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
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Winchester hotels with a pool

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.
A modern bathroom with a glass-enclosed shower, a white toilet, and a towel rack with two towels.
A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

1. 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.
$127 nightly
$138 total
Oct 25 - Oct 26
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
A swimming pool with a clear blue water, surrounded by lounge chairs and a lifebuoy on the wall.
A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

2. 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.
$139 nightly
$153 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
A spacious lobby with a stone wall, a reception desk, and a large window.
A lobby with wooden paneling, a fireplace, and two green armchairs.
A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

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.
$111 nightly
$122 total
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Brattleboro
An indoor swimming pool with a tiled deck, safety signs, and a few chairs.
A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.
A hotel lobby with a reception desk, seating area, and a wall with framed pictures.
A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

4. 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.
$111 nightly
$122 total
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.
A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

5. 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.
$155 nightly
$168 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn & Suites Keene
An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

6. 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.
$142 nightly
$154 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Plus Keene Hotel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.
A room with a dining table, chairs, a sofa, and a red carpet leading to a door.
A hotel lobby with a red carpet, a reception desk, a sofa, and chairs.
A hotel room with two beds, a nightstand, a lamp, and a chair.

7. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
  • Refresh poolside with a seasonal summer dip at this Vermont motel for adults only.
$99 nightly
$109 total
Nov 15 - Nov 16
Total with taxes and fees
Econo Lodge Brattleboro South
A swimming pool with lounge chairs and a covered umbrella.
A cozy reading area with wooden chairs, a table with newspapers, and potted plants.
A hotel with a clock tower, a parking lot, and a well-maintained garden.
A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.

8. Black Mountain Inn

Black Mountain Inn
Brattleboro
  • Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
$133 nightly
$146 total
Nov 16 - Nov 17
Total with taxes and fees
Black Mountain Inn
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.
A bathroom with a sink, a potted plant, and a window with a view.
A room with a chessboard, leather chairs, a large vase, and a bookshelf.
A living room with a fireplace, a pool table, and comfortable seating.

9. Inn on Putney Road

Inn on Putney Road
Brattleboro
  • Tranquil outdoor pool retreat complements this historic bed & breakfast with garden views and mountain adventures.
$267 nightly
$294 total
Nov 3 - Nov 4
Total with taxes and fees
Inn on Putney Road
An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.
A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".
A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.
A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

10. 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.
$189 nightly
$205 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Keene Downtown
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Our room was amply sized to fit our family, including our pack-n-play fro our toddler. The provided breakfast was great the three morning we were there. The indoor pool was cold during our stay, and appeared to be undergoing some renovation. Otherwise it was a great stay."
Tim 3-night trip
Posted 15 hours ago
Comfort Inn & Suites Brattleboro I-91
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Excellent stay"
Lisa 1-night trip
Posted 16 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"."
michael 1-night trip
Posted 19 hours ago
The Colonial Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"The indoor pool was great. They have lights hanging in the courtyard. The ambiance is really nice. The restaurant has amazing food, no need to leave the hotel. We enjoyed our stay very much."
Mandy 1-night trip
Posted 2 days ago
Best Western Plus Keene Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"Clean room. Breakfast good for quick bite and coffee was good"
JAMES 1-night trip
Posted 4 days ago
Hampton Inn Brattleboro
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

10/10 Excellent
"This was the perfect location and having modern amenities and snacks and breakfast was lovely."
Margaret 2-night trip
Posted 5 days ago
Hampton Inn & Suites Greenfield
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 8 days ago
Colonial Motel

Frequently asked questions

What are some accommodations with pools in Winchester?
Colonial Motel: Offers a sauna, an indoor pool, and free self parking. The Colonial Hotel: Features buffet, an indoor pool, and complimentary wired internet access. Latchis Hotel: Features buffet, an indoor pool, and free self parking. Keene Elm City Hotel, an Ascend Collection Hotel: Provides buffet, an indoor pool, and free self parking. Gardner Inn: Features complimentary wired internet access, 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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