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Find Hotels with a Pool in Winchester, KY

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Top Winchester Hotels with a Pool

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 accommodations, and exceptional full breakfast served daily.
The price is AED 265
AED 293 total
includes taxes & fees
3 Dec - 4 Dec
Best Western Winchester Hotel

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 center, and exceptionally clean accommodations praised by guests.
The price is AED 306
AED 337 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Lexington East - Winchester by IHG

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, (449)
Sparkling waters of the seasonal outdoor pool provide a cooling escape from the summer heat, complemented by a fully equipped fitness center. Guests rave about friendly staff and spotless accommodations while enjoying a complimentary breakfast buffet each morning.
The price is AED 382
AED 421 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn 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 AED 262
AED 289 total
includes taxes & fees
7 Dec - 8 Dec
Baymont by Wyndham 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 center. This centrally located hotel provides clean, comfortable rooms with refrigerators and thoughtful touches for a restful stay.
The price is AED 228
AED 251 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn Winchester

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 AED 280
AED 325 total
includes taxes & fees
29 Dec - 30 Dec
Staybridge Suites Lexington S Medical Ctr Area by IHG

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
  • Indoor pool
  • Pool loungers
8.8 out of 10, Excellent, (1228)
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 center, and fantastic breakfast options each morning.
The price is AED 279
AED 324 total
includes taxes & fees
25 Dec - 26 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Country Inn & Suites by Radisson, Georgetown, KY

3.0 star property
Georgetown
  • Indoor pool
  • Hot tub
9.0 out of 10, Wonderful, (1014)
Sophisticated swimming awaits in the indoor pool area, complete with a relaxing hot tub for post-adventure muscle soothing. Guests praise the spotless facilities, comfortable rooms, and convenient location near various attractions.
The price is AED 325
AED 358 total
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Georgetown, KY

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, (1780)
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

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
Mount Sterling
  • Indoor pool
8.8 out of 10, Excellent, (568)
Splash into aquatic relaxation at the immaculately maintained indoor pool, available daily from 9:00 AM until 11:00 PM. Modern comforts extend throughout this spotless hotel, which delights guests with pillowtop mattresses and a complimentary breakfast buffet.
The price is AED 350
AED 385 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express & Suites Mt Sterling North by IHG
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

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Frequently asked questions

What are some accommodations 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, check out sights such as Cassell Creek Golf Course, Bluegrass Heritage Museum, 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 offers an outdoor pool if you plan to visit Winchester in the hottest months of July, August, or June when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 38°F.