A snow-covered town with a river running through it, surrounded by mountains and trees.

Find Hotels with a Pool in Winchester, NH

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Check availability on Winchester Hotels with a Pool

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Our top choices for Winchester hotels with a pool

Indoor pool

1. 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, (1,004 reviews)
  • cleanliness
    Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
The price is ￥18,731
￥20,323 total
includes taxes & fees
Sep 1 - Sep 2
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

2. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,003 reviews)
  • cleanliness
    Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
The price is ￥20,453
￥22,499 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Brattleboro
Indoor pool, open 6:00 AM to 10:00 PM, sun loungers

3. 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)
  • cleanliness
    Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
The price is ￥23,453
￥25,447 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Plus Keene Hotel
Indoor pool, sun loungers

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (841 reviews)
  • cleanliness
    Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
The price is ￥20,517
￥22,569 total
includes taxes & fees
Aug 26 - Aug 27
Comfort Inn & Suites Brattleboro I-91
Indoor pool

5. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (397 reviews)
  • cleanliness
    Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
The price is ￥23,749
￥25,767 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites Keene
Indoor pool

6. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
The price is ￥27,230
￥29,953 total
includes taxes & fees
Aug 9 - Aug 10
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Seasonal outdoor pool

7. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (665 reviews)
  • cleanliness
    Refresh poolside with a seasonal summer dip at this Vermont motel for adults only.
The price is ￥13,245
￥14,570 total
includes taxes & fees
Aug 31 - Sep 1
Econo Lodge Brattleboro South
Seasonal outdoor pool

8. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (499 reviews)
  • cleanliness
    Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
The price is ￥24,905
￥27,396 total
includes taxes & fees
Aug 4 - Aug 5
Black Mountain Inn
Indoor pool

9. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
The price is ￥28,261
￥30,663 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Keene Downtown
Exterior

10. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (59 reviews)
  • cleanliness
    Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.
The price is ￥46,392
￥51,032 total
includes taxes & fees
Aug 26 - Aug 27
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

Colonial Motel

Colonial Motel

8/10 Good
"The room was clean. Trying to find electric sockets behind the head of bed was difficult but doable, barely. Sometimes the toilet required a few attempts for complete emptying. Beds were clean and comfortable. No breakfast was served, as such, but there were a few munchies. I believe this motel had just been puchased, and there were signs of ongoing renovations that probably will result in much higher ratings in a month."
Donald 1-night trip
Posted 1 hour ago
Colonial Motel

Frequently asked questions

What are some accommodations with pools in Winchester?
Peaceful and relaxing cottage steps from Forest Lake.: Features buffet, an indoor pool, and complimentary wired internet access. 2 private mountain RV pads for rent. Full hook ups: Offers a sauna, an indoor pool, and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool, and free self parking. The Colonial Hotel: Offers complimentary wired internet access, an indoor pool, and free self parking. Best Western Plus Keene Hotel: Features buffet, an indoor pool, and free self parking.
What is there to see and do in Winchester?
Make a point to visit attractions like Cass Pond and Rhododendron State Park. During your stay, check out sights such as New England Sweetwater Farm & Distillery, Conant Public Library, and Loring Field. 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 into account the local weather in Winchester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.