An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Winchester Hotel Guide - Hotels with Pool in Winchester, Lexington

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Check availability on Winchester Hotels with Pool

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Winchester hotels with a pool

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

1. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
  • Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.
€108
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn 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 modern kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.

2. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
  • Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
€96
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Lexington East - Winchester by IHG
A rectangular swimming pool with a white edge, surrounded by a concrete deck and a low white wall.
A hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.
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.

3. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
  • Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
€98
includes taxes & fees
25 Oct - 26 Oct
Best Western Winchester Hotel
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 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 room with two beds, a sofa, a desk, and a window with blinds.

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
  • Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness centre.
€74
includes taxes & fees
16 Nov - 17 Nov
Baymont by Wyndham Winchester
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 lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.
A multi-story hotel with a prominent 'LaQuinta' sign, a covered entrance, and a parking lot.

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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
  • Splash into relaxation at the indoor pool oasis, where sun loungers invite a day of rejuvenating lounging.
€90
includes taxes & fees
25 Oct - 26 Oct
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
An indoor pool area with a wooden ceiling, a fenced swimming pool, and several Adirondack chairs.
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.
A spacious bar area with high ceilings, wooden flooring, and modern lighting.

6. Hotel Lex and Conference Center, Trademark Collection

Hotel Lex and Conference Center, Trademark Collection
Lexington
  • Dive into indoor pool bliss at this Lexington hotel where family fun and fitness unite.
€78
includes taxes & fees
25 Oct - 26 Oct
Hotel Lex and Conference Center, Trademark Collection
An indoor swimming pool with a lifeguard station, poolside chairs, and a clear 3 FT depth marking.
A hotel room with two beds, a bathroom, and a hallway.
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.

7. GuestHouse Lexington

GuestHouse Lexington
Lexington
  • Dive into aquatic bliss at this hotel with a heated indoor pool for year-round swimming in Lexington.
€66
includes taxes & fees
26 Oct - 27 Oct
GuestHouse Lexington
An indoor swimming pool with clear water, a diving board, and sunlit windows.
A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.
A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.

8. Hyatt Place Lexington

Hyatt Place Lexington
Lexington
  • Tranquil indoor pool sanctuary awaits with rejuvenating waters to complement your stay at this perfectly located Lexington hotel.
€89
includes taxes & fees
9 Nov - 10 Nov
Hyatt Place Lexington
A swimming pool with lounge chairs and a changing room.
A modern restaurant with wooden flooring, multiple seating areas including booths and tables, pendant lighting, and large windows offering views of the outdoors.
Lobby
A multi-story hotel with a modern design, featuring a covered entrance and a parking lot.

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

Fairfield Inn & Suites by Marriott Lexington East/I-75
Lexington
  • Dive into refreshing relaxation at this indoor pool sanctuary in Lexington, complete with morning-to-night swim access.
€87
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Lexington East/I-75
An indoor swimming pool with clear blue water, a lifeguard chair, and a poolside table with chairs.
A Comfort Inn & Suites building with a yellow facade, brick accents, and a clear blue sky.
A hotel lobby with a blue sofa, armchair, and a coffee station.
A hotel room with a bed, a desk with a chair, a sofa, and a TV.

10. Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
Mount Sterling
  • Soothing indoor pool oasis for relaxation awaits at this hotel with a steamy hot tub retreat.
€80
includes taxes & fees
16 Nov - 17 Nov
Comfort Inn & Suites Mount Sterling
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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Winchester Hotel Reviews

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent
"Enjoyed on site bar and outdoor areas"
Suzanne 3-night trip
Posted 10 hours ago
Marriott Lexington Griffin Gate Golf Resort & Spa
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

10/10 Excellent
"We had a great stay! Everything was very clean. The breakfast was amazing with made to order omelettes & waffles & very spacious dining room. It would have been nice to have queens beds instead of double size, but for one night, it was fine. Overall a positive experience!"
Kimberly 1-night trip
Posted 11 hours ago
Embassy Suites by Hilton Lexington Green
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good
"Clean with decent breakfast"
Molly 1-night trip
Posted 16 hours ago
Fairfield Inn & Suites by Marriott Lexington North
Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

10/10 Excellent
"A clean and quiet property with an excellent breakfast."
Katherine 1-night trip
Posted 1 day ago
Holiday Inn Express Lexington - Horse Park Area by IHG

Frequently asked questions

What are some accommodation options with pools in Winchester?
Best Western Winchester Hotel: Features full, a seasonal outdoor pool and free self parking. Baymont by Wyndham Winchester: Offers daily, a pool and free self parking.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at College Park and GRCHS Baseball Field. During your stay, visit sights such as Bluegrass Heritage Museum, Cassell Creek Golf Course and Winchester Opera House. You'll also discover lots of options for restaurants in Winchester.
When is the best time to book a hotel with a pool in Winchester?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Winchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 4°C.