Family Hotels in Winchester

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Family Hotels in Winchester

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 office space with two desks, chairs, and computers.

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

1. Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Indoor pool

$98

$108 total

includes taxes & fees

Nov 12 - Nov 13

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

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.

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

2. Best Western Winchester Hotel

Winchester

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

$100

$110 total

includes taxes & fees

Oct 19 - Oct 20

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

A store interior with shelves stocked with snacks and treats, a chalkboard sign reading 'Local Flavor,' and a 'Treats' sign on the wall.

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

3. Hampton Inn Winchester

Winchester

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

$110

$121 total

includes taxes & fees

Nov 8 - Nov 9

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 lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.

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

4. Value Stay

Winchester

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

$59

$65 total

includes taxes & fees

Oct 19 - Oct 20

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

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.

5. Baymont by Wyndham Winchester

Winchester

Indoor pool

$76

$83 total

includes taxes & fees

Nov 15 - Nov 16

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

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.

A bathroom with a bathtub, a chair, and a small ottoman.

6. Comfort Inn Winchester

Winchester

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

$71

$79 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

$87

$101 total

includes taxes & fees

Oct 18 - Oct 19

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

An indoor swimming pool with a lifeguard station, poolside chairs, and a clear 3 FT depth marking.

8. GuestHouse Lexington

Lexington

Cribs/infant beds
Indoor pool

$60

$70 total

includes taxes & fees

Oct 18 - Oct 19

A hotel bathroom with a sink, mirror, towel rack, and a visible toilet.

A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

A hotel with a lobby, a parking lot, and a building with a brown roof.

9. Days Inn Lexington SE/Hamburg

Lexington

Cribs/infant beds provided

$61

$71 total

includes taxes & fees

Oct 19 - Oct 20

An indoor swimming pool with a wooden ceiling, inflatable play structures, and a fenced area with arcade games.

A spacious lobby with a modern design, featuring a stone and wood bar, large windows, and a tiled floor.

A spacious bar area with high ceilings, wooden flooring, and modern lighting.

A modern bathroom with a wooden vanity, a glass shower enclosure, and a white toilet.

10. Hotel Lex and Conference Center, Trademark Collection

Lexington

Arcade/game room

$76

$88 total

includes taxes & fees

Oct 25 - Oct 26

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

A modern building with a brick facade, outdoor seating area with tables and chairs, and two umbrellas providing shade.

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

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

11. Hyatt Place Lexington

Lexington

Cribs/infant beds provided
Indoor pool

$86

$100 total

includes taxes & fees

Nov 9 - Nov 10

A spacious living room with a blue sofa, a grey armchair, and a fireplace.

A fitness center with treadmills, a mirrored wall, a clock, and a phone on a shelf.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

A modern dining area with a long wooden table and blue cushioned chairs.

12. Comfort Inn Lexington I-75

Lexington

Free breakfast
Free parking
Free WiFi
Connecting rooms available
Air conditioning
Gym

$73

$85 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 food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.

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

13. Tru By Hilton Lexington Hamburg

Liberty Area

Cribs/infant beds provided

$81

$94 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

14. Holiday Inn Lexington - Hamburg by IHG

Lexington

Cribs/infant beds provided
Indoor pool

$91

$106 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with lounge chairs and a changing room.

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

A modern restaurant with wooden flooring, multiple seating areas including booths and tables, pendant lighting, and large windows offering views of the outdoors.

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

Lexington

Cribs/infant beds provided
Indoor pool

$84

$98 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, a desk with a chair, a sofa, and a TV.

A hotel lobby with a blue sofa, armchairs, a coffee table, and a reception desk.

A hotel lobby with a blue sofa, armchair, and a coffee station.

A Comfort Inn & Suites building with a yellow facade, brick accents, and a clear blue sky.

16. Comfort Inn & Suites Mount Sterling

Mount Sterling

Indoor pool

$84

$92 total

includes taxes & fees

Nov 9 - Nov 10

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.

17. Hilton Garden Inn Lexington Hamburg

Liberty Area

Cribs/infant beds provided
Indoor pool

$101

$117 total

includes taxes & fees

Nov 2 - Nov 3

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

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

A parking area with electric vehicle charging stations, a building labeled 'Social Security Administration,' and a 'Shred-it' delivery truck.

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

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

Lexington

Indoor pool

$101

$117 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

A hotel room with a bed, a sofa, a desk, a chair, a TV, and a window with curtains.

19. Home2 Suites by Hilton Lexington Hamburg

Lexington

Indoor pool

$105

$122 total

includes taxes & fees

Nov 9 - Nov 10

A building with a brick facade, surrounded by well-maintained landscaping including various shrubs and flowering plants.

A lobby with two armchairs, a fireplace, and a large mirror.

A hotel room with a bed, a bathroom, and a large mirror.

A gym with treadmills, a weight machine, and mirrors on the walls.

20. Ramada Limited Mount Sterling

Mount Sterling

Cribs/infant beds provided
Indoor pool

$61

$67 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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