Find Hotels with a Pool in Winchester, KY

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Check availability on Winchester Hotels with a Pool

Tonight
29 Jan - 30 Jan
Tomorrow
30 Jan - 31 Jan
This weekend
30 Jan - 1 Feb
Next weekend
6 Feb - 8 Feb

Our top choices for Winchester hotels with a pool

Indoor pool

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (538 reviews)
"Clean room and friendly staff. "
United States
Tyson
The price is SAR 364
SAR 401 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Lexington East - Winchester by IHG
Seasonal outdoor pool

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,000 reviews)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is SAR 335
SAR 369 total
includes taxes & fees
1 Mar - 2 Mar
Best Western Winchester Hotel
Seasonal outdoor pool

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (456 reviews)
"Would stay there again"
United States
Patricia
The price is SAR 397
SAR 437 total
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Winchester
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (775 reviews)
"Great place for a reasonable price! "
United States
Whitney
The price is SAR 290
SAR 320 total
includes taxes & fees
3 Feb - 4 Feb
Baymont by Wyndham Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (354 reviews)
"This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. "
United States
Noelle
The price is SAR 271
SAR 299 total
includes taxes & fees
1 Mar - 2 Mar
Comfort Inn Winchester
Indoor pool, open 5:00 AM to 10:00 PM, sun loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,226 reviews)
"Room was clean, staff was very helpful, easy parking, decent breakfast"
Canada
Christian
The price is SAR 300
SAR 348 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express Lexington Horse Park Area by IHG
Indoor spa tub

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay! The hotel is clean, quite, and friendly. The breakfast bar was really good, too. Will definitely stay again."
United States
Sarah
The price is SAR 293
SAR 323 total
includes taxes & fees
15 Feb - 16 Feb
Country Inn & Suites by Radisson, Georgetown, KY
Seasonal outdoor pool

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,796 reviews)
"Friendly staff, convenient the have a restaurant and tavern on site. There is great hiking right out the back door. Appreciated a quiet stay."
United States
Kimberly
Natural Bridge State Resort Park
Seasonal outdoor pool, open 9 AM to 10 PM, sun loungers

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,021 reviews)
"The room was clean and the bed was super comfortable. "
United States
Elizabeth
The price is SAR 334
SAR 368 total
includes taxes & fees
8 Feb - 9 Feb
Quality Inn Richmond
Indoor pool, sun loungers

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,202 reviews)
"Yes a very nice hotel "
United States
Dale
The price is SAR 327
SAR 380 total
includes taxes & fees
1 Feb - 2 Feb
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent
"Clean modern room, friendly staff and good breakfast. Thanks!"
Keith 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

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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 Lykins Park and College Park. During your stay, check out sights such as Bluegrass Heritage Museum, Southwind 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 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.