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Find Family Hotels in New Ashford, MA

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Check availability on New Ashford Family Hotels

Our top choices for New Ashford family-friendly hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1001)
"Very friendly and good Breakfast."
United States
Jesse
The price is NT$2,382
NT$2,661 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (12)
"New hotel very nice"
United States
joel
The price is NT$4,086
NT$4,565 total
includes taxes & fees
Dec 21 - Dec 22
Element Lenox Berkshires
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (988)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,892
NT$3,230 total
includes taxes & fees
Dec 17 - Dec 18
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is NT$3,129
NT$3,495 total
includes taxes & fees
Jan 4 - 2026/1/5
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (885)
"Clean, Great Staff, Quiet"
United States
john
The price is NT$2,330
NT$2,751 total
includes taxes & fees
Dec 16 - Dec 17
Cozy Corner Motel
Children's play area - outdoor
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is NT$3,088
NT$3,449 total
includes taxes & fees
Dec 16 - Dec 17
Maple Terrace Motel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is NT$3,823
NT$4,270 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Miscellaneous
1896 House Country Inn & Motels

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
1896 House Country Inn & Motels
Skiing
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is NT$5,896
NT$6,585 total
includes taxes & fees
Dec 16 - Dec 17
Jiminy Peak Mountain Resort
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.
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Top New Ashford Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Your staff is very courteous and yes my room was spotless. "
FELICA 3-night trip
Posted 2 days ago
Vacation Village in the Berkshires

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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 Williamstown Theatre Festival, Jiminy Peak Mountain Resort, and The Clark Art Institute. Make sure you have lots of time for activities like North Adams Center and North Adams Public Library.