes taxes & fees
Aug 27 - Aug 28
The Grove Resort & Water Park Orlando
A vending machine with snacks and drinks, two wooden chairs, and a mirror on the wall.

Upstay Large Family Condo w Pool Sauna

Upstay Large Family Condo w Pool Sauna
Winter Garden
CNY528
CNY1,777 total
includes taxes & fees
Aug 27 - Aug 28
Upstay Large Family Condo w Pool Sauna
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Winter Garden are cheapest in September
Price trends for hotels in Winter Garden
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Winter Garden
August
High 32°C / low 25°C. Partly sunny.
View properties in August
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Monthly weather averages (˚C)

Top neighborhoods in Winter Garden

A street lined with large trees and historic brick buildings, including a 'Local' sign.
Photo by Shannon Maya
A tree-lined sidewalk with parked cars and a clear sky.
A bakery interior with a display case, shelves with jars, and a counter with a menu board.
Photo by JoyFilledWander
A café with a variety of food items and beverages on display, including boxes of snacks and bottles of wine.
Photo by JoyFilledWander
A bar with a polished floor, metal chairs, and a brick wall with a TV.
Photo by Nancy

Downtown Winter Garden

Plant Street bursts with small-town charm in Downtown Winter Garden. The restored 1935 Garden Theatre anchors the brick-lined pedestrian zone where locals and visitors stroll past historic storefronts. Hop on the West Orange Trail for a scenic bike ride or browse the weekly farmers market for fresh Florida citrus and artisanal goods. Farm-to-table restaurants with outdoor seating line the main drag, while boutique bed & breakfasts offer cozy accommodations in restored buildings. The pedestrian-friendly layout means you can park once and explore everything on foot, from antique shops to the Central Florida Railroad Museum.

Orlando, Florida Skyline

Horizon West

Winter Garden's Horizon West neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange County National Golf Club.

A sunset over a body of water with silhouetted land in the distance and tall grasses in the foreground.

Vista del Lago

Vista del Lago is a peaceful retreat just minutes from Orlando's major attractions. Vacation homes with private pools and resort amenities offer the perfect landing spot after action-packed theme park days. Disney's Animal Kingdom and Magic Kingdom are just a short drive away, while community pools provide refreshing breaks between adventures. Dining options require a quick drive to nearby Championsgate or Disney Springs, where choices range from casual to upscale. Most travelers appreciate having rental cars to navigate between the quiet neighborhood and Orlando's entertainment districts. Many vacation rentals feature full kitchens and game rooms, creating the ideal home base for family theme park trips.

A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.
A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.
Photo by Gregg Yutko

Oakland

Oakland's historic charm lives on through preserved Victorian homes and oak-canopied streets. Wander downtown to discover the 1889 Healthy House Museum and local artisan shops. The 128-acre Oakland Nature Preserve invites you to explore cypress wetlands and spot some of the 200+ bird species that call Lake Apopka home. Southern comfort food dominates the dining scene with most spots closing early. The area is best explored by car, though downtown remains pleasantly walkable. Cozy bed and breakfasts in historic homes offer an intimate alternative to Orlando's bustling tourist accommodations just 15 minutes away.

A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.

Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. The Oakland Nature Preserve invites you to explore scenic trails while the nearby West Orange Trail is perfect for morning bike rides. Lake Apopka provides a serene backdrop for fishing or simply watching the sunset paint the Florida sky. When you're ready for more action, Winter Garden's charming downtown is just minutes away. Accommodation options include budget-friendly extended-stay hotels and vacation homes with pools and kitchenettes. A car is essential for getting around, though rideshare services are readily available. The quiet suburban streets make evening strolls pleasant after busy days exploring nearby attractions.

Top landmarks in Winter Garden

Flamingo Crossings Town Center

8.6/10 (131 reviews)
If you want to give your credit card some exercise, head out to Flamingo Crossings Town Center in Bay Lake.
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Disney's Palm Golf Course

8.4/10 (457 reviews)
You might want to practice your swing at Disney's Palm Golf Course, a golf course located 11.2 mi (18.1 km) from central Winter Garden. If Disney's Palm Golf Course doesn't quite scratch your golfing itch, Orange Lake Golf, and Disney's Lake Buena Vista Golf Course are also nearby.
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Orange County National Golf Club

8.4/10 (647 reviews)
You might want to play some rounds at Orange County National Golf Club, located 8.9 mi (14.4 km) from central Winter Garden. If Orange County National Golf Club doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Disney's Magnolia Golf Course are also nearby.
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Disney's Magnolia Golf Course

8.4/10 (552 reviews)
You might want to play some rounds at Disney's Magnolia Golf Course, located 11.1 mi (17.9 km) from central Winter Garden. If Disney's Magnolia Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange Lake Golf are also nearby.
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Surfari Water Park

9.0/10 (2,086 reviews)
If thrills are what you're after, head to Surfari Water Park, located 2.3 mi (3.8 km) from central Four Corners. If you have fun at Surfari Water Park, you'll love Disney's Animal Kingdom® Theme Park and Island H2O Live!, both located nearby.
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West Orange Trail

8.4/10 (337 reviews)
Downtown Winter Garden is home to West Orange Trail, so why not stop by during your stay in Winter Garden. Winter Garden has other activities you might want to enjoy such as Kia Center.
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Disney's Oak Trail Golf Course

8.4/10 (377 reviews)
You might want to play some rounds at Disney's Oak Trail Golf Course, located 11.2 mi (18 km) from central Winter Garden. If Disney's Oak Trail Golf Course doesn't quite scratch your golfing itch, Disney's Palm Golf Course, and Orange Lake Golf are also nearby.
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Garden Theatre

8.4/10 (219 reviews)
If you want to see a show while you're in town, try and grab some tickets at Garden Theatre in Downtown Winter Garden. If you want to experience more of the culture Winter Garden has to offer, head to West Orange Trail, Plant Street Market, and AdventHealth Winter Garden.
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Learn more about Winter Garden

Brick-lined Plant Street forms the heart of this upscale Orlando suburb, where historic buildings house artisanal shops and farm-to-table restaurants. The West Orange Trail cuts through downtown, offering miles of paved path for cyclists and joggers seeking respite from theme park crowds. Catch a performance at the restored Garden Theatre, a 1935 gem that anchors the thriving arts scene. Families enjoy Surfari Water Park while history buffs explore the Railroad Museum. Plant Street Market buzzes with local vendors selling craft beer to handmade soaps. Lake Butler provides a peaceful escape for paddleboarders, while nearby Lake Louisa State Park offers hiking through pristine Florida wilderness. Golf enthusiasts find paradise at Orange County National's courses.

See all hotels in Winter Garden
A brick building with a clock tower and a sign that reads "Winter Garden."

Check out reviews of Winter Garden hotels guests love

Walt Disney World Dolphin

Walt Disney World Dolphin

8/10 Good
"Food options and hours are very limited for children. Their floors are very slippery, we saw people keep falling every day inside and outside the hotel. Pools have some rusty parts."
Elif 5-night trip
Posted 1 hour ago
Walt Disney World Dolphin
Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"Everything was great the only problem is that they charge me $30 a night for parking it’s not much but still."
Guilmar v 3-night trip
Posted 1 hour ago
Marriott's Grande Vista
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Loved the experience, will be returning"
glarilys 2-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Great stay at this hotel, friendly informative check in staff, room clean and a great size. An excellent option if wanting to experience Universal parks."
Maria 4-night trip
Posted 2 hours ago
Universal's Endless Summer Resort - Dockside Inn and Suites
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"Internet sucked and called twice to have floor swept and never got done"
Heather 5-night trip
Posted 3 hours ago
Rosen Inn Lake Buena Vista
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Clean room friendly staff"
kenmore 2-night trip
Posted 3 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"nice people nice staff, I would come back"
William Lacey Belcher III 4-night trip
Posted 3 hours ago
Wyndham I-Drive Avanti Resort & Conference Center
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Everything was excellent"
Randy 5-night trip
Posted 4 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Ive been in a numerous amount of hotels and b&b's this hotel is in the top 3 that i have been too the staff was so nice and helpful ,room was spotless ,breakfast was excellent ,the only down side to the hotel is the fact that you have a 20.00 daily parking fee while you stay .Overall very nice hotel"
Tom 5-night trip
Posted 5 hours ago
Homewood Suites by Hilton Orlando at Flamingo Crossings

Frequently asked questions

How much does a hotel room cost in Winter Garden?
You can find top hotels in Winter Garden from CNY592 with options to suit your budget and needs. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Home2 Suites by Hilton Orlando at Flamingo Crossings are a couple of low-cost options that are popular with our travelers. If you're after an affordable hotel in Winter Garden that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Winter Garden hotels?
Discover great deals on Winter Garden hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Winter Garden hotels.
Can I book Winter Garden hotels with free cancellation?
In order to book a refundable Winter Garden hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Winter Garden?
Our travelers' favorite pet-friendly hotels in Winter Garden include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Winter Garden.
What are some of the best hotels in Winter Garden for couples?
Choose a top-rated Winter Garden romantic hotel and enjoy your couple's getaway. Our travelers love The Grove Resort & Water Park Orlando, a resort with an al fresco restaurant and 6 outdoor pools. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Winter Garden for couples on Hotels.com.
What are some of the best kid-friendly hotels in Winter Garden?
Some of the best Winter Garden hotels for kids include $The Grove Resort & Water Park Orlando and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance. The Grove Resort & Water Park Orlando is a kid-friendly resort with a guest score of 8 out of 10 plus family-friendly amenities like a free water park, children's meals, and mini golf. Check out Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance with a guest score of 9.6. This popular hotel has an outdoor pool and a poolside restaurant as well as free cribs in the guestrooms. Explore more kid-friendly hotels in Winter Garden by using our "Family friendly" filter in your search on Hotels.com.
What are the top Winter Garden hotels with a pool?
For some added luxury, discover the best Winter Garden hotels with a pool. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance is a great hotel with an outdoor pool and a guest rating of 9 out of 10. Plus, you can make the most of its hot tub and restaurant. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance is a popular hotel that features an outdoor pool along with a hot tub and a restaurant. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Winter Garden with a pool.
What are some of the best Winter Garden hotels with free parking?
If you're driving, a great Winter Garden hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Winter Garden?
If you're looking for hotels in central Winter Garden, check out Home2 Suites By Hilton Winter Garden. Travelers love Home2 Suites By Hilton Winter Garden for its location, as well as the outdoor pool, free daily breakfast and free parking this hotel offers. Horizon West and Oakland are some of the most central neighborhoods for your Winter Garden vacation.
Where can I find free parking with my stay in Winter Garden?
Edgewater Hotel offers the perk of free parking.
Can I book a refundable accommodation in Winter Garden?
If you need the flexibility to change your plans to Winter Garden, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Winter Garden if I'm looking for a cheap accommodation?
An inexpensive option worth considering is Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center.

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