Winchester Hotel with Pool

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Check availability on Winchester Hotel with Pool

Our top choices for Winchester hotels with a pool

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)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is HK$962
HK$1,058 total
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn & Suites Brattleboro I-91
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)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is HK$1,188
HK$1,306 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (941 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$891
HK$980 total
includes taxes & fees
1 Mar - 2 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)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is HK$930
HK$1,009 total
includes taxes & fees
15 Feb - 16 Feb
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Dive into a serene indoor pool retreat with hot tub and sauna, perfect for year-round relaxation near Wachusett Mountain.
The Colonial Hotel
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (364 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is HK$1,323
HK$1,435 total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn & Suites Keene
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, (1,003 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is HK$1,086
HK$1,178 total
includes taxes & fees
10 Feb - 11 Feb
Best Western Plus Keene Hotel
Indoor pool

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
The price is HK$1,406
HK$1,526 total
includes taxes & fees
22 Feb - 23 Feb
Courtyard by Marriott Keene Downtown
2 indoor pools

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
  • cleanliness
    Splash into a Vermont mountain getaway with indoor pools and a rejuvenating hot tub sanctuary.
The price is HK$781
HK$859 total
includes taxes & fees
10 Feb - 11 Feb
Colonial Motel And Spa
Seasonal outdoor pool

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (482 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is HK$890
HK$979 total
includes taxes & fees
10 Feb - 11 Feb
Black Mountain Inn
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

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"Clean room, housekeeping every bay "
Vasyl 4-night trip
Posted 3 days ago
The Colonial Hotel

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.

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