Hotels with Swimming Pools in Winchester

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Our top choices for Winchester hotels with a pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (987 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is S$150
includes taxes & fees
3 Mar - 4 Mar
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,001 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is S$164
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus Keene Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (948 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is S$147
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (771 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is S$161
includes taxes & fees
28 Mar - 29 Mar
Comfort Inn & Suites Brattleboro I-91

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,000 reviews)
"Very clean room and super friendly staff!"
United States
Joanne
The price is S$212
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (484 reviews)
"Instant check-in and check-out Very responsive and friendly staff. Clean and well maintained. Everything you need is provided. The room is spacious, and the beds are comfortable."
United States
Olga
The price is S$138
includes taxes & fees
5 Mar - 6 Mar
Black Mountain Inn

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is S$313
includes taxes & fees
2 Mar - 3 Mar
The Inn At Quail Run

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
"Room was super clean and the hosts are excellent. "
United States
Joe
The price is S$326
includes taxes & fees
4 Mar - 5 Mar
Inn on Putney Road
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

Frequently asked questions

What are some accommodation options with pools in Winchester?
The Colonial Hotel: Offers a sauna, an indoor pool and free self parking. Colonial Motel And Spa: Provides a full-service spa, 2 indoor swimming pools and a sauna. Hampton Inn Brattleboro: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91: Offers buffet, an indoor pool and free self parking. Vikings Villages Resort: Offers buffet, an indoor pool and free self parking.
What is there to see and do in Winchester?
Make a point to visit attractions such as Barden State Wildlife Management Area and Rhododendron State Park. During your stay, visit sights such as New England Sweetwater Farm & Distillery, Winchester Speedpark and Richmond Town Hall. Take in the natural beauty of Winchester with the lakeside setting.
When is the best time to book a hotel with a pool in Winchester?
Taking the local weather in Winchester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.

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