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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
Aug 31 - Sep 1
Tomorrow
Sep 1 - Sep 2
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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 modern interior with a large window, a wooden table, and bar stools.
A modern bathroom with a large mirror, two sinks, a toilet, and towel racks.
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.
₩203,919
₩227,778 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Downstreet, an Ascend Collection Hotel
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.
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."
A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

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.
₩246,502
₩306,098 total
includes taxes & fees
Sep 8 - Sep 9
The Porches Inn at Mass MoCA
A rectangular swimming pool with a blue interior, surrounded by a white picket fence.
A hay bale display with pumpkins and scarecrows.
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.

3. 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.
₩116,370
₩129,982 total
includes taxes & fees
Sep 1 - Sep 2
Willows Motel Williamstown
A swimming pool with lounge chairs and a fence.
A garden with a wooden pergola, potted plants, and a lawn with chairs.
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.

4. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
₩172,043
₩192,179 total
includes taxes & fees
Sep 9 - Sep 10
Maple Terrace Motel
An outdoor seating area with Adirondack chairs and potted plants.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
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.

5. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
₩121,393
₩142,685 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Corner Motel
An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.
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.
A fire feature with a metal frame and a brick wall in the background.

6. 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.
₩253,136
₩282,753 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Williamstown
A poolside area with lounge chairs, umbrellas, and a swimming pool.
A hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A bar area with stools, a counter displaying fruits and beverages, and a sign reading "Springs".
A patio area with outdoor furniture, a fire pit, and potted plants.

7. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
₩171,870
₩188,540 total
includes taxes & fees
Sep 13 - Sep 14
The Springs Motel
A spacious living room with a fireplace, comfortable seating, and large windows.
A spacious living room with large windows, a fireplace, and a variety of seating options.
An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

8. 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.
₩133,053
₩163,718 total
includes taxes & fees
Sep 2 - Sep 3
Vacation Village in the Berkshires
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.
A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.
A person sitting by a fireplace with stockings hanging above.
A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.

9. The Nutmeg

The Nutmeg
Wilmington
  • Summer river retreats with exclusive seasonal poolside fun from July through September.
₩247,741
₩272,514 total
includes taxes & fees
Sep 1 - Sep 2
The Nutmeg
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.

10. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
₩196,954
₩219,997 total
includes taxes & fees
Sep 1 - Sep 2
Jiminy Peak Mountain Resort
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

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Our one-night stay at Willows Motel was very pleasant. The staff/managers/owners were friendly and helpful, our room was comfortable and clean. We were easily able to control the temperature with up-to-date air conditioning. The free continental breakfast was healthy and generous, including a plentiful assortment of fruits, nuts, dates, etc. to accompany the cereal, breads, bagels, etc. We also appreciated the well-kept small garden areas around the property. We would choose the Willows Motel again if we are staying in the Williamstown area."
Carol 1-night trip
Posted 4 hours ago
Willows Motel Williamstown
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Nice to have a kitchenette to cook in"
Jacqueline 1-night trip
Posted 10 hours ago
Jiminy Peak Mountain Resort
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

8/10 Good
"The property is on a busy road. I was glad I asked for a room on the backside of the property. It was disappointing to find there was no coffeemaker in the room. Breakfast was good. There was quite a variety of items. They had coffee, but no decaf coffee. A staff member suggested diluting the regular coffee with water. When you can’t have caffeine that’s not an option. I was glad we stayed there but probably wouldn’t go back."
Ann 1-night trip
Posted 4 days ago
The Porches Inn at Mass MoCA
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"We were there for one night and it worked out great. Nice breakfast!"
Erlinde 1-night trip
Posted 7 days ago
Hampton Inn & Suites Berkshires-Lenox

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. The Yankee Inn: Provides a seasonal outdoor pool, an indoor pool, and buffet. Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. FairBridge Inn Express: Features buffet, an indoor pool, and complimentary wired internet access. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG: Provides free self parking, an outdoor pool, and flat-screen televisions.
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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