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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
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Winchester Hotels with a Pool

Baymont by Wyndham Winchester
Welcome to Baymont Inn & Suites, where a modern reception area awaits with a beautifully designed desk and comfortable seating.

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (727)
"My 5 star review is in part due to the staff. They were so kind, helpful, and went out of their way, on several occasions, to make our stay better. The rooms have laminate floors. I love this because their is no smell from old carpet. The room and bathroom were clean, the beds were clean and acceptable. They allow pets! I did not bring one, but there was no pet smell in the hallways or in the room. The
pool
was nice. However, the
pool
room needs some updating. We didn't utilize the complementary...
Kelly
The price is NT$2,348
NT$2,588 total
includes taxes & fees
Jul 30 - Jul 31
Baymont by Wyndham Winchester
Best Western Winchester Hotel
Relax by the pool surrounded by lush greenery and a brick building in the background.

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (949)
"Hot breakfast (HOT - Biscuit/Gravy/Sausage, diced potatoes, scrambled eggs. COLD & OTHER - Yogurt, cereal, bagels, donuts, bananas/apples, chips, cold sandwiches) Great
pool
, lots of little bugs in the water, but it is an outside
pool
. Room had a fridge and actual queen beds. Good stay and kind staff. Would recommend. "
Rebekah
The price is NT$2,942
NT$3,243 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Winchester Hotel
Comfort Inn
Relax by the pool surrounded by comfortable seating and large windows.

Comfort Inn

2.5 star property
7.0 out of 10, Good, (338)
"Was clean and beds were comfortable "
Rachel
The price is NT$2,136
NT$2,355 total
includes taxes & fees
Aug 12 - Aug 13
Comfort Inn
Hampton Inn Winchester
Relax by the rectangular pool surrounded by lounge chairs and shaded by red umbrellas.

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (431)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
Humberto
The price is NT$3,812
NT$4,202 total
includes taxes & fees
Aug 17 - Aug 18
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

Hyatt Place Lexington

Hyatt Place Lexington

10/10 Excellent
"Hotel and Staff are supurb, all round very nice and worth staying at."
Trevor 7-night trip
Posted 1 day ago
Hyatt Place Lexington

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.