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Check availability on New Ashford Family-Friendly Hotels

Tonight
29 Nov - 30 Nov
Tomorrow
30 Nov - 1 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top New Ashford Family-Friendly Hotels

Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
Pittsfield
  • Cots/infant beds
8.6 out of 10, Excellent, (1004)
Family memories await at this thoughtful property, featuring spacious suites with premium TV channels and blackout drapes for restful evenings. Complimentary breakfast fuels adventures before heading to nearby Bousquet Ski Area, just a quick 5-minute drive away.
The price is 2.464.600 ₫
2.752.959 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (1005)
Playtime paradise awaits with free cots, kayaking on the sparkling lake, and motor boating adventures. Children delight in fishing excursions, premium TV entertainment, and beachside fun while parents appreciate the lakefront setting and complimentary breakfast each morning.
The price is 2.801.281 ₫
3.129.031 ₫ total
includes taxes & fees
19 Dec - 20 Dec
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
  • Indoor pool
9.8 out of 10, Exceptional, (11)
The price is 3.453.815 ₫
3.857.910 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Element Lenox Berkshires
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
Pittsfield
  • Cots/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (63)
Vacation-ready accommodation feature premium TV channels and complimentary cots for little travellers. Mornings begin with a free breakfast buffet, fuelling adventures to nearby attractions. Spotlessly clean facilities and cheerful staff ensure a relaxing family retreat.
The price is 2.510.805 ₫
2.804.568 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
  • Cots/infant beds provided
  • Indoor pool
8.0 out of 10, Very good, (973)
Spacious suites accommodate families with comfort, while children splash in the heated indoor pool year-round. Located steps from Berkshire Museum, this hotel offers complimentary cots and rollaway beds, alongside a restaurant serving delicious meals for hungry explorers.
The price is 2.448.781 ₫
2.735.287 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Children’s play area – outdoor
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (586)
The price is 2.610.135 ₫
2.915.442 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Maple Terrace Motel
Exterior
Cozy Corner Motel

Cozy Corner Motel

2.0 star property
Williamstown
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Business services
9.2 out of 10, Wonderful, (884)
The price is 1.969.466 ₫
2.324.867 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Cozy Corner Motel
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (314)
The price is 2.346.485 ₫
2.621.024 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Williamstown Motel
Skiing
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3.0 star property
Hancock
  • Outdoor pool
8.2 out of 10, Very good, (986)
Mountain adventures captivate young travellers at this ski-in/ski-out resort with an outdoor pool, tennis courts, and fully equipped kitchens. Families appreciate the quiet atmosphere, friendly staff, and variety of seasonal activities from skiing to biking.
The price is 3.929.726 ₫
4.389.505 ₫ total
includes taxes & fees
30 Nov - 1 Dec
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

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Frequently asked questions

What's New Ashford like for family-friendly holidays?
The budget-friendly destination of New Ashford is a good choice if you've been considering a getaway with your children. The festivals and mountain views are just a couple of things that make this the ideal place for a family holiday. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12.7 mi (20.5 km) from the city centre.
When's the best time to book a family-friendly holiday in New Ashford?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in New Ashford are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What's there to see and do with your family in New Ashford?
While you are visiting New Ashford, you may want to round up the youngsters and make time to see interesting attractions such as Williamstown Theatre Festival, Jiminy Peak Mountain Resort and The Clark Art Institute. Make sure that you have lots of time for activities such as Crane Museum of Papermaking and Barrington Stage Company.