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Check availability on Winchester Hotels with Pool

Our top choices for Winchester hotels with a pool

Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (942 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is Rp1.913.268
Rp2.104.594 total
includes taxes & fees
5 Mar - 6 Mar
Hampton Inn Brattleboro
Indoor 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, (982 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is Rp1.997.534
Rp2.167.324 total
includes taxes & fees
26 Feb - 27 Feb
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (760 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is Rp2.066.021
Rp2.272.623 total
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn & Suites Brattleboro I-91
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

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 Rp2.333.254
Rp2.531.665 total
includes taxes & fees
18 Feb - 19 Feb
Best Western Plus Keene Hotel
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (482 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 Rp1.808.695
Rp1.989.564 total
includes taxes & fees
16 Feb - 17 Feb
Black Mountain Inn
Indoor pool

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, (1,002 reviews)
"Very clean room and super friendly staff!"
United States
Joanne
The price is Rp2.555.272
Rp2.810.799 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2 indoor pools

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is Rp1.678.432
Rp1.846.275 total
includes taxes & fees
26 Feb - 27 Feb
Colonial Motel And Spa
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is Rp2.845.766
Rp3.087.656 total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn & Suites Keene
Indoor pool

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,002 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is Rp3.021.480
Rp3.278.306 total
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Keene Downtown
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
4 stars

Top Winchester Hotel Reviews

Colonial Motel And Spa

Colonial Motel And Spa

10/10 Excellent
"Amenities were great!"
Adrienne 3-night trip
Posted 13 days ago
Colonial Motel And Spa

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. Comfort Inn & Suites Brattleboro I-91: Provides buffet, an indoor pool and free self parking. Hampton Inn Brattleboro: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Econo Lodge Brattleboro South: Offers continental, a seasonal outdoor pool and free self parking. The Putney Inn: Offers a full-service spa, 2 indoor swimming pools and a sauna.
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, Bennett Gorge and Pisgah State Park. 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.