Search Hotels with Swimming Pool in Winchester

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Check availability on Winchester Hotels with Swimming Pool

Tonight
5 May - 6 May
Tomorrow
6 May - 7 May
This weekend
8 May - 10 May
Next weekend
15 May - 17 May

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, (969 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is ₹12,375
₹13,613 total
includes taxes & fees
18 May - 19 May
Hampton Inn Brattleboro
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, (803 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is ₹13,098
₹14,408 total
includes taxes & fees
9 May - 10 May
Comfort Inn & Suites Brattleboro I-91
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 ₹18,509
₹20,360 total
includes taxes & fees
6 May - 7 May
The Inn At Quail Run
Indoor pool

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,006 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 ₹13,663
₹15,263 total
includes taxes & fees
10 May - 11 May
The Colonial Hotel
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, (1,003 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is ₹13,312
₹14,444 total
includes taxes & fees
26 May - 27 May
Keene Elm City Hotel, an Ascend Collection 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, (1,004 reviews)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is ₹14,617
₹15,860 total
includes taxes & fees
26 May - 27 May
Best Western Plus Keene Hotel
Exterior

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is ₹10,764
₹11,840 total
includes taxes & fees
6 May - 7 May
Black Mountain Inn
Indoor pool

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (383 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is ₹16,488
₹17,890 total
includes taxes & fees
27 May - 28 May
Hampton Inn & Suites Keene
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 ₹26,961
₹29,657 total
includes taxes & fees
6 May - 7 May
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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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
"Good place to stay "
Glenn 1-night trip
Posted 13 hours ago
The Colonial 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. 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. Vikings Villages Resort: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool and free self parking.
What is there to see and do in Winchester?
Spend some time experiencing the great outdoors at Rhododendron State Park and Birch Point. During your stay, visit sights such as Winchester Speedpark, Pisgah State Park and Cass Pond. 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.