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Winchester Hotel with Pool

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Check availability on Winchester Hotel with Pool

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Winchester hotels with a pool

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 hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.
A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

1. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
  • Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
HK$745
HK$821 total
includes taxes & fees
29 Sept - 30 Sept
Best Western Winchester Hotel
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 reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.
A bathroom with a sink, mirror, shower, and towel rack.

2. 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.
HK$991
HK$1,092 total
includes taxes & fees
12 Oct - 13 Oct
Hampton Inn Winchester
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.
HK$973
HK$1,072 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Lexington East - Winchester by IHG
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 guesthouse with a covered entrance, a large building with a tower, and a sign indicating an indoor pool.
A hotel lobby with blue walls, a seating area with blue chairs, a bar, and artwork on the walls.

4. GuestHouse Lexington

GuestHouse Lexington
Lexington
  • Dive into aquatic bliss at this hotel with a heated indoor pool for year-round swimming in Lexington.
HK$527
HK$611 total
includes taxes & fees
30 Sept - 1 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 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.

5. 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.
HK$792
HK$920 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt Place Lexington
An indoor swimming pool with clear glass walls, lounge chairs, and a ceiling with recessed lighting.
A hotel dining area with tables and chairs, a television, and a kitchen in the background.
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.
A hotel room with a wooden entertainment unit, a flat-screen TV, a framed photograph, a desk, and a chair.

6. Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area
Lexington
  • Splash into comfort at this Lexington hotel with an indoor pool open from 7 AM to 11 PM daily.
HK$733
HK$851 total
includes taxes & fees
11 Oct - 12 Oct
Hampton Inn I-75 Lexington/Hamburg Area
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.
Lobby
A modern restaurant with wooden flooring, multiple seating areas including booths and tables, pendant lighting, and large windows offering views of the outdoors.

7. 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.
HK$660
HK$766 total
includes taxes & fees
5 Oct - 6 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 hotel lobby with a blue sofa, armchairs, a coffee table, and a reception desk.
A hotel room with a bed, a desk with a chair, a sofa, and a TV.
A hotel lobby with a blue sofa, armchair, and a coffee station.

8. 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.
HK$851
HK$938 total
includes taxes & fees
21 Oct - 22 Oct
Comfort Inn & Suites Mount Sterling
An indoor swimming pool with clear water, marked depth lines, and a no diving allowed sign.
A Holiday Inn Express hotel with a parking lot and a clear sky.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a blue accent wall, a bed, a desk with a computer, a microwave, and a small refrigerator.

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

Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
Lexington
  • Dive into pure relaxation at Lexington Midtown's indoor pool retreat, rain or shine.
HK$729
HK$847 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express & Suites Lexington Midtown - I-75 by IHG
An indoor swimming pool with clear water, surrounded by lounge chairs and a mural of trees on the wall.
A cozy living room with a fireplace, a green sofa, a blue armchair, and a glass coffee table.
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.

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

Country Inn & Suites by Radisson, Lexington, KY
Lexington
  • Dive into refreshing indoor pool sessions with comfy loungers at this Lexington fitness hub.
HK$593
HK$689 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Lexington, KY
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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

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

10/10 Excellent
"Nice breakfast. Clean and spacious room."
Ronn 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Lexington North
Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"The location and the staff and the size of the rooms."
Christopher 2-night trip
Posted 3 hours ago
Hyatt Regency Lexington
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

10/10 Excellent
"Great stay- clean and homey! Would def go back!"
Marcy 2-night trip
Posted 20 hours ago
Country Inn & Suites by Radisson, Georgetown, KY
Microtel Inn by Wyndham Lexington

Microtel Inn by Wyndham Lexington

10/10 Excellent
"This hotel has clean rooms, great staff, and breakfast is pretty good. Parking is good."
Brenda 2-night trip
Posted 1 day ago
Microtel Inn by Wyndham Lexington
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

8/10 Good
"This is a good deal if you’re budget traveling and maybe for one night. Shauna, front desk clerk, on arrival just asked for my ID and gave me room key. That was it. No welcome, no explaining where room or elevators were located nor any info about breakfast. Stains all over chair and carpet, and bath linens in our room. Breakfast choices were minimal. Rate is inexpensive and location is convenient."
Susan 1-night trip
Posted 3 days ago
Quality Inn Lexington -Horse Park

Frequently asked questions

What are some accommodation options with pools in Winchester?
Baymont by Wyndham Winchester: Features daily, a pool and free self parking. Best Western Winchester Hotel: Offers full, a seasonal outdoor 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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