Find Hotels with a Pool in Winchester, KY

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Check availability on Winchester Hotels with a Pool

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Winchester hotels with a pool

Seasonal outdoor pool

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
The price is SAR 285
SAR 315 total
includes taxes & fees
8 Jun - 9 Jun
Best Western Winchester Hotel
Indoor pool

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.2 out of 10, Wonderful, (568 reviews)
  • cleanliness
    Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
The price is SAR 443
SAR 488 total
includes taxes & fees
4 Jul - 5 Jul
Holiday Inn Express Lexington East - Winchester by IHG
Seasonal outdoor pool

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (467 reviews)
  • cleanliness
    Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.
The price is SAR 512
SAR 564 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Winchester
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (805 reviews)
  • cleanliness
    Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness center.
The price is SAR 317
SAR 350 total
includes taxes & fees
1 Jul - 2 Jul
Baymont by Wyndham Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (366 reviews)
  • cleanliness
    City center hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.
The price is SAR 277
SAR 305 total
includes taxes & fees
1 Jul - 2 Jul
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, (2,200 reviews)
  • cleanliness
    Float in pristine waters at this Art Deco hotel with an indoor pool and poolside sun loungers for ultimate relaxation.
The price is SAR 349
SAR 405 total
includes taxes & fees
3 Jul - 4 Jul
Holiday Inn Express Lexington Horse Park Area by IHG
Seasonal outdoor pool, open 11:00 AM to 11:00 PM, sun loungers

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown
2.0 star property
Georgetown
8.4 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Refresh in a spacious seasonal outdoor pool while sun loungers invite relaxation in this welcoming Georgetown retreat.
The price is SAR 255
SAR 281 total
includes taxes & fees
8 Jun - 9 Jun
Super 8 by Wyndham Georgetown
Indoor pool

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.
The price is SAR 307
SAR 339 total
includes taxes & fees
5 Jul - 6 Jul
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, (1,910 reviews)
  • cleanliness
    Dive into summer splendor at this seasonal outdoor pool with mountain views and natural surroundings.
The price is SAR 426
SAR 469 total
includes taxes & fees
14 Jun - 15 Jun
Natural Bridge State Resort Park
Indoor pool

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Relaxing indoor pool retreat with premium bedding and complimentary breakfast buffet makes for a peaceful overnight escape.
The price is SAR 403
SAR 444 total
includes taxes & fees
3 Jul - 4 Jul
Hampton Inn Richmond
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Top Winchester Hotel Reviews

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

4/10 Poor
"The property felt old and not well maintained. The first room we were assigned overwhelmingly smelled like cigarette smoke, had broken light switches, dirty carpet and mismatched furniture. The room they moved us to smelled better, but definitely felt old and not cared for or cleaned well. I received an email from the manager after complaining about these things thanking me for letting them know and stating they hope to see us again for a future stay. Strange way to attempt to get repeat business."
Kimber 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Lexington North

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Frequently asked questions

What are some accommodations 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 Winchester Traveling Trail and Lykins Park. During your stay, check out sights such as Bluegrass Heritage Museum, Winchester Opera House, and Clark County Courthouse. 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.