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Hotels with Swimming Pools in Winchester

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Check availability on Winchester Hotels with Swimming Pools

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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

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.
S$155
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Winchester
A rectangular swimming pool with a white edge, surrounded by a concrete deck and a low white wall.
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 restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

2. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
  • Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
S$141
includes taxes & fees
10 Nov - 11 Nov
Best Western Winchester Hotel
An indoor swimming pool with a lifeguard chair, a pool ladder, and a sign indicating no diving allowed.
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.
A modern kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.

3. 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.
S$138
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Lexington East - Winchester by IHG
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 Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.

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.
S$108
includes taxes & fees
1 Nov - 2 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 reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.

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.
S$130
includes taxes & fees
11 Oct - 12 Oct
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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 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.

6. 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.
S$128
includes taxes & fees
9 Nov - 10 Nov
Hyatt Place Lexington
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 guesthouse with a covered entrance, a large building with a tower, and a sign indicating an indoor pool.
A hotel room with two beds, a bathroom, and a hallway.

7. GuestHouse Lexington

GuestHouse Lexington
Lexington
  • Dive into aquatic bliss at this hotel with a heated indoor pool for year-round swimming in Lexington.
S$100
includes taxes & fees
19 Oct - 20 Oct
GuestHouse Lexington
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.
Lobby

8. 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.
S$125
includes taxes & fees
18 Oct - 19 Oct
Fairfield Inn & Suites by Marriott Lexington East/I-75
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 spacious lobby with a modern design, featuring a stone and wood bar, large windows, and a tiled floor.
A modern lobby with blue chairs, a brick wall, and a large window.

9. 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.
S$133
includes taxes & fees
10 Nov - 11 Nov
Hotel Lex and Conference Center, Trademark Collection
An indoor swimming pool with clear water, surrounded by yellow chairs and potted plants.
An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.
A hotel room with a bed, a sofa, a desk, a chair, a TV, and a window with curtains.
A modern indoor space with a green sofa, dining tables, chairs, and a bar area with a view.

10. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
Lexington
  • A seasonal splash of fun awaits at this pet-friendly hotel where indoor pool meets comfort and style.
S$176
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites by Hilton Lexington Hamburg
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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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"The room was spotless. Everything worked fine. Staff was very attentive and kind. That’s all you can really ask for."
Thomas 1-night trip
Posted less than an hour ago
GuestHouse Lexington
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Great property! Beautiful setting!"
Lillian 2-night trip
Posted 6 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

10/10 Excellent
"Nice clean and comfortable"
Charyl 1-night trip
Posted 21 hours ago
Quality Inn Lexington -Horse Park
Natural Bridge State Resort Park

Natural Bridge State Resort Park

10/10 Excellent
"Staff was friendly. Enjoyed the restaurant and Trails End Lounge. Great location for many trails and Skylift as well as Restaurants nearby. Nice view from balcony; peaceful."
Ellen 2-night trip
Posted 1 day ago
Natural Bridge State Resort Park
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent
"It was nice stay"
IRFAN 2-night trip
Posted 2 days ago
Marriott Lexington Griffin Gate Golf Resort & Spa

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.

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