A clear river with visible rocks and a rocky cliff in the background.

Family Hotels in Winchester

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Family Hotels in Winchester

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winchester on Hotels.com. These Winchester Family Hotels consistently deliver on quality, location and traveler experience. Last updated on October 15, 2026.

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.

A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.

A bathroom with a sink, mirror, shower, and towel rack.

1. Hampton Inn Winchester

Winchester

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Connecting rooms available

CNY734

CNY809 total

includes taxes & fees

Nov 8 - Nov 9

A Holiday Inn Express building with a modern design, featuring a large entrance and a well-lit facade.

A modern kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.

A modern bathroom with a large mirror, a sink, and a toilet.

A hotel room with two beds, a nightstand, a lamp, and a chair.

2. Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Indoor pool

CNY717

CNY790 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

A modern bathroom with a granite countertop sink, a white toilet, a bathtub, and a large mirror.

A lobby with two armchairs, a reception desk, and a chandelier.

3. Best Western Winchester Hotel

Winchester

Pool
Free breakfast
Pet friendly
Free parking
Free WiFi
Connecting rooms available

CNY668

CNY736 total

includes taxes & fees

Oct 20 - Oct 21

A swimming pool with wooden walls and large windows offering views of greenery.

A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.

A modern lobby with a sofa, armchair, and a coffee table. A flat-screen TV is mounted on the wall, and there is a window with a view of a tree and building.

A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.

4. Baymont by Wyndham Winchester

Winchester

Indoor pool

CNY512

CNY564 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.

A reception area with a counter, a red door, and a 'No Smoking' sign.

5. Value Stay

Winchester

Pet friendly
Free parking
Free WiFi
Air conditioning
24/7 front desk

CNY395

CNY435 total

includes taxes & fees

Oct 19 - Oct 20

An indoor swimming pool with tiled flooring, orange walls, and potted plants.

A waiting area with blue sofas and a brown ottoman, a reception desk, and a door leading to a hallway.

A spacious dining area with multiple tables and chairs, a kitchenette in the background, and large windows allowing natural light.

A hotel room with a large bed, a bedside table with a lamp, and a telephone.

6. Comfort Inn Winchester

Winchester

Free parking
Free WiFi
Connecting rooms available
Air conditioning
Laundry facilities
24/7 front desk

CNY478

CNY527 total

includes taxes & fees

Nov 15 - Nov 16

An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

A reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.

A modern hotel room with a bed, a desk, a chair, a sofa, and a large mirror.

A lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.

7. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

Cribs/infant beds provided
Indoor pool

CNY584

CNY677 total

includes taxes & fees

Oct 18 - Oct 19

A modern hotel reception area with a flat-screen TV, wooden and metal shelving, and a signboard.

A modern indoor space with a green sofa, dining tables, chairs, and a bar area with a view.

An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.

An indoor swimming pool with clear water, surrounded by yellow chairs and potted plants.

8. Home2 Suites by Hilton Lexington Hamburg

Lexington

Indoor pool

CNY798

CNY926 total

includes taxes & fees

Nov 5 - Nov 6

A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.

An indoor swimming pool with clear water, a diving board, and sunlit windows.

A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.

A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.

9. Hyatt Place Lexington

Lexington

Cribs/infant beds provided
Indoor pool

CNY576

CNY668 total

includes taxes & fees

Nov 9 - Nov 10

A restaurant with booths and tables, a stone pillar, and a TV screen.

A hotel room with a kitchenette, a bed, a desk, and a TV.

A hotel room with a bed, desk, chair, and a window with a view of buildings.

A bar area with a marble wall, shelves of liquor bottles, and a display case with pastries.

10. Holiday Inn Lexington - Hamburg by IHG

Lexington

Cribs/infant beds provided
Indoor pool

CNY609

CNY707 total

includes taxes & fees

Nov 15 - Nov 16

A pool table in a modern lounge area with a bar and seating.

An outdoor seating area with two sofas, a round table, and a planter with flowers.

A modern hotel reception area with a curved counter, two monitors, and a view of the lobby.

A modern hotel building with a blue and grey facade, multiple windows, and a prominent 'tru by Hilton' sign.

11. Tru By Hilton Lexington Hamburg

Liberty Area

Cribs/infant beds provided

CNY543

CNY631 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with grey cabinets, a wooden dining table, and overhead lighting.

An outdoor patio area with wicker furniture, a fire pit, and a covered seating area.

A hotel with a central entrance, multiple floors, and a flagpole.

A modern bathroom with a large mirror, two sinks, a glass shower enclosure, and a towel rack.

12. Homewood Suites Lexington-Hamburg

Lexington

Cribs/infant beds provided
Outdoor pool

CNY779

CNY905 total

includes taxes & fees

Nov 2 - Nov 3

A spacious kitchen with granite countertops, wooden bar stools, and a large island.

A modern hotel lobby with a sofa, ottoman, and a table with fruit and wine bottles.

A spacious room with a large wooden table, blue patterned chairs, a fireplace, and large windows offering views of the outdoors.

An outdoor patio area with wicker furniture, a central fire feature, and large windows.

13. Hilton Garden Inn Lexington Hamburg

Liberty Area

Cribs/infant beds provided
Indoor pool

CNY680

CNY790 total

includes taxes & fees

Nov 4 - Nov 5

A hotel room with a blue accent wall, a bed, a desk with a computer, a microwave, and a small refrigerator.

A buffet with labeled containers of turkey sausage and cookies.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A bathroom with a glass shower enclosure, a toilet, and a wooden vanity with a towel rack.

14. Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG

Lexington

Indoor pool

CNY676

CNY785 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and a changing room.

A multi-story hotel with a modern design, featuring a covered entrance and a parking lot.

A reception area with wooden paneling and a large decorative sculpture.

15. Fairfield Inn & Suites by Marriott Lexington East/I-75

Lexington

Cribs/infant beds provided
Indoor pool

CNY563

CNY654 total

includes taxes & fees

Oct 25 - Oct 26

A reception area with a map, a reception desk, and a shelf with informational materials.

A swimming pool with a tiled edge, lounge chairs, and tables.

A compact hotel room with a kitchenette, a dining area, and a living space.

A hotel lobby with a fireplace, seating area, and a reception desk.

16. TownePlace Suites by Marriott Lexington South/Hamburg Place

Liberty Area

Indoor pool

CNY657

CNY762 total

includes taxes & fees

Nov 9 - Nov 10

An indoor swimming pool with clear glass walls, lounge chairs, and a ceiling with recessed lighting.

A hotel room with a wooden desk, a flat-screen TV, a mirror, a lamp, and a chair.

A hotel room with a wooden entertainment unit, a flat-screen TV, a framed photograph, a desk, and a chair.

A modern hotel room with a flat-screen TV mounted on a wooden wall, a built-in microwave, and a coffee machine in a cabinet.

17. Hampton Inn I-75 Lexington/Hamburg Area

Lexington

Indoor pool

CNY592

CNY687 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with a long counter, bar stools, and hanging light fixtures.

A patio area with a fire pit and wicker furniture.

A compact kitchen with a refrigerator, microwave, and wooden cabinets. There is a dining table with chairs and a carpeted floor.

A compact hotel room with a kitchenette, a dining area, a bed, and a TV.

18. Residence Inn by Marriott Lexington South/Hamburg Place

Liberty Area

Cribs/infant beds provided

CNY777

CNY902 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.

A spacious lobby with a high ceiling, large windows, and a blue accent wall. There are multiple seating areas with chairs and tables, and a television mounted on the wall.

A hotel room with two beds, a bathroom, and a hallway.

A guesthouse with a covered entrance, a large building with a tower, and a sign indicating an indoor pool.

19. GuestHouse Lexington

Lexington

Cribs/infant beds
Indoor pool

CNY401

CNY466 total

includes taxes & fees

Oct 18 - Oct 19

A modern waiting area with a sofa, two armchairs, and a small table.

A modern restaurant with booth seating, high tables, and patterned chairs.

A bathroom with a toilet, a shower with a glass door, a sink with a mirror, and three toiletries on the wall.

An indoor swimming pool with clear water, surrounded by stone-tiled flooring and equipped with safety railings.

20. Best Western Lexington Inn

Lexington

Indoor pool

CNY596

CNY691 total

includes taxes & fees

Nov 1 - Nov 2

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Discover your perfect family-friendly hotel in Winchester

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Top landmarks in Winchester

Bluegrass Heritage Museum

7.4/10 (13 reviews)

The center of Winchester is home to cultural attractions like Bluegrass Heritage Museum, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to College Park and Cassell Creek Golf Course.

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Cassell Creek Golf Course

7.6/10 (4 reviews)

You might want to practice your swing at Cassell Creek Golf Course, a golf course located 4.1 mi (6.6 km) from central Winchester. If Cassell Creek Golf Course doesn't quite scratch your golfing itch, Southwind Golf Course is also nearby.

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College Park

If you like spending time outside, why not spend the afternoon at College Park, a park located 17.3 mi (27.9 km) from the center of Lexington. Want to stretch your legs some more? Head to GRCHS Baseball Field, just a short walk away.

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Wiseman Park

If you like spending time outside, why not spend the afternoon at Wiseman Park, a park located 16.8 mi (27 km) from the center of Lexington. Want to stretch your legs some more? Head to GRCHS Baseball Field and College Park, both nearby.

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Southwind Golf Course

6.0/10 (2 reviews)

You might want to practice your swing at Southwind Golf Course, a golf course located 2.2 mi (3.5 km) from central Winchester. If Southwind Golf Course doesn't quite scratch your golfing itch, Cassell Creek Golf Course is also nearby.

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The Holler

If you like spending time outside, why not spend the afternoon at The Holler, a park located 18.2 mi (29.2 km) from the center of Lexington. Want to stretch your legs some more? Head to Community Park and Lykins Park, both nearby.

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GRCHS Baseball Field

If you like spending time outside, why not spend the afternoon at GRCHS Baseball Field, a park located 17.3 mi (27.8 km) from the center of Lexington. Want to stretch your legs some more? Head to College Park, just a short walk away.

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Winchester Opera House

If you're planning a bit of sightseeing during your trip, head to Winchester Opera House— just one of the monuments in central Winchester.

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About the destination

Winchester is a welcoming city where you can spend time checking out the local cuisine. Simply book an excursion to enjoy your stay a little more. Nature lovers can visit College Park and GRCHS Baseball Field. Check out other sights like Bluegrass Heritage Museum and Cassell Creek Golf Course.

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