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Search Hotels with Pool in Winchester

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Check availability on Winchester Hotels with Pool

Tonight
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Winchester Hotels with Pool

Indoor pool
Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
Winchester
  • Indoor pool
9.2 out of 10, Wonderful, (517)
Swimmers find sanctuary in the pristine indoor pool, available from 7 AM to 10 PM daily. Beyond aquatic pleasures, this hotel delights with a complimentary breakfast buffet, 24-hour fitness centre, and exceptionally clean accommodation praised by guests.
The price is ฿2,680
฿2,954 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Lexington East - Winchester by IHG
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.4 out of 10, Very good, (1002)
Sparkling waters beckon at the seasonal outdoor pool, providing a refreshing summer retreat from June through September. Guests appreciate the immaculately clean facilities, comfortable accommodation, and exceptional full breakfast served daily.
The price is ฿2,332
฿2,571 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Winchester Hotel
Lobby
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
  • Indoor pool
7.2 out of 10, Good, (769)
Dive into the indoor swimming pool available from 8:00 AM to 10:00 PM daily, offering refreshing relaxation regardless of weather. This spotlessly clean hotel combines comfortable, newly renovated rooms with friendly staff for a peaceful, rejuvenating stay.
The price is ฿2,300
฿2,535 total
includes taxes & fees
30 Nov - 1 Dec
Baymont by Wyndham Winchester
Exterior
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, (447)
Sparkling waters of the seasonal outdoor pool provide a cooling escape from the summer heat, complemented by a fully equipped fitness centre. Guests rave about friendly staff and spotless accommodation while enjoying a complimentary breakfast buffet each morning.
The price is ฿3,358
฿3,701 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Winchester
Indoor pool
Comfort Inn Winchester

Comfort Inn Winchester

2.5 star property
Winchester
  • Indoor pool
7.0 out of 10, Good, (351)
Swimmers can enjoy the expansive indoor pool from 5:30 AM to 11 PM after a workout in the fitness centre. This centrally located hotel provides clean, comfortable rooms with refrigerators and thoughtful touches for a restful stay.
The price is ฿1,996
฿2,201 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Inn Winchester
Indoor pool
Staybridge Suites Lexington S Medical Ctr Area by IHG

Staybridge Suites Lexington S Medical Ctr Area by IHG

3.0 star property
Lexington
  • Indoor pool
9.8 out of 10, Exceptional, (472)
Splash into the pristine indoor pool, perfect for family fun regardless of outside weather. Complementing the aquatic experience, this immaculate hotel boasts spacious rooms, fully-equipped kitchens, and exceptional service from helpful staff.
The price is ฿2,576
฿2,990 total
includes taxes & fees
8 Dec - 9 Dec
Staybridge Suites Lexington S Medical Ctr Area by IHG
Indoor pool
Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG

3.0 star property
Lexington
  • Indoor pool
9.0 out of 10, Wonderful, (1005)
Aquatic bliss awaits in the pristine indoor pool, open daily from 9:00 AM to 9:00 PM for year-round swimming enjoyment. After refreshing laps, guests can unwind by the outdoor firepit or explore nearby hiking trails for a perfect balance of relaxation and adventure.
The price is ฿2,422
฿2,812 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Lexington - Hamburg by IHG
Indoor pool, pool loungers
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1227)
Swimmers splash in the tranquil indoor pool while sun loungers invite leisurely relaxation after invigorating laps. Beyond the pool area, guests appreciate spacious, clean rooms, a well-equipped fitness centre, and fantastic breakfast options each morning.
The price is ฿2,454
฿2,848 total
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Seasonal outdoor pool
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 star property
Slade
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Restaurant
8.6 out of 10, Excellent, (1779)
Seasonal swimming awaits between adventures on nearby hiking trails, with the pool offering refreshing relaxation from May through September. Mountain views from private balconies complement comfortable rooms and the peaceful natural setting.
Natural Bridge State Resort Park
Seasonal outdoor pool
Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park

2.5 star property
Lexington
  • Pool
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
9.2 out of 10, Wonderful, (383)
Refreshing dips await in the seasonal outdoor pool at this immaculately maintained Lexington retreat. Modern rooms feature fully equipped kitchenettes, while the 24-hour fitness centre boasts premium Peloton bikes for dedicated workouts.
The price is ฿2,725
฿3,163 total
includes taxes & fees
30 Nov - 1 Dec
Everhome Suites Lexington - Horse Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"No weird hotel smells, nice property, bed was very uncomfortable so much so that I had to get "cupped" the next day but it was just one night so I made do. I might stay here again if I had to but for the beds it wouldnt be my first choice. Breakfast was good, parking is close, there was a pool but said it was out of service for maintenance "
Ladonna 1-night trip
Posted 9 days ago
GuestHouse Lexington
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Staff was great, room is clean"
Jonah 1-night trip
Posted 12 days ago
Spark by Hilton Lexington Hamburg

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.