Hotels with Pool & Resorts in Winchester from NZ$210

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Check availability on Winchester Hotels with Pool

Our top choices for Winchester hotels with a pool

Indoor pool
Keene Elm City Hotel, an Ascend Collection Hotel

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, (976 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is NZ$226
includes taxes & fees
11 Jan - 12 Jan
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool, pool loungers
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (756 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is NZ$237
includes taxes & fees
11 Jan - 12 Jan
Comfort Inn & Suites Brattleboro I-91
Indoor pool
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (1,007 reviews)
"Clean. Friendly staff. Corn Chowder in the lobby!"
United States
Margaret
The price is NZ$273
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (934 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is NZ$281
includes taxes & fees
20 Jan - 21 Jan
Hampton Inn Brattleboro
Indoor pool
The Colonial Hotel

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
"Easy checkin, pleasant staff and clean room. "
United States
Susan
The Colonial Hotel
Exterior
Black Mountain Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (477 reviews)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is NZ$210
includes taxes & fees
11 Jan - 12 Jan
Black Mountain Inn
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is NZ$262
includes taxes & fees
11 Jan - 12 Jan
Best Western Plus Keene Hotel
Indoor pool
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 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 NZ$319
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn & Suites Keene
Exterior
Inn on Putney Road

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56 reviews)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is NZ$449
includes taxes & fees
11 Jan - 12 Jan
Inn on Putney Road
Outdoor spa tub
Downtown Hot Tub Escape

Downtown Hot Tub Escape

Downtown Hot Tub Escape
Keene
9.6 out of 10, Exceptional, (21 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is NZ$479
includes taxes & fees
15 Jan - 16 Jan
Downtown Hot Tub Escape
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The lady never fixed the pancake bag so no pancakes sad"
Milissa 1-night trip
Posted 8 days ago
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

What are some accommodation options with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool and free self parking. The Covered Bridge Inn: Provides buffet, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Hampton Inn Brattleboro: Features continental, a seasonal outdoor pool and free self parking. Latchis Hotel: Features 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 Cass Pond 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.