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Find Hotels with a Pool in Hawley, MA

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Check availability on Hawley Hotels with a Pool

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Hawley hotels with a pool

An indoor swimming pool with blue tiles, a wooden wall, and a blue and white color scheme.
A reception area with a large landscape painting, a dark reception desk, and a potted plant.
A modern interior with a large window, a wooden table, and bar stools.
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

1. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
North Adams
  • Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.
₩159,847
₩178,549 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Downstreet, an Ascend Collection Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.
Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.
A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

2. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
North Adams
  • Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.
₩199,477
₩252,810 total
includes taxes & fees
Nov 15 - Nov 16
The Porches Inn at Mass MoCA
An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.
A fire feature with a metal frame and a brick wall in the background.
A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.
A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

3. Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
Williamstown
  • Swim indoors year-round at this welcoming retreat with an indoor pool, hot tub, and extended pool hours for ultimate relaxation.
₩187,633
₩209,586 total
includes taxes & fees
Nov 16 - Nov 17
Fairfield Inn & Suites by Marriott Williamstown
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.
A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.
A white two-story building with a porch, labeled as a motel.

4. Willows Motel Williamstown

Willows Motel Williamstown
Williamstown
  • Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.
₩113,382
₩126,644 total
includes taxes & fees
Nov 15 - Nov 16
Willows Motel Williamstown
A swimming pool with lounge chairs and a fence.
A breakfast buffet setup with cereal, milk, juice, and pastries.
A garden with a swing set, a blue chair, and a flower bed.
A house with a porch, snow-covered ground, and a Christmas tree with lights.

5. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
₩132,922
₩148,470 total
includes taxes & fees
Nov 1 - Nov 2
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.
A covered porch with beige siding, white railings, and a row of wooden benches.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

6. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
₩100,173
₩118,250 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Corner Motel
Indoor pool
A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.
A spacious living room with large windows, a fireplace, and a variety of seating options.
A spacious living room with a fireplace, comfortable seating, and large windows.

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
₩107,738
₩135,055 total
includes taxes & fees
Nov 15 - Nov 16
Vacation Village in the Berkshires
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A modern bathroom with a glass-enclosed shower, a toilet, and a towel rack.

8. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
₩142,321
₩158,972 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A person sitting by a fireplace with stockings hanging above.
A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.
A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

9. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
₩241,380
₩265,517 total
includes taxes & fees
Nov 16 - Nov 17
The Nutmeg
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.
A hotel room with a bed, a desk, a chair, and a carpeted floor.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A spacious hotel lobby with multiple seating areas, large windows, and a television.

10. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
₩147,222
₩164,447 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn & Suites Berkshires-Lenox
View all properties

Choose what matters most at hotels with a pool in Hawley

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Hawley Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

8/10 Good
"Everything was great here except our keys did not work so I had to go back to front desk for new keys on check in. Then on our 2nd morning we went to breakfast and came back to keys not working again. Front desk was helpful and reprogrammed them right away so not a huge deal. The hotel also has pretty thin walls so noise travels. Luckily our neighbors for the weekend were mostly quiet. I wish we knew John Harvards was closed till Thanksgiving but the other pub was great with an excellent beer selection on tap, great service & live entertainment every night. I wish there was free breakfast but thats not a big deal. I would recommend this place especially if you like to ski. We will consider this location for future Berkshire trips as its a fairly good central county location. Just keep in mind most shopping and restaurants are about 15-20+ minutes away."
Christopher 3-night trip
Posted 5 hours ago
Jiminy Peak Mountain Resort
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent
"For me, the location was perfect! The service was very friendly, the price was great, and everything in the room was excellent. Thanks for the wonderful time we had.🤗👏"
Emely 1-night trip
Posted 2 days ago
Red Roof Inn PLUS+ South Deerfield – Amherst
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 4 days ago
Hampton Inn & Suites Greenfield

Frequently asked questions

What are some accommodations with pools in Hawley?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge: Provides free self parking, an indoor pool, and complimentary wireless internet access. The Yankee Inn: Features a seasonal outdoor pool, an indoor pool, and buffet. Hotel Downstreet, an Ascend Collection Hotel: Offers daily, an indoor pool, and free self parking. The Williams Inn: Provides buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Hawley?
The picturesque setting of Swift River and Hawley Bog Preserve showcase the area's natural beauty. Discover sights such as Parker Hill during your stay.
When is the best time to book a hotel with a pool in Hawley?
Taking into account the local weather in Hawley 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 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Hawley are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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