Book the Best Hotels with POOL in New Ashford in 2026

Q: What are some accommodations with pools in New Ashford?

The Springs Motel : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. 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. Berkshires Untold : Features daily, an indoor pool, and free self parking.

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Our top choices for New Ashford hotels with a pool

A poolside area with lounge chairs, umbrellas, and a swimming pool.

1. The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

CA $166 total

includes taxes & fees

Dec 10 - Dec 11

2. Vacation Village in the Berkshires

Williamstown

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

CA $144 total

includes taxes & fees

Nov 24 - Nov 25

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

3. Hotel Downstreet, an Ascend Collection Hotel

North Adams

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

CA $190 total

includes taxes & fees

Nov 29 - Nov 30

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.

CA $135 total

includes taxes & fees

Nov 15 - Nov 16

An outdoor seating area with Adirondack chairs and potted plants.

5. Cozy Corner Motel

Williamstown

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

CA $126 total

includes taxes & fees

Nov 17 - Nov 18

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

6. Jiminy Peak Mountain Resort

Hancock

Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.

CA $214 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with lounge chairs and a fence.

7. Maple Terrace Motel

Williamstown

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

CA $158 total

includes taxes & fees

Nov 15 - Nov 16

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

8. 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.

CA $244 total

includes taxes & fees

Nov 29 - Nov 30

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

9. The Porches Inn at Mass MoCA

North Adams

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

CA $257 total

includes taxes & fees

Nov 17 - Nov 18

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

10. The Yankee Inn

Lenox

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

CA $182 total

includes taxes & fees

Nov 20 - Nov 21

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Choose what matters most at hotels with a pool in New Ashford

Breakfast included

4 stars

Top New Ashford Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"staff was very helpful. room was good and comfortable. ice machine was in another building , but not too inconvenient. waffle machine was broken, a bit disappointing. but not horrible."

Frequently asked questions

What are some accommodations with pools in New Ashford?

The Springs Motel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. 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. Berkshires Untold: Features daily, an indoor pool, and free self parking.

What is there to see and do in New Ashford?

Surround yourself with nature at Mount Greylock State Reservation. Discover sights such as Green River Wildlife Management Area during your stay.

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

Taking into account the local weather in New Ashford 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 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in New Ashford are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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