The Best Hotels with a Pool in Hawley, MA from NT$2,452 in 2026

Q: 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.

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Our top choices for Hawley hotels with a pool

An indoor swimming pool with a colorful mural on the wall, a lifeguard station, and clear pool rules posted.

1. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

NT$4,371 total

includes taxes & fees

Nov 19 - Nov 20

An indoor swimming pool with clear water, a diving area, and a view of the outdoors through large windows.

2. 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.

NT$5,424 total

includes taxes & fees

Nov 15 - Nov 16

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

3. The Porches Inn at Mass MoCA

North Adams

Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.

NT$6,642 total

includes taxes & fees

Nov 9 - Nov 10

A rectangular swimming pool with a blue interior, surrounded by a white picket fence.

4. Willows Motel Williamstown

Williamstown

Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.

NT$3,101 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool with lounge chairs and a fence.

5. Maple Terrace Motel

Williamstown

Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.

NT$3,631 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor seating area with Adirondack chairs and potted plants.

6. Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

NT$2,895 total

includes taxes & fees

Nov 16 - Nov 17

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

7. The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

NT$4,658 total

includes taxes & fees

Nov 20 - Nov 21

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

8. Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

NT$3,307 total

includes taxes & fees

Nov 8 - Nov 9

9. Hampton Inn & Suites Berkshires-Lenox

Lenox

Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.

NT$4,021 total

includes taxes & fees

Nov 12 - Nov 13

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

10. Hilton Garden Inn Lenox Pittsfield

Pittsfield

Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.

NT$4,352 total

includes taxes & fees

Nov 15 - Nov 16

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Choose what matters most at hotels with a pool in Hawley

Breakfast included

4 stars

Top Hawley Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

North Adams

10/10 Excellent

Ann

The Porches Inn at Mass MoCA

North Adams

10/10 Excellent

Stacey

Maple Terrace Motel

Williamstown

10/10 Excellent

Eric

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

10/10 Excellent

Diane

Willows Motel Williamstown

Williamstown

10/10 Excellent

Sandra

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Vacation Village in the Berkshires

Williamstown

10/10 Excellent

Anonymous traveler

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

Berkshire Mountain Lodge

Pittsfield

10/10 Excellent

Elliott

A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

10/10 Excellent

Gipsy

A resort with multiple buildings, a parking area, and a mountainous backdrop.

Jiminy Peak Mountain Resort

Hancock

10/10 Excellent

Lloyd A.

A swimming pool with a white fence, a flag, and a view of a town with houses and a hill in the background.

Howard Johnson by Wyndham Lenox

Lenox

10/10 Excellent

Anonymous traveler

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.

Find Hotels with a Pool in Hawley, MA

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hawley hotels with a pool

1. Hotel Downstreet, an Ascend Collection Hotel

2. Fairfield Inn & Suites by Marriott Williamstown

3. The Porches Inn at Mass MoCA

4. Willows Motel Williamstown

5. Maple Terrace Motel

6. Cozy Corner Motel

7. The Yankee Inn

8. Vacation Village in the Berkshires

9. Hampton Inn & Suites Berkshires-Lenox

10. Hilton Garden Inn Lenox Pittsfield

Choose what matters most at hotels with a pool in Hawley

Top Hawley Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Hawley?

What is there to see and do in Hawley?

When is the best time to book a hotel with a pool in Hawley?

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