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Check availability on Winchester Hotels with Swimming Pool

Our top choices for Winchester hotels with a pool

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 ₹7,858
₹8,662 total
includes taxes & fees
15 Mar - 16 Mar
Best Western Winchester Hotel
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 ₹6,990
₹7,706 total
includes taxes & fees
15 Mar - 16 Mar
Baymont by Wyndham Winchester
Seasonal outdoor pool

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (457 reviews)
"Enjoyed our stay."
United States
Randy
The price is ₹10,509
₹11,585 total
includes taxes & fees
30 Mar - 31 Mar
Hampton Inn Winchester
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, (550 reviews)
"Clean room, great hot fresh breakfast "
United States
Bob
The price is ₹10,448
₹11,518 total
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express Lexington East - Winchester by IHG
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (358 reviews)
"Very nice "
United States
Ronald
The price is ₹6,617
₹7,295 total
includes taxes & fees
6 Apr - 7 Apr
Comfort Inn Winchester
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,186 reviews)
"Very clean and well kept and the breakfast was good"
United States
Manuel
The price is ₹7,767
₹9,015 total
includes taxes & fees
17 Mar - 18 Mar
Holiday Inn Express Lexington Horse Park Area by IHG
Indoor pool

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (726 reviews)
"Parking was easy. Check in was easy. Room was clean and bed was comfortable. Very quiet. Breakfast was nice, enough to get your day started well. Elevator was fast getting to our floor. Hallway could definitely use some new flooring. Friendly staff. Would definitely stay here again. "
United States
Tom
The price is ₹7,364
₹8,118 total
includes taxes & fees
22 Mar - 23 Mar
Comfort Inn & Suites Mount Sterling
Seasonal outdoor pool

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,817 reviews)
"Clean room, staff was very friendly and helpful, excellent food. "
United States
Amy
Natural Bridge State Resort Park
Indoor pool

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,001 reviews)
"Just spent the night"
United States
David
The price is ₹9,023
₹9,947 total
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn Richmond
Seasonal outdoor pool, open 9 AM to 10 PM, pool loungers

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room amd great staff"
United States
Randy
The price is ₹9,127
₹10,062 total
includes taxes & fees
16 Mar - 17 Mar
Quality Inn Richmond
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

GuestHouse Lexington

GuestHouse Lexington

10/10 Excellent
"Everything was fine. "
Matthew 1-night trip
Posted 2 hours ago
GuestHouse Lexington

Frequently asked questions

What are some accommodation options 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.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at Winchester Traveling Trail and College Park. 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.