Winchester Hotel with Pool

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Check availability on Winchester Hotel with Pool

Tonight
4 Apr - 5 Apr
Tomorrow
5 Apr - 6 Apr
Next weekend
10 Apr - 12 Apr
In two weeks
17 Apr - 19 Apr

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, (955 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is HK$1,022
HK$1,124 total
includes taxes & fees
23 Apr - 24 Apr
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
8.6 out of 10, Excellent, (999 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is HK$988
HK$1,072 total
includes taxes & fees
30 Apr - 1 May
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, (790 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is HK$1,109
HK$1,220 total
includes taxes & fees
16 Apr - 17 Apr
Comfort Inn & Suites Brattleboro I-91
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (488 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is HK$862
HK$948 total
includes taxes & fees
15 Apr - 16 Apr
Black Mountain Inn
Seasonal outdoor pool

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.0 out of 10, Wonderful, (72 reviews)
  • cleanliness
    Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.
The price is HK$1,528
HK$1,681 total
includes taxes & fees
15 Apr - 16 Apr
The Inn At Quail Run
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
The price is HK$1,128
HK$1,260 total
includes taxes & fees
6 Apr - 7 Apr
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)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is HK$1,207
HK$1,310 total
includes taxes & fees
15 Apr - 16 Apr
Best Western Plus Keene Hotel
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, (1,000 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is HK$1,458
HK$1,604 total
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
  • cleanliness
    Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.
The price is HK$1,839
HK$2,023 total
includes taxes & fees
5 Apr - 6 Apr
Inn on Putney Road
2 indoor pools

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Splash into a Vermont mountain getaway with indoor pools and a rejuvenating hot tub sanctuary.
The price is HK$744
HK$819 total
includes taxes & fees
15 Apr - 16 Apr
Colonial Motel And Spa
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.
View all properties

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

2/10 Terrible
"The pictures an description are nothing what is at this motel. The pool was moldy and the kids couldn’t have fun. The room was old, dirty and the door didn’t close. "
Amanda 1-night trip
Posted 4 hours ago
Colonial Motel And Spa

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. Colonial Motel And Spa: Offers a full-service spa, 2 indoor swimming pools and a sauna. Hampton Inn Brattleboro: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91: Features buffet, an indoor pool and free self parking. Vikings Villages Resort: Features 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 Cass Pond and Rhododendron State Park. During your stay, visit sights such as Winchester Speedpark, Pisgah State Park and New England Sweetwater Farm & Distillery. 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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