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Hotels with Swimming Pools in Brookline

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Check availability on Brookline Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Brookline hotels with a pool

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 hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

1. 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.
S$196
includes taxes & fees
15 Nov - 16 Nov
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 modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.
A lobby with wooden paneling, a fireplace, and two green armchairs.
A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.

2. 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.
S$157
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro
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 lobby with a reception desk, seating area, and a wall with framed pictures.
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.
S$156
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Brattleboro I-91
A swimming pool with a brick border and metal handrails.
A kitchen with wooden cabinets, a built-in stove, a microwave, and a sink.
A large, white, two-story house with a steeply pitched roof, a balcony, and a staircase leading to the upper floor.
A stone pathway leading to a porch with a wooden railing, surrounded by lush greenery and a lattice fence.

4. Windham Hill Inn

Windham Hill Inn
West Townshend
  • Serene seasonal outdoor pool offers 24-hour summer swimming amid Vermont's lush Windham Hills.
S$246
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A large, two-story house with a snow-covered driveway and surrounding trees.
An outdoor dining area with tables and chairs, umbrellas, and a view of a forested landscape.
A cozy room with a brick fireplace, floral wallpaper, and comfortable seating.
A hotel room with a large bed, a fireplace, a dining table with chairs, and a view of the outdoors through a sliding door.

5. Chesterfield Inn

Chesterfield Inn
West Chesterfield
  • Serene mountain escape with a refreshing pool for a summer splash or winter warm-up at this rustic inn.
S$418
includes taxes & fees
18 Oct - 19 Oct
Chesterfield Inn
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 cozy reading area with wooden chairs, a table with newspapers, and potted plants.

6. Black Mountain Inn

Black Mountain Inn
Brattleboro
  • Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.
S$172
includes taxes & fees
15 Nov - 16 Nov
Black Mountain Inn
A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.
A staircase with wooden railings and a chandelier.
A spacious, rustic interior with wooden beams, leather furniture, and large windows offering natural light.
A cozy room with a fireplace, wooden beams, a bookshelf, and a television.

7. Farm Road Estate

Farm Road Estate
West Dover
  • Splash into mountain magic at this Vermont estate where a seasonal outdoor pool meets luxury amid the ski slopes of Mt Snow.
S$343
includes taxes & fees
1 Nov - 2 Nov
Farm Road Estate
A swimming pool with a gazebo, outdoor seating, and a view of trees.
A long dining table with chairs, large windows, and hanging disco balls.
A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.
A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

8. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
West Dover
S$121
includes taxes & fees
26 Oct - 27 Oct
Hideaway Inn Mt. Snow
A modern house with a pool, surrounded by lush greenery and mountains in the background.
A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.
A house with a balcony and a garden with red flowers.
A sunroom with a round table covered by a plaid tablecloth, surrounded by chairs, large windows offering a view of a garden and pond.

9. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
Londonderry
  • Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.
S$197
includes taxes & fees
5 Nov - 6 Nov
Blue Gentian Lodge at Magic Mountain
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 dining area with a round wooden table, white chairs, and a green wall.
A living room with a fireplace, a pool table, and comfortable seating.

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.
S$376
includes taxes & fees
3 Nov - 4 Nov
Inn on Putney Road
View all properties

Choose what matters most at hotels with a pool in Brookline

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Brookline Hotel Reviews

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 hours ago
Best Western Plus Keene Hotel
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

8/10 Good
"The accommodations were very good but was disappointed that they made us pay $20 to park for the day we were leaving because we asked to stay in the lobby for an extra hour until we could pick up our grandson up at a neighboring ski camp. Especially since the parking lot was not full & we were there for four nights."
Timothy 4-night trip
Posted 7 hours ago
Grand Summit Resort, A Vail Resorts Property
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"It is a charming inn with very lovely staff & family attending the guests. I highly recommend staying here if you appreciate history & charm! The building was built in 1788 I believe they said. We stayed inPikes Suite and were comfortable and happy. Yes, the beautiful old floors creak, but it’s all part of the charm of this lovely still family owned hideaway! I hope to return again!"
Diane 1-night trip
Posted 1 day ago
Keene Elm City Hotel, an Ascend Collection 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 2 days ago
Hampton Inn Brattleboro
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"It's a great place to stay! I've been there several times in different seasons. Off-season or leaf peeper season the free breakfast is a lot less than the free breakfast during ski season. During ski season AKA winter, eggs, waffles, pancakes etc however during other seasons they only offer cold cereal, milk bagels toast and juice and coffee of course. Other than that it's a fantastic place and they're dog friendly"
Bridget 1-night trip
Posted 3 days ago
The Black Bear Lodge at Stratton Mountain Resort
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 6 days ago
Colonial Motel

Frequently asked questions

What are some accommodation options with pools in Brookline?
Colonial Motel: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Grand Summit Resort, A Vail Resorts Property: Hotel, 1-minute walk from Green Mountain National Forest. Features a sauna, a seasonal outdoor pool and free self parking. Latchis Hotel: Offers buffet, 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 Black Bear Lodge at Stratton Mountain Resort: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Brookline?
Take in the natural beauty with a stop at West River. Discover sights such as The Putney School, Townshend State Park and Landmark College during your stay.
When is the best time to book a hotel with a pool in Brookline?
Taking the local weather in Brookline 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 -3°C. The snowiest months in Brookline are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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