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Check availability on New Ashford Family Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top New Ashford Family Hotels

The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful location!"
The price is AED 465
AED 520 total
includes taxes & fees
1 Sep - 2 Sep
The Black Swan Lee - Lenox, Ascend Hotel Collection
Best Western Plus Berkshire Hills Inn & Suites
Lobby sitting area

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very nice stay"
The price is AED 437
AED 488 total
includes taxes & fees
1 Sep - 2 Sep
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Restaurant

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (843)
"I like this place a lot and have stayed here many times over the years. Comfortable stay at a reasonable price at a convenient location in Pittsfield. "
The price is AED 422
AED 472 total
includes taxes & fees
1 Sep - 2 Sep
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires
Free daily buffet breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires

2.5 star property
10.0 out of 10, Exceptional, (6)
"Our stay was terrific, and we appreciated the staff's attentiveness, especially Anthony's."
The price is AED 590
AED 659 total
includes taxes & fees
1 Sep - 2 Sep
Holiday Inn Express & Suites Pittsfield - Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (957)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is AED 584
AED 652 total
includes taxes & fees
1 Sep - 2 Sep
Jiminy Peak Mountain Resort
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Fridge, microwave, oven, stovetop

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

8.2 out of 10, Very Good, (11)
"The apartment is cozy, clean, and perfect for visiting Jiminy Peak."
The price is AED 501
AED 993 total
includes taxes & fees
10 Aug - 11 Aug
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"The condo was clean and well located for easy access to the mountain. We were there for tri-state races and having easy acass to the mountain was exactly what we needed for a fun weekend. We would stay here again."
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Exterior detail

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

9.8 out of 10, Exceptional, (93)
"This VRBO was stocked to the brim with everything you would need. It was on the boarder of three different states , nestled on five acres of private property. It was the perfect private weekend getaway . Highly recommend for any family looking for a ski trip. The host responded to anything we needed immediately. We will definitely be back, 5 out of 5."
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Exterior

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top New Ashford Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Excellent "
craig 2-night trip
Posted 2 days ago
Vacation Village in the Berkshires

Frequently asked questions

What's New Ashford like for family-friendly vacations?
The budget-friendly destination of New Ashford is a good choice if you've been considering a getaway with your kids. The festivals and mountain views are just a few things that make this the ideal place for a family vacation. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12.7 mi (20.5 km) from the city center.
When's the best time to book a family-friendly vacation in New Ashford?
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.
What's there to see and do with your family in New Ashford?
While you are visiting New Ashford, you might want to round up the kiddos and make time to see interesting attractions such as Mount Greylock State Reservation, Williamstown Theatre Festival, and Jiminy Peak Mountain Resort. Make sure you have lots of time for activities like The Clark Art Institute and Chapin Library of Rare Books and Manuscripts.