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Find Hotels with a Pool in Winchester, KY

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Check availability on Winchester Hotels with a Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Winchester Hotels with a Pool

Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (756)
"The room was comfortable. The staff was helpful and accommodating. "
The price is SAR 334
SAR 368 total
includes taxes & fees
20 Oct - 21 Oct
Baymont by Wyndham Winchester
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (979)
"Firm bed, clean room, friendly staff and adequate breakfast. "
The price is SAR 303
SAR 334 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Winchester Hotel
Comfort Inn
Indoor pool

Comfort Inn

2.5 star property
7.0 out of 10, Good, (343)
" Nice, new facilities"
The price is SAR 241
SAR 266 total
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn
Hampton Inn Winchester
Exterior

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (441)
"Breakfast was really good! "
The price is SAR 426
SAR 469 total
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Winchester
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Clean room and friendly staff"
Kim 2-night trip
Posted 1 day ago
GuestHouse Lexington

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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.