A forest with tall trees and a small wooden shelter.

Find Hotels with a Pool in New Ashford, MA from CA $144

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Check availability on New Ashford Hotels with a Pool

Tonight
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for New Ashford hotels with a pool

1. The Springs Motel

The Springs Motel
New Ashford
  • Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.
CA $189
CA $208 total
includes taxes & fees
Aug 27 - Aug 28
The Springs Motel

2. 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.
CA $121
CA $151 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires

3. Cozy Corner Motel

Cozy Corner Motel
Williamstown
  • Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.
CA $123
CA $144 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Corner Motel

4. Berkshire Valley Inn

Berkshire Valley Inn
Williamstown
  • Splash into mountain adventure with seasonal poolside bliss and continental breakfast.
CA $232
CA $259 total
includes taxes & fees
Aug 19 - Aug 20
Berkshire Valley Inn

5. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.
CA $215
CA $240 total
includes taxes & fees
Aug 30 - Aug 31
Jiminy Peak Mountain Resort

6. Maple Terrace Motel

Maple Terrace Motel
Williamstown
  • Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.
CA $174
CA $195 total
includes taxes & fees
Sep 14 - Sep 15
Maple Terrace Motel

7. 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.
CA $195
CA $218 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Downstreet, an Ascend Collection Hotel

8. 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.
CA $144
CA $161 total
includes taxes & fees
Aug 17 - Aug 18
Willows Motel Williamstown

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
CA $132
CA $178 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge

10. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
CA $198
CA $222 total
includes taxes & fees
Sep 14 - Sep 15
The Yankee Inn
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top New Ashford Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"The room was clean and the beds comfortable. The bathroom was small but nice. Lots of construction in the parking areas but luckily we got a parking space. Staff was friendly and helpful. We ate at the hotel, the food was good."
Corinne 1-night trip
Posted 1 hour ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"The room was clean, beds, sheets and towels, kitchen also nice and clean with all the things we needed to stay for a few days to cook. Is is like a small apartment. We really enjoyed. "
Marcos 1-night trip
Posted 1 hour ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Seamless stay from check in to check out. All the important things like cleanliness and updated bathroom with working faucets, great shower, lots of towels, etc. and unusual amenities like “two” swimming pools as well as hiking (walking) trail and ponds in the rear of the hotel property. Breakfast offerings had a big variety of foods similar to other hotels that offer full breakfast buffets. Located on a business strip with supermarkets and other useful retail stores however the hotel sits back from the road so is fairly quiet especially at night. Our room had a wide covered balcony with Adirondack chairs. Small fire-pit area out in front of the man entrance. Personally, I would have preferred a softer bed but was not uncomfortable and it did not affect my sleep. Linens and pillows were very nice, fluffy, and very clean. No funky hotel odors in the room or halls. The staff was very friendly, polite and helpful. It shows that this facility makes every effort to run a great hotel and please their customers."
Angela 2-night trip
Posted 3 hours ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Only problem was the stairs. I hadn't realized that there was such a long climb to our condo or I would have asked for something a little friendlier to a 75 year old."
Laura 1-night trip
Posted 12 hours ago
Jiminy Peak Mountain Resort
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Loved our two-day stay at the Black Swan Inn. We were in the area because we were taking a few programs at the Kripalu Center for one of the days. The room itself was clean, the hall areas could do with better maintenance (which is why I gave that 4 stars) The staff was helpful with any questions. Continental breakfast was decent (though they could do with better coffee). We wished we could have enjoyed the Indian restaurant "Mint" next door, which I hear is really good, but they were closed on Tuesdays, so it was a matter of timing..., but we hope to have a chance next time we are in the area. One of my favorite parts of the property is that it sits by a clean lovely lake, and there are seating areas to enjoy the view anytime of day just to unwind. They also have kayak rentals for those who enjoy the activity. Another wonderful treat- it is near High Lawn Farm, only a 3-min drive from the Inn. It is beautiful there, and cute Jersey cows roam freely, when they are ready they go on their own time into a building where they lay on heated water beds while being milked (I kid you not!). Their dairy products and ice-cream are excellent, worth taking the short drive there. The town center of Lee has some nice restaurants and boutiques within a 5-8 min drive. It was a memorable stay and hope to be back there again soon."
Linda 2-night trip
Posted 1 day ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice!"
Sal 1-night trip
Posted 1 day ago
Hotel Downstreet, an Ascend Collection Hotel
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent
"Very disappointed that pool was not available. 3rd July in a row."
Elizabeth 2-night trip
Posted 5 days ago
Hotel Vervana, Trademark Collection by Wyndham
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 11 days ago
Howard Johnson by Wyndham Lenox

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. 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: 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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