Find Hotels with a Pool in Winchester, KY

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Our top choices for Winchester hotels with a 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.
$98 nightly
The price is $108
May 14 - May 15
Total with taxes and fees
Best Western Winchester Hotel

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (464 reviews)
  • cleanliness
    Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.
$147 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
Hampton Inn Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (797 reviews)
  • cleanliness
    Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness center.
$82 nightly
The price is $91
May 14 - May 15
Total with taxes and fees
Baymont by Wyndham Winchester

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, (561 reviews)
  • cleanliness
    Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
$134 nightly
The price is $148
May 10 - May 11
Total with taxes and fees
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (361 reviews)
  • cleanliness
    City center hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.
$76 nightly
The price is $83
May 24 - May 25
Total with taxes and fees
Comfort Inn Winchester

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, (1,005 reviews)
  • cleanliness
    Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.
$92 nightly
The price is $102
Jun 1 - Jun 2
Total with taxes and fees
Country Inn & Suites by Radisson, Georgetown, KY

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, (2,195 reviews)
  • cleanliness
    Float in pristine waters at this Art Deco hotel with an indoor pool and poolside sun loungers for ultimate relaxation.
$103 nightly
The price is $120
May 10 - May 11
Total with taxes and fees
Holiday Inn Express Lexington Horse Park Area by IHG

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, (1,137 reviews)
  • cleanliness
    Splash into relaxation at the indoor pool oasis, where sun loungers invite a day of rejuvenating lounging.
$75 nightly
The price is $87
May 14 - May 15
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,867 reviews)
  • cleanliness
    Dive into summer splendor at this seasonal outdoor pool with mountain views and natural surroundings.
$121 nightly
The price is $133
May 10 - May 11
Total with taxes and fees
Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (741 reviews)
  • cleanliness
    Soothing indoor pool oasis for relaxation awaits at this hotel with a steamy hot tub retreat.
$104 nightly
The price is $114
May 31 - Jun 1
Total with taxes and fees
Comfort Inn & Suites Mount Sterling
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.

Choose what matters most at hotels with a pool in Winchester

Top Winchester Hotel Reviews

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.

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