Search Family-Friendly Hotels in Williamstown

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Williamstown Family-Friendly Hotels

Our top choices for Williamstown family-friendly hotels

Exterior
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (886)
"Clean, Great Staff, Quiet"
United States
john
The price is ฿2,357
฿2,782 total
includes taxes & fees
16 Dec - 17 Dec
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, (589)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ฿3,123
฿3,489 total
includes taxes & fees
16 Dec - 17 Dec
Maple Terrace Motel
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
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 ฿2,409
฿2,691 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Berkshire Hills Inn & Suites
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 ฿2,925
฿3,267 total
includes taxes & fees
17 Dec - 18 Dec
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 ฿3,164
฿3,534 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Interior detail
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (262)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is ฿5,224
฿5,747 total
includes taxes & fees
4 Jan - 5 Jan 2026
The White House Inn
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 ฿4,133
฿4,616 total
includes taxes & fees
22 Dec - 23 Dec
Element Lenox Berkshires
Lobby
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany
2.5 star property
Castleton-on-Hudson
8.4 out of 10, Very good, (1003)
"Great location and easy off/on thruway 90 as well as many food, shopping options."
United States
Gail
The price is ฿3,024
฿3,356 total
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort Inn & Suites East Greenbush - Albany
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 ฿3,866
฿4,319 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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.
View all properties

Top Williamstown Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"We had a very nice experience staying at the Red Lion Inn. Our room was upgraded when checking in which was a nice surprise. The hotel was beautifully decorated for the season. We loved the cozy feel of the fireplace in the lobby especially on such a cold day. "
Sandra 1-night trip
Posted 3 days ago
The Red Lion Inn

Frequently asked questions

What's Williamstown like for family-friendly holidays?
The destination of Williamstown is a good option if you've been considering a getaway with the children. The entertainment, museums and hiking trails are just some of the things that make this an attractive spot for a family holiday. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.3 mi (32.7 km) from the city centre.
What's the best family accommodation in Williamstown?
The Orchards Hotel is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Northside Motel is another good option for your child-friendly holiday.
When's the best time to book a family-friendly holiday in Williamstown?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Williamstown 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 Williamstown?
While you and your family are visiting Williamstown, you may want to explore some child-friendly attractions such as The Clark Art Institute and Williamstown Theatre Festival. Make sure that you have lots of time for activities such as Chapin Library of Rare Books and Manuscripts and 62 Center for Theater and Dance.