Hotels in Winter Garden

Q: 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.

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June 2026

July 2026

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Where to stay in Winter Garden?

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

Bay Lake

CNY710 total

includes taxes & fees

Jun 2 - Jun 3

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

CNY839 total

includes taxes & fees

Jun 9 - Jun 10

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

CNY745 total

includes taxes & fees

Jun 22 - Jun 23

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

Bay Lake

CNY673 total

includes taxes & fees

Jun 8 - Jun 9

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

CNY932 total

includes taxes & fees

Jun 9 - Jun 10

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

Bay Lake

CNY748 total

includes taxes & fees

Jun 8 - Jun 9

Home2 Suites By Hilton Winter Garden

Winter Garden

CNY932 total

includes taxes & fees

Jun 14 - Jun 15

The Grove Resort & Water Park Orlando

Winter Garden

CNY1,664 total

includes taxes & fees

May 31 - Jun 1

Orange County National Lodge

Horizon West

CNY1,007 total

includes taxes & fees

Jun 1 - Jun 2

2 outdoor pools, pool umbrellas, sun loungers

Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

CNY954 total

includes taxes & fees

Jun 2 - Jun 3

Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

CNY3,688 total

includes taxes & fees

May 30 - May 31

Oakland Manor House

Oakland

CNY6,974 total

includes taxes & fees

May 28 - May 29

Upstay Condo w Pool Sauna Sleeps 8

Winter Garden

CNY1,897 total

includes taxes & fees

May 28 - May 29

Upstay Condo w Pool & Sauna Sleeps 8

Winter Garden

CNY1,755 total

includes taxes & fees

Jun 2 - Jun 3

Upstay Condo Near Disney w Pool & Sauna

Winter Garden

CNY1,794 total

includes taxes & fees

Jun 1 - Jun 2

Near Disney - Family Condo w Pool, Games, and More

Winter Garden

CNY1,778 total

includes taxes & fees

Jun 1 - Jun 2

Upstay 3BR Condo w Pool Patio Near Disney

Winter Garden

CNY2,026 total

includes taxes & fees

Jun 7 - Jun 8

Upstay - Condo Near Disney w Pool-spa-sauna-games

Winter Garden

CNY1,633 total

includes taxes & fees

Jun 2 - Jun 3

Upstay Modern 2BR Condo Near Disney

Winter Garden

CNY1,714 total

includes taxes & fees

Jun 4 - Jun 5

Upstay Pet-friendly Condo With Pool

Winter Garden

CNY1,710 total

includes taxes & fees

May 28 - May 29

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Go beyond your typical stay in Winter Garden

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Apartment

Our prices for hotels in Winter Garden are cheapest in September

Top neighborhoods in Winter Garden

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.

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.

Orange sunset over distant hills on Lake Apopka near Orlando, Florida.

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.

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Panoramic view of Lake Apopka and nature Florida.

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.

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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.

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Top landmarks in Winter Garden

Flamingo Crossings Town Center

4.3/5 (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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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.

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ARM53A Historic Downtown Area and Clock of Winter Garden Florida

Check out reviews of Winter Garden hotels guests love

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

10/10 Excellent

"Nice 1 night stay! Nothing to complain about."

Westgate Lakes Resort & Spa Universal Studios Area

6/10 Okay

"The hotel is poorly designed, it’s hard to get around. We had to cross pools to get to the lobby or else walk around multiple buildings. It’s very big but only has one restaurant on site with limited choices. There is no water refilling stations, you must purchase water. The pools are small and very busy, not much staff onsite to help."

The Grove Resort & Water Park Orlando

6/10 Okay

"Okay resort, would say it’s more of a 3 star than a 4 star. Checked in at 10pm and it was still a 30 min wait. Carpets in the hallways smell really bad and the resort is just very confusing in general. Not many elevators for such large buildings which made the wait long, usually 10 min wait to be able to get on. Not many food options either for such a large resort and all of them close early. Rooms were dusty, washing machine had mold inside and dishwasher smelled. Crowd was a little rambunctious, while we were there there was a fight at the waterpark where cops had to be called. I’d say ok for a short stay but not sure if it’s a good place to stay for more than a few days."

Vacation Village Orlando, Celebration

10/10 Excellent

"This is the third time we've stayed at this property, it s a huge multi building hotel complex, not very new but correctly maintained. The rooms are very spacious, have a kitchen washing machine/dryer, really large bathrooms, nice balconies. (only note here: Mattresses could use an upgrade). The place is soo conveniently located easy access to the main highways to get to most of the parks, plenty of dinning options nearby, pharmacies, supermarkets, shopping, all what makes Orlando fun. This is such a big place that they have tons of people working the front desk at all times so checking in generally is very easy. I dont think there is any other place in Orlando with this kind of value, will continue to stay here, when coming to the parks."

Frequently asked questions

How much does a hotel room cost in Winter Garden?

You can find top hotels in Winter Garden from CNY673 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:

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance: A hotel with a guest rating of 9 out of 10
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance: A hotel with a guest rating of 9.6
Homewood Suites by Hilton Orlando at Flamingo Crossings: A hotel with a guest rating of 9.4

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:

Home2 Suites By Hilton Winter Garden: A hotel with an average guest rating of 9.4 out of 10
Orange County National Lodge: A lodge in Horizon West with an average guest rating of 7.4

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. Oakland and Clarcona 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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Book Hotels in Winter Garden on Hotels.com

Hotels in Winter Garden

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Winter Garden?

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

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Home2 Suites by Hilton Orlando at Flamingo Crossings

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

Homewood Suites by Hilton Orlando at Flamingo Crossings

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

Home2 Suites By Hilton Winter Garden

The Grove Resort & Water Park Orlando

Orange County National Lodge

Hilton Vacation Club Aqua Sol Orlando West

Fire Pit & Yard: Updated Winter Garden Home!

Oakland Manor House

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool & Sauna Sleeps 8

Upstay Condo Near Disney w Pool & Sauna

Near Disney - Family Condo w Pool, Games, and More

Upstay 3BR Condo w Pool Patio Near Disney

Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay Modern 2BR Condo Near Disney

Upstay Pet-friendly Condo With Pool

You may also like hotels with pools in Winter Garden

Home2 Suites By Hilton Winter Garden

Go beyond your typical stay in Winter Garden

When is the best time to visit Winter Garden?

Price trends for hotels in Winter Garden

Typical weather for Winter Garden

Top neighborhoods in Winter Garden

Downtown Winter Garden

Horizon West

Vista del Lago

Oakland

Killarney

Top landmarks in Winter Garden

Flamingo Crossings Town Center

Learn more about Winter Garden

Check out reviews of Winter Garden hotels guests love

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Frequently asked questions

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