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Check availability on Winchester Hotels with 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, (1,003 reviews)
  • cleanliness
    Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
The price is ฿2,933
฿3,234 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, (567 reviews)
  • cleanliness
    Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
The price is ฿3,705
฿4,085 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Express Lexington East - Winchester by IHG
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 centre.
The price is ฿2,717
฿2,996 total
includes taxes & fees
8 Jun - 9 Jun
Baymont by Wyndham Winchester
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 ฿4,430
฿4,884 total
includes taxes & fees
1 Jul - 2 Jul
Hampton Inn Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (366 reviews)
  • cleanliness
    City centre hotel offers indoor pool for leisurely laps and warm plunges from early morning to late night.
The price is ฿2,413
฿2,661 total
includes taxes & fees
1 Jul - 2 Jul
Comfort Inn Winchester
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, (1,004 reviews)
  • cleanliness
    Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.
The price is ฿2,295
฿2,530 total
includes taxes & fees
28 Jun - 29 Jun
Country Inn & Suites by Radisson, Georgetown, KY
Seasonal outdoor pool, open 11:00 AM to 11:00 PM, pool loungers

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown
2.0 star property
Georgetown
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Refresh in a spacious seasonal outdoor pool while sun loungers invite relaxation in this welcoming Georgetown retreat.
The price is ฿2,431
฿2,680 total
includes taxes & fees
8 Jun - 9 Jun
Super 8 by Wyndham Georgetown
Indoor pool

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (753 reviews)
  • cleanliness
    Soothing indoor pool oasis for relaxation awaits at this hotel with a steamy hot tub retreat.
The price is ฿3,414
฿3,764 total
includes taxes & fees
28 Jun - 29 Jun
Comfort Inn & Suites Mount Sterling
Seasonal outdoor pool

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,907 reviews)
  • cleanliness
    Dive into summer splendour at this seasonal outdoor pool with mountain views and natural surroundings.
The price is ฿3,684
฿4,061 total
includes taxes & fees
14 Jun - 15 Jun
Natural Bridge State Resort Park
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
8.8 out of 10, Excellent, (1,160 reviews)
  • cleanliness
    Splash into relaxation at the indoor pool oasis, where sun loungers invite a day of rejuvenating lounging.
The price is ฿3,189
฿3,701 total
includes taxes & fees
14 Jun - 15 Jun
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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Top Winchester Hotel Reviews

GuestHouse Lexington

GuestHouse Lexington

8/10 Good
"Convenient location, safe, friendly staff, good breakfast, easy parking."
James K 2-night trip
Posted less than an hour ago
GuestHouse Lexington

Frequently asked questions

What are some accommodation options 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, visit 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 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.