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Find Hotels with a Pool in Winchester, KY

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Top Winchester Hotels with a Pool

Exterior
Hampton Inn Winchester

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (447)
"Would stay there again"
United States
Patricia
$81 nightly
The price is $90
Nov 26 - Nov 27
Total with taxes and fees
Hampton Inn Winchester
Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (996)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
$81 nightly
The price is $89
Nov 17 - Nov 18
Total with taxes and fees
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, (514)
"Nice room, great staff and just and overall great stay."
United States
Kirk A.
$99 nightly
The price is $109
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Lexington East - Winchester by IHG
Lobby
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (765)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
$80 nightly
The price is $88
Nov 23 - Nov 24
Total with taxes and fees
Baymont by Wyndham Winchester
Indoor pool
Comfort Inn Winchester

Comfort Inn Winchester

2.5 star property
Winchester
7.0 out of 10, Good, (349)
" Nice, new facilities"
United States
Francis
$67 nightly
The price is $74
Dec 3 - Dec 4
Total with taxes and fees
Comfort Inn Winchester
Seasonal outdoor pool
Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park

2.5 star property
Lexington
9.2 out of 10, Wonderful, (357)
"Excellent room, comfy bed, kind staff"
United States
Juliet
$85 nightly
The price is $98
Nov 13 - Nov 14
Total with taxes and fees
Everhome Suites Lexington - Horse Park
Indoor pool, sun loungers
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
8.6 out of 10, Excellent, (1207)
"Our stay was really good . Look forward to staying again!"
United States
Connie
$79 nightly
The price is $92
Nov 27 - Nov 28
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Indoor pool
Hampton Inn I-75 Lexington/Hamburg Area

Hampton Inn I-75 Lexington/Hamburg Area

2.5 star property
Lexington
8.6 out of 10, Excellent, (936)
"It was nice and clean. The food choices was okay."
United States
Mary Ann
$71 nightly
The price is $83
Dec 1 - Dec 2
Total with taxes and fees
Hampton Inn I-75 Lexington/Hamburg Area
Interior
Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

2.0 star property
Berea
$125 nightly
The price is $138
Nov 14 - Nov 15
Total with taxes and fees
Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75
Seasonal outdoor pool
Natural Bridge State Resort Park

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1769)
"Beautiful autumn stay."
United States
Cheryl
$86 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Natural Bridge State Resort Park
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

Hyatt Regency Lexington

Hyatt Regency Lexington

10/10 Excellent
"Clean. Nice and comfortable Rooms. Friendly staff."
Kristy 1-night trip
Posted 2 days ago
Hyatt Regency Lexington

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.

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