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Find Hotels with a Pool in Winchester, KY from CA $90

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Check availability on Winchester Hotels with a Pool

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, (737)
"Very nice hotel. Staff was wonderful. "
The price is CA $99
CA $109 total
includes taxes & fees
Sep 7 - Sep 8
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, (960)
"Was very quiet, nice swimming pool and great breakfast. The staff was very friendly."
The price is CA $124
CA $137 total
includes taxes & fees
Aug 13 - Aug 14
Best Western Winchester Hotel
Comfort Inn
Indoor pool

Comfort Inn

2.5 star property
7.0 out of 10, Good, (339)
"Hotel was overbooked. We had booked 2 rooms for my wife and 4 kids. Because there were no adjoining rooms we ended up booking just one room. It worked out ok but kind of disappointed."
The price is CA $90
CA $99 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn
Hampton Inn Winchester
Exterior

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (435)
"Property was nice"
The price is CA $164
CA $181 total
includes taxes & fees
Aug 31 - Sep 1
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.

Top Winchester Hotel Reviews

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

10/10 Excellent
"Great hotel everything was great. Breakfast was great…not just a continental breakfast! Staff was great at check-in and check-out. Will definitely stay here again!"
Jeff 1-night trip
Posted 1 day ago
Quality Inn Lexington -Horse Park

Frequently asked questions

What's it like visiting Winchester?
If taking it easy by the pool is your idea of the perfect getaway, you may want to check out welcoming Winchester, which has 5 places to stay with pools. During your trip, you can explore sights such as Southwind Golf Course and Fort Boonesborough State Park, and then kick back and relax poolside at one of the accommodations in Winchester that guests like for their pools.
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.
How many pool hotels are there in Winchester?
Expedia has 5 hotels in Winchester for your poolside break.
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.