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Check availability on Winchester Hotels with Pool

Our top choices for Winchester hotels with a pool

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, (544 reviews)
"Clean room, great hot fresh breakfast "
United States
Bob
The price is Rp1.728.958
Rp1.906.002 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Lexington East - Winchester by IHG
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)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is Rp1.212.621
Rp1.336.794 total
includes taxes & fees
22 Feb - 23 Feb
Best Western Winchester Hotel
Seasonal outdoor pool

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (456 reviews)
"Would stay there again"
United States
Patricia
The price is Rp1.997.147
Rp2.201.655 total
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (354 reviews)
"This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. "
United States
Noelle
The price is Rp1.152.213
Rp1.270.199 total
includes taxes & fees
15 Mar - 16 Mar
Comfort Inn Winchester
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (778 reviews)
"Great place for a reasonable price! "
United States
Whitney
The price is Rp1.269.022
Rp1.399.113 total
includes taxes & fees
15 Feb - 16 Feb
Baymont by Wyndham Winchester
Indoor pool

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
2.5 star property
Mount Sterling
8.8 out of 10, Excellent, (585 reviews)
"Great stay "
United States
Rhonda
The price is Rp1.493.954
Rp1.646.934 total
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Express & Suites Mt Sterling North by IHG
Indoor pool

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
8.6 out of 10, Excellent, (1,002 reviews)
"The room was very clean and comfortable! Friendly staff and great breakfast!"
United States
Frank
The price is Rp1.198.520
Rp1.391.123 total
includes taxes & fees
15 Feb - 16 Feb
Fairfield Inn & Suites by Marriott Lexington North
Seasonal outdoor pool

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,801 reviews)
"Great setting and very convenient to everything. "
United States
WILLIAM
Natural Bridge State Resort Park
Indoor pool

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,001 reviews)
"Friendly staff at check in, comfortable bed"
Canada
Rochelle
The price is Rp1.611.456
Rp1.870.416 total
includes taxes & fees
28 Feb - 1 Mar
Holiday Inn Lexington - Hamburg by IHG
Indoor pool, pool loungers

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,185 reviews)
"Yes a very nice hotel "
United States
Dale
The price is Rp1.463.739
Rp1.698.962 total
includes taxes & fees
15 Feb - 16 Feb
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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 Green

Embassy Suites by Hilton Lexington Green

10/10 Excellent
"Excellent service! "
Jennifer 2-night trip
Posted 11 days ago
Embassy Suites by Hilton Lexington Green
Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg

10/10 Excellent
"Super friendly staff and clean"
Stephanie 1-night trip
Posted 11 days ago
Spark by Hilton Lexington Hamburg

Frequently asked questions

What are some accommodation options 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 College Park and GRCHS Baseball Field. During your stay, visit sights such as Bluegrass Heritage Museum, Winchester Opera House and Clark County Courthouse. 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.