The Purple Pub with outdoor seating and autumn foliage.

Family friendly Hotels in Williamstown, Massachusetts

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Check availability on Williamstown Family friendly Hotels

Tonight
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Williamstown family-friendly hotels

A garden with a decorative archway featuring large, smiling pumpkin sculptures.
A garden with a swing set, a blue chair, and a flower bed.
A swimming pool with lounge chairs and a fence.
A house with a porch, snow-covered ground, and a Christmas tree with lights.

1. Maple Terrace Motel

Maple Terrace Motel
Williamstown
P7,724
P8,628 total
includes taxes & fees
Sep 14 - Sep 15
Maple Terrace 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 building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.
A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

2. Cozy Corner Motel

Cozy Corner Motel
Williamstown
P5,450
P6,406 total
includes taxes & fees
Sep 14 - Sep 15
Cozy Corner Motel
A motel with a fenced patio area, a parking lot, and a mountain backdrop.
A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.
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.

3. Williamstown Motel

Williamstown Motel
Williamstown
P6,735
P7,523 total
includes taxes & fees
Sep 10 - Sep 11
Williamstown 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
P6,568
P7,337 total
includes taxes & fees
Aug 23 - Aug 24
1896 House Country Inn & Motels
A wooden cabin with a porch and steps leading to a door, surrounded by snow.
A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.
A cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.
A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

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.
P8,842
P9,877 total
includes taxes & fees
Sep 15 - Sep 16
Jiminy Peak Mountain Resort
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 Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

6. 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.
P7,043
P7,867 total
includes taxes & fees
Sep 1 - Sep 2
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.
A hotel room with a fitness center including a weight machine, an elliptical, and a treadmill.
A dining area with wooden tables and chairs, a television, and a door with a sign.
A hotel room with a TV, microwave, mini-fridge, desk, chair, mirror, and a coat rack.

7. FairBridge Inn Express

FairBridge Inn Express
Pittsfield
P3,837
P4,286 total
includes taxes & fees
Aug 31 - Sep 1
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 sign for Starlight Inn in Bennington, featuring a star logo and the number 357.
A room with wooden paneling, a window with a white curtain, an air conditioning unit, and a wooden hanger rack.
A motel with a row of rooms, a flagpole, and a large tree in the foreground.

8. Starlight Inn

Starlight Inn
Bennington
P6,132
P6,684 total
includes taxes & fees
Aug 23 - Aug 24
Starlight Inn
A modern bar area with a central island, multiple bar stools, and a seating area with tables and chairs.
A modern hotel room with a sofa, a TV, a kitchen area with bar stools, and a patterned floor.
A Holiday Inn & Suites hotel with a modern design, featuring a prominent sign and a well-lit entrance.
A banquet hall with round tables set for a formal event, featuring white tablecloths, silverware, and floral centerpieces.

9. 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.
P7,357
P8,217 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn & Suites Pittsfield-Berkshires by IHG
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.
A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

10. 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 Center.
P7,847
P8,765 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
View all properties

Choose what matters most at family-friendly hotels in Williamstown

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Williamstown Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 4 hours ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 15 hours ago
The Yankee Inn
Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"This is the second time staying at the Willows. One could not ask for a more gracious host, who always asks how the room is and provides a truly beautiful breakfast with three types of nuts many fresh fruits and berries, coffee, yogurt, muffins, cereal, bagels, bread and English muffins. The room is small, but comfortable and quiet and very clean. Housekeeping comes every day to spruce up the room. I would definitely stay here again."
Joe 3-night trip
Posted 17 hours ago
Willows Motel Williamstown
Cozy Corner Motel

Cozy Corner Motel

10/10 Excellent
"Loved everything about this place clean, well maintained, updated. Staff were so very friendly. Lovely grounds, beautiful flowers. Nice seating outside your room."
linda 1-night trip
Posted 17 hours ago
Cozy Corner Motel
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Perfect."
gordon 1-night trip
Posted 1 day ago
The Red Lion Inn
Berkshire Valley Inn

Berkshire Valley Inn

10/10 Excellent
"Very friendly staff and accommodating to needs."
Sherika 1-night trip
Posted 3 days ago
Berkshire Valley Inn
Williamstown Motel

Williamstown Motel

10/10 Excellent
"Owner was very nice & helpful. The room was very clean & well maintained, the bed was comfortable, A/C worked great. I enjoyed my stay there. I would highly recommend this motel."
Joanne 1-night trip
Posted 3 days ago
Williamstown Motel

Frequently asked questions

What's Williamstown like for family-friendly vacations?
The destination of Williamstown is a good option if you've been considering a getaway with the kids. The entertainment, museums, and hiking trails are just some of the things that make this an attractive family vacation spot. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.3 mi (32.7 km) from the city center.
What's the best place to stay when traveling with kids to 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 choice for your kid-friendly vacation.
When's the best time to book a family-friendly vacation in Williamstown?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Williamstown 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 Williamstown?
While you and your family are visiting Williamstown, you might want to check out some kid-friendly attractions such as The Clark Art Institute and Williamstown Theatre Festival. Make sure you have lots of time for activities like Chapin Library of Rare Books and Manuscripts and Mehlin Museum of Astronomy.

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