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Winchester Hotel with Pool

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Our top choices for Winchester hotels with a pool

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1002)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is HK$595
HK$656 total
includes taxes & fees
30 Dec - 31 Dec
Best Western Winchester Hotel

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (526)
"The room was clean, bed was very comfortable and the staff couldn’t have been nicer!"
United States
Stevy
The price is HK$684
HK$754 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Lexington East - Winchester by IHG

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (452)
"Would stay there again"
United States
Patricia
The price is HK$823
HK$907 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn Winchester

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (353)
"The pool had no water. There was no pool available. There wasn't any hot water in our room. Unless you run it for 15/20 min"
United States
teresa
The price is HK$569
HK$627 total
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (771)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is HK$621
HK$684 total
includes taxes & fees
31 Dec - 1 Jan 2026
Baymont by Wyndham Winchester

Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park
2.5 star property
Lexington
9.2 out of 10, Wonderful, (426)
"Clean room, friendly staff, good location. "
United States
Brieanne
The price is HK$595
HK$690 total
includes taxes & fees
29 Dec - 30 Dec
Everhome Suites Lexington - Horse Park

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1006)
"The room was clean, staff so kind"
United States
Flor
The price is HK$692
HK$763 total
includes taxes & fees
26 Dec - 27 Dec
Quality Inn Richmond

Springhill Suites by Marriott Lexington Fritz Farm

Springhill Suites by Marriott Lexington Fritz Farm
3.0 star property
Lexington
9.4 out of 10, Exceptional, (312)
"amenities big suite big closet big shower."
United States
ronit
The price is HK$785
HK$912 total
includes taxes & fees
30 Dec - 31 Dec
Springhill Suites by Marriott Lexington Fritz Farm

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1785)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
Natural Bridge State Resort Park

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, (573)
"Room was super clean and the woman at the front desk was really nice and very helpful"
United States
mark
The price is HK$692
HK$763 total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express & Suites Mt Sterling North by IHG
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

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, Cassell Creek 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 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.

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