Hotels with a Pool in Winchester

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Hotels with a Pool in Winchester

An indoor swimming pool with a lifeguard chair, a pool ladder, and a sign indicating no diving allowed.

A modern office space with two desks, chairs, and computers.

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

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

1. Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Indoor pool

$93

$103 total

includes taxes & fees

Nov 23 - Nov 24

A rectangular swimming pool with a white edge, surrounded by a concrete deck and a low white wall.

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

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.

2. Best Western Winchester Hotel

Winchester

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

$90

$99 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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.

3. Baymont by Wyndham Winchester

Winchester

Indoor pool

$76

$83 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a no diving sign, lounge chairs, and a building with a no diving sign.

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

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

4. Hampton Inn Winchester

Winchester

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

$102

$112 total

includes taxes & fees

Nov 23 - Nov 24

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

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

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

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

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

Lexington

Indoor pool
Pool loungers

$87

$101 total

includes taxes & fees

Oct 25 - Oct 26

An indoor pool area with a wooden ceiling, a fenced swimming pool, and several Adirondack chairs.

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.

A modern lobby with blue chairs, a brick wall, and a large window.

6. Hotel Lex and Conference Center, Trademark Collection

Lexington

Indoor pool

$80

$93 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

7. GuestHouse Lexington

Lexington

Indoor pool

$70

$81 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear water, surrounded by lounge chairs and a covered seating area.

A Holiday Inn reception desk with two counters, a wall-mounted sign, and a snack bar in the background.

A fitness center with various exercise equipment, including treadmills, elliptical machines, and weight machines.

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

8. Holiday Inn Lexington - Hamburg by IHG

Lexington

Indoor pool

$83

$96 total

includes taxes & fees

Nov 22 - Nov 23

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

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

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

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

9. Hyatt Place Lexington

Lexington

Indoor pool

$86

$100 total

includes taxes & fees

Nov 9 - Nov 10

An indoor swimming pool with clear water, two chairs, and a lifeguard chair.

A breakfast buffet with various food items and a pitcher of milk.

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.

10. Ramada Limited Mount Sterling

Mount Sterling

Indoor pool
Hot tub

$71

$79 total

includes taxes & fees

Oct 27 - Oct 28

A large indoor swimming pool with clear lanes, a lifeguard chair, and a view of the outdoors through large windows.

A modern room with large windows, orange rocking chairs, a small table, and a framed picture on the wall.

A modern hotel lobby with a curved glass railing, a view of the outdoors, and a green carpeted floor.

A modern cafeteria with green chairs and tables, a counter with food items, and a TV mounted on the wall.

11. Spark by Hilton Lexington Hamburg

Lexington

Indoor pool

$67

$78 total

includes taxes & fees

Nov 8 - Nov 9

An indoor swimming pool with clear blue water, a lifeguard chair, and a poolside table with chairs.

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

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

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

12. Comfort Inn & Suites Mount Sterling

Mount Sterling

Indoor pool

$80

$88 total

includes taxes & fees

Nov 23 - Nov 24

A large indoor swimming pool with clear water, surrounded by lounge chairs and a changing room.

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

Indoor pool
Pool loungers

$89

$104 total

includes taxes & fees

Nov 19 - Nov 20

A swimming pool with lounge chairs and umbrellas, a clear sky, and a building with a modern design in the background.

A modern bathroom with a glass-enclosed shower, a wooden vanity, and a built-in towel rack.

A modern lobby with a central glass fireplace, seating areas, and a high ceiling with natural light.

A spacious conference room with a long table and chairs, wooden beams on the ceiling, and large windows.

14. Marriott Lexington Griffin Gate Golf Resort & Spa

Lexington

Indoor pool
Poolside bar
Pool loungers
Hot tub

$102

$138 total

includes taxes & fees

Nov 15 - Nov 16

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 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

Indoor pool

$88

$103 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with clear blue water, a glass door entrance, and a view of the outside.

A Holiday Inn Express & Suites building with a modern design, featuring a covered entrance and stone pillars.

A hotel room with a bed, a microwave, a coffee maker, and a window with a view.

A Holiday Inn Express & Suites building with a covered entrance and a Tesla charging station.

16. Holiday Inn Express & Suites Mt Sterling North by IHG

Mount Sterling

Indoor pool

$111

$122 total

includes taxes & fees

Nov 23 - Nov 24

An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of trees on the wall.

A Country Inn & Suites building with a green roof, multiple windows, and a parking lot.

A hotel room with a green sofa, a striped armchair, a desk with a chair, and a television on a wooden cabinet.

A hotel room with a bed, a green sofa, a striped armchair, and a desk with a lamp.

17. Country Inn & Suites by Radisson, Lexington, KY

Lexington

Indoor pool
Pool loungers

$77

$89 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living area with a modern staircase, a sofa set, and a dining area.

A hotel room with a brown leather sofa, two armchairs, a small side table, a lamp, and framed pictures on the wall.

A hotel dining area with wooden tables and chairs, a buffet counter with various food items, and a wall with framed certificates.

A hotel room with a large bed, two bedside tables, a nightstand, and a wall-mounted lamp. There are three framed pictures on the wall above the bed.

18. Sleep Inn Lexington Hamburg

Liberty Area

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

$67

$78 total

includes taxes & fees

Nov 16 - Nov 17

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.

A modern lounge area with a green sofa, wooden tables, and chairs.

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

19. Home2 Suites by Hilton Lexington Hamburg

Lexington

Indoor pool

$110

$127 total

includes taxes & fees

Nov 22 - Nov 23

An indoor swimming pool with clear lanes, lounge chairs, and a lifeguard chair.

A hotel reception area with a modern design, featuring a reception desk, a sofa, and a patterned rug on the floor.

A bathroom with a bathtub, shower curtain, towel rack, and toilet.

A buffet counter with various food items and a bowl of oranges.

20. Comfort Inn & Suites Lexington - Hamburg I-75

Lexington

Indoor pool

$72

$84 total

includes taxes & fees

Nov 16 - Nov 17

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Discover your perfect hotel with a pool in Winchester

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Hot tub

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Spa

Top landmarks in Winchester

Winchester Traveling Trail

If you like spending time outside, why not spend the afternoon at Winchester Traveling Trail, a park located 16.6 mi (26.8 km) from the center of Lexington. Want to stretch your legs some more? Head to Wiseman Park and GRCHS Baseball Field, both nearby.

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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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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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Lykins Park

5.8/10 (6 reviews)

Lykins Park is 2 mi (3.3 km) from central Winchester, why not stop by during your stay. Want to stretch your legs some more? Head to College Park and The Holler, both nearby.

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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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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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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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