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. The Yankee Inn : Offers a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge : Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold : Offers buffet, an indoor pool, and complimentary wired internet access.

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Our top choices for New Ashford hotels with a pool

The Springs Motel

New Ashford

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

CA $221 total

includes taxes & fees

Jul 1 - Jul 2

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

The Yankee Inn

Lenox

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

CA $252 total

includes taxes & fees

Jul 6 - Jul 7

Berkshire Inn

Pittsfield

Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.

CA $125 total

includes taxes & fees

Jul 1 - Jul 2

Cozy Corner Motel

Williamstown

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

CA $147 total

includes taxes & fees

Jul 12 - Jul 13

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

CA $157 total

includes taxes & fees

Jun 30 - Jul 1

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

Maple Terrace Motel

Williamstown

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

CA $220 total

includes taxes & fees

Jun 30 - Jul 1

Seasonal outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

Hotel Vervana, Trademark Collection by Wyndham

Bennington

Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.

CA $176 total

includes taxes & fees

Jul 14 - Jul 15

Berkshire Travel Lodge

Austerlitz

Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.

CA $107 total

includes taxes & fees

Jul 6 - Jul 7

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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

Howard Johnson by Wyndham Lenox

8/10 Good

"Ask for 211 it is a corner room and huge . Very comfortable."

The Yankee Inn

8/10 Good

"The room was spacious with 2 queen beds. The AC worked well and kept the room cool. We had a glass sliding door to the back of the building that was operational and we could use it to get fresh air or go in and out of. The bathroom was clean and large. The bedding was comfortable and the towels were ok quality. The refrigerator was a good size so that we could fit a lot of stuff in it which was great. The staff were helpful. There is a fire pit out front where people sat and read or chatted. I did not go into the bar. The breakfast is standard fare. Cereals, powdered eggs, hard boiled eggs, make your own waffle, fresh fruit, very very watery oatmeal, assorted breads. The coffee was good. it is expensive for what you get but it is high season in the berkshires. the location is ok. It is close to downtown Lenox. 10 minutes from Pittsfield. 30 minutes from Great Barrington. 15 minutes from Tangelwood."

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. The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool, and buffet. Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge: Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshires Untold: Offers buffet, an indoor pool, and complimentary wired internet access.

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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