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

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Winchester hotels with a pool

1. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
  • Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.
NT$4,742
NT$5,145 total
includes taxes & fees
Sep 20 - Sep 21
Best Western Plus Keene Hotel

2. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
  • Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.
NT$4,264
NT$4,627 total
includes taxes & fees
Sep 20 - Sep 21
Keene Elm City Hotel, an Ascend Collection Hotel

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
  • Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.
NT$4,176
NT$4,594 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn Brattleboro

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
  • Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.
NT$5,113
NT$5,624 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Brattleboro by IHG

5. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
  • Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.
NT$4,572
NT$5,029 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Brattleboro I-91

6. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
  • Splash into serenity at this inviting indoor pool hotel, where year-round swimming meets complete comfort and relaxation.
NT$5,063
NT$5,493 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn & Suites Keene

7. Black Mountain Inn

Black Mountain Inn
Brattleboro
  • Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
NT$4,431
NT$4,874 total
includes taxes & fees
Sep 20 - Sep 21
Black Mountain Inn

8. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
  • Refresh poolside with a seasonal summer dip at this Vermont motel for adults only.
NT$3,165
NT$3,481 total
includes taxes & fees
Oct 18 - Oct 19
Econo Lodge Brattleboro South

9. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
  • Dive into the year-round aquatic escape at this art deco hotel with a pristine indoor pool.
NT$6,621
NT$7,184 total
includes taxes & fees
Oct 4 - Oct 5
Courtyard by Marriott Keene Downtown

10. Inn on Putney Road

Inn on Putney Road
Brattleboro
  • Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.
NT$11,554
NT$12,710 total
includes taxes & fees
Sep 21 - Sep 22
Inn on Putney Road
View all properties

Choose what matters most at hotels with a pool in Winchester

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winchester Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The breakfast room was great"
bonnie 1-night trip
Posted 5 hours ago
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Though it's not a luxury hotel, the staff is exceptionally nice & helpful. the property is clean, there are carts for moving luggage, the breakfast service is fine. It's quiet. the bathroom is spacious w.nice towels & toiletries. Parking is easy."
Robert 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Brattleboro I-91
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Great place to go"
Ruddy 6-night trip
Posted 3 days ago
Best Western Plus Keene Hotel
Colonial Motel

Colonial Motel

8/10 Good
"The room was substantially larger than most motels provide. It was quiet, bed was comfortable. Location was convenient, easy to find and agreeable. Breakfast was very limited— coffee, tea, toast, bagel. Overall, I would stay there again."
Alida 2-night trip
Posted 5 days ago
Colonial Motel

Frequently asked questions

What are some accommodations with pools in Winchester?
The Colonial Hotel: Offers a sauna, an indoor pool, and free self parking. Colonial Motel: Offers buffet, an indoor pool, and complimentary wired internet access. Latchis Hotel: Provides complimentary wired internet access, an indoor pool, and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Features buffet, an indoor pool, and free self parking. Gardner Inn: Offers buffet, an indoor pool, and free self parking.
What is there to see and do in Winchester?
Make a point to visit attractions like Birch Point and Rhododendron State Park. During your stay, check out sights such as Winchester Speedpark, New England Sweetwater Farm & Distillery, 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 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.

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