The Purple Pub with outdoor seating and autumn foliage.

Williamstown Hotel Guide - Family Friendly Hotels in Williamstown, Massachusetts

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Check availability on Williamstown Family Friendly Hotels

Tonight
23 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Williamstown family-friendly hotels

A garden with a decorative archway featuring large, smiling pumpkin sculptures.
A house with a porch, snow-covered ground, and a Christmas tree with lights.
A garden with a swing set, a blue chair, and a flower bed.
A breakfast buffet setup with cereal, milk, juice, and pastries.

1. Maple Terrace Motel

Maple Terrace Motel
Williamstown
€122
includes taxes & fees
24 Sept - 25 Sept
Maple Terrace Motel
A motel with a fenced patio area, a parking lot, and a mountain backdrop.
A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.
A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.
A kitchen with a fireplace, dining area, and a large window with curtains.

2. Williamstown Motel

Williamstown Motel
Williamstown
€105
includes taxes & fees
24 Sept - 25 Sept
Williamstown Motel
An outdoor patio area with multiple chairs and tables, surrounded by lush greenery and trees.
A sign with the word "CLARM" on a grassy field with a road and trees in the background.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.
A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

3. Cozy Corner Motel

Cozy Corner Motel
Williamstown
€90
includes taxes & fees
29 Sept - 30 Sept
Cozy Corner Motel
A swimming pool with the words "THE 1896 HOUSE" painted on the water's surface.
A room with plaid wallpaper, a lamp on a table, and a chair.
A white two-story house with a sloped roof, large windows, and a small porch.
A sign for The 1896 House, indicating it is a luxury fire-spa resort.

4. 1896 House Country Inn & Motels

1896 House Country Inn & Motels
Williamstown
€104
includes taxes & fees
24 Sept - 25 Sept
1896 House Country Inn & Motels
A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

5. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
Hancock
  • Family-friendly mountain resort with pools and skiing thrills for all ages in Jiminy Peak.
€131
includes taxes & fees
18 Oct - 19 Oct
Jiminy Peak Mountain Resort
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A bathroom with a bathtub, a sink, and a mirror.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.

6. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
€60
includes taxes & fees
24 Sept - 25 Sept
FairBridge Inn Express
A hotel room with a wooden floor, a bed with white bedding, a desk with a chair, a bedside table with a lamp, and a window with a view of greenery.
A bathroom with a sink, toilet, and bathtub.
A motel with a row of rooms, a flagpole, and a large tree in the foreground.
A room with wooden paneling, a window with a white curtain, an air conditioning unit, and a wooden hanger rack.

7. Starlight Inn

Starlight Inn
Bennington
€99
includes taxes & fees
24 Sept - 25 Sept
Starlight Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

8. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
  • Berkshire family fun with free breakfast and ski-area adventures just minutes from winter sports and hiking trails.
€103
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Berkshire Hills Inn & Suites
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern hotel with a large entrance, multiple floors, and a well-lit facade.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.

9. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Splash into family fun with indoor pool and hot tub—just minutes from Bousquet Ski Area and Tanglewood Music Centre.
€111
includes taxes & fees
21 Oct - 22 Oct
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A hotel room with a large bed, a desk with a lamp, a television, and a view of the city.
A buffet area with a counter, food items, and a beverage station.

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Family adventures await with a heated indoor pool, kid-friendly dining, and spacious suites in the heart of Pittsfield.
€115
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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Choose what matters most at family-friendly hotels in Williamstown

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Williamstown Hotel Reviews

Maple Terrace Motel

Maple Terrace Motel

10/10 Excellent
"Very helpful and friendly staff."
Deborah 1-night trip
Posted 10 hours ago
Maple Terrace Motel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"I am disappointed that it has been over two weeks and I have yet to receive my room deposit back. They told me 7-10 days"
Graham 2-night trip
Posted 11 hours ago
Vacation Village in the Berkshires
Willows Motel Williamstown

Willows Motel Williamstown

8/10 Good
"Property was fine and met our needs. The front office staff was very nice. The hotel was very quiet."
Janet 1-night trip
Posted 1 day ago
Willows Motel Williamstown
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The room was spacious, clean and comfortable. I will definitely stay there again."
William 2-night trip
Posted 1 day ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."
Gerald 1-night trip
Posted 2 days ago
The Red Lion Inn
Cozy Corner Motel

Cozy Corner Motel

10/10 Excellent
"Lovely classic motel with attentive staff. Owner lives on property and is very engaging. Lovely grounds."
Jonathan 1-night trip
Posted 3 days ago
Cozy Corner Motel
The Villager Motel

The Villager Motel

10/10 Excellent
"Very clean and quiet area. Very helpful staff"
Nicholas 1-night trip
Posted 8 days ago
The Villager Motel
Williamstown Motel

Williamstown Motel

10/10 Excellent
"Clean room, friendly staff!"
Cheryl 1-night trip
Posted 2 weeks ago
Williamstown Motel
Berkshire Valley Inn

Berkshire Valley Inn

10/10 Excellent
"Older motel, clean, friendly would recommend to others."
Robert 1-night trip
Posted 3 weeks ago
Berkshire Valley 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 62 Center for Theater and Dance and Chapin Library of Rare Books and Manuscripts.