An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Winchester Hotel with Pool

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Check availability on Winchester Hotel with Pool

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

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, (1,000 reviews)
  • cleanliness
    Splash into summer at this serene pool oasis where tranquil waters meet exceptional service.
The price is HK$705
HK$778 total
includes taxes & fees
24 Jun - 25 Jun
Best Western Winchester Hotel
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (813 reviews)
  • cleanliness
    Refreshing year-round aquatic escape awaits at this Winchester hotel's indoor pool, complemented by a modern fitness centre.
The price is HK$593
HK$653 total
includes taxes & fees
24 Jun - 25 Jun
Baymont by Wyndham Winchester
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, (572 reviews)
  • cleanliness
    Dive into aquatic bliss in this rural retreat with an indoor pool open from dawn to dusk.
The price is HK$956
HK$1,054 total
includes taxes & fees
22 Jul - 23 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, (471 reviews)
  • cleanliness
    Seasonal outdoor pool creates refreshing summer sanctuary at this hotel, offering a peaceful retreat in the heart of Winchester.
The price is HK$1,112
HK$1,226 total
includes taxes & fees
20 Jul - 21 Jul
Hampton Inn Winchester
Seasonal outdoor pool

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,938 reviews)
  • cleanliness
    Dive into summer splendour at this seasonal outdoor pool with mountain views and natural surroundings.
The price is HK$959
HK$1,057 total
includes taxes & fees
19 Jul - 20 Jul
Natural Bridge State Resort Park
Indoor pool, seasonal outdoor pool, pool cabanas (surcharge)

Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 star property
Lexington
8.4 out of 10, Very good, (708 reviews)
  • cleanliness
    Float in luxury between two pools at this golf resort with poolside cabanas and bar service.
The price is HK$809
HK$1,096 total
includes taxes & fees
29 Jun - 30 Jun
Marriott Lexington Griffin Gate Golf Resort & Spa
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, (1,005 reviews)
  • cleanliness
    Make a splash at this hotel's indoor pool paradise with hot tub for total relaxation.
The price is HK$594
HK$655 total
includes taxes & fees
21 Jul - 22 Jul
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, (1,003 reviews)
  • cleanliness
    Refresh in a spacious seasonal outdoor pool while sun loungers invite relaxation in this welcoming Georgetown retreat.
The price is HK$533
HK$588 total
includes taxes & fees
25 Jun - 26 Jun
Super 8 by Wyndham Georgetown
Indoor pool

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Relaxing indoor pool retreat with premium bedding and complimentary breakfast buffet makes for a peaceful overnight escape.
The price is HK$839
HK$925 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Richmond
Indoor pool, open 5:00 AM to 10:00 PM, pool 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, (2,189 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 HK$753
HK$874 total
includes taxes & fees
1 Jul - 2 Jul
Holiday Inn Express Lexington Horse Park Area 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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Choose what matters most at hotels with a pool in Winchester

Breakfast included
Hot tub

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

8/10 Good
"The hotel and staff were great. The breakfast and happy hour were really good as well. Only one elevator was working so it took a long time to get up and down from our room. The housekeeping was sporadic in the sense that they were very busy and a couple of days did not get to our room until much later in the afternoon. Otherwise very happy with our stay."
Katy 4-night trip
Posted 1 hour ago
Embassy Suites by Hilton Lexington/UK Coldstream

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 Community Park and The Holler. During your stay, visit sights such as Bluegrass Heritage Museum, Wiseman Park and Winchester Traveling Trail. 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.

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