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 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winchester hotels with a pool

An indoor swimming pool with a tiled edge, surrounded by lounge chairs and a small table.
A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.
A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.
A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

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.
$139 nightly
$151 total
Oct 25 - Oct 26
Total with taxes and fees
Best Western Plus Keene Hotel
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A hotel room with a bed, a desk, a chair, a wooden door, and a window.
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.

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.
$125 nightly
$136 total
Oct 25 - Oct 26
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with a tiled deck, safety signs, and a few chairs.
A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.
A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

3. 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.
$150 nightly
$165 total
Oct 25 - Oct 26
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
A lobby with wooden paneling, a fireplace, and two green armchairs.
A spacious lobby with a stone wall, a reception desk, and a large window.
A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.

4. 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.
$154 nightly
$170 total
Sep 29 - Sep 30
Total with taxes and fees
Hampton Inn Brattleboro
An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.
A gym with treadmills, elliptical machines, and stationary bikes.
A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

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.
$139 nightly
$150 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn & Suites Keene
A swimming pool with a clear blue water, surrounded by lounge chairs and a lifebuoy on the wall.
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.
A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

6. 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.
$179 nightly
$197 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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 room with two beds, a nightstand, a lamp, and a chair.
A sunroom with large windows, a dining area with a table and chairs, and a sofa.

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
Oct 25 - Oct 26
Total with taxes and fees
Econo Lodge Brattleboro South
A swimming pool with lounge chairs and a covered umbrella.
A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.
A hotel with a clock tower, a parking lot, and a well-maintained garden.
A bathroom with a bathtub, toilet, and a shower curtain.

8. Black Mountain Inn

Black Mountain Inn
Brattleboro
  • Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
$152 nightly
$167 total
Sep 27 - Sep 28
Total with taxes and fees
Black Mountain Inn
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.

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.
$189 nightly
$205 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard by Marriott Keene Downtown
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.
A room with a chessboard, leather chairs, a large vase, and a bookshelf.
A bathroom with a sink, a potted plant, and a window with a view.
A dining area with a round wooden table, white chairs, and a green wall.

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.
$363 nightly
$399 total
Sep 28 - Sep 29
Total with taxes and fees
Inn on Putney Road
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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 & Suites Greenfield

Hampton Inn & Suites Greenfield

10/10 Excellent
"Bed was very comfortable, shower clean and had good water pressure. Didn’t spend much time there. Checked in at 4:00am and they gave us late check out at noon."
Pamela 1-night trip
Posted 2 days ago
Hampton Inn & Suites Greenfield
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Great! Clean, comfortable, friendly staff!"
Noelle 1-night trip
Posted 4 days ago
Best Western Plus Keene Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The breakfast room was great"
bonnie 1-night trip
Posted 5 days 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 6 days ago
Comfort Inn & Suites Brattleboro I-91

Frequently asked questions

What are some accommodations with pools in Winchester?
The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. Colonial Motel: 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 complimentary wired internet access, an indoor pool, and free self parking. Gardner Inn: 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 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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