TOP Family Friendly Hotels in Williamstown for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

The Purple Pub with outdoor seating and autumn foliage.

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Check availability on Williamstown Family friendly Hotels

Tonight

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Williamstown family-friendly hotels

A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

An outdoor seating area with stone fire pit, chairs, and a red building in the background.

A bar area with wooden beams, red chairs, and a long wooden table.

A spacious interior with a wooden staircase, a seating area with patterned cushions, and large windows allowing natural light.

1. The Williams Inn

Williamstown

S$291

includes taxes & fees

8 Nov - 9 Nov

A garden with a decorative archway featuring large, smiling pumpkin sculptures.

A breakfast buffet setup with cereal, milk, juice, and pastries.

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.

2. Maple Terrace Motel

Williamstown

S$142

includes taxes & fees

2 Nov - 3 Nov

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

3. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

S$201

includes taxes & fees

12 Nov - 13 Nov

A house with a front yard decorated for Halloween, including hay bales, pumpkins, and scarecrows.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A hay bale display with pumpkins and scarecrows.

A white two-story building with a porch, labeled as a motel.

4. Willows Motel Williamstown

Williamstown

S$121

includes taxes & fees

1 Nov - 2 Nov

A motel with a fenced patio area, a parking lot, and a mountain backdrop.

A kitchen with a fireplace, dining area, and a large window with curtains.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

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.

5. Williamstown Motel

Williamstown

S$103

includes taxes & fees

4 Nov - 5 Nov

An outdoor patio area with multiple chairs and tables, surrounded by lush greenery and trees.

A covered porch with beige siding, white railings, and a row of wooden benches.

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.

6. Cozy Corner Motel

Williamstown

S$113

includes taxes & fees

2 Nov - 3 Nov

A park with picnic tables, a playground, and a large coniferous tree.

A bathroom with a shower, a sink, and a mirror.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

A kitchen with a countertop, a refrigerator, and a window.

7. The Villager Motel

Williamstown

S$113

includes taxes & fees

2 Nov - 3 Nov

A building with a covered parking area and a grassy front yard.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

A bathroom with a sink, mirror, toilet, and a shower area.

A rectangular swimming pool with a wooden deck surrounding it.

8. Howard Johnson by Wyndham Williamstown

Williamstown

S$143

includes taxes & fees

18 Oct - 19 Oct

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Choose what matters most at family-friendly hotels in Williamstown

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Williamstown

A garden with a swing set, a blue chair, and a flower bed.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

Maple Terrace Motel

Williamstown

S$142

includes taxes & fees

2 Nov - 3 Nov

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 kitchen with a fireplace, dining area, and a large window with curtains.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

Williamstown Motel

Williamstown

S$103

includes taxes & fees

4 Nov - 5 Nov

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A hay bale display with pumpkins and scarecrows.

A white two-story building with a porch, labeled as a motel.

Willows Motel Williamstown

Williamstown

S$121

includes taxes & fees

1 Nov - 2 Nov

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

S$201

includes taxes & fees

12 Nov - 13 Nov

An outdoor seating area with Adirondack chairs and potted plants.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

Cozy Corner Motel

Williamstown

S$113

includes taxes & fees

2 Nov - 3 Nov

A kitchen with a countertop, a refrigerator, and a window.

A park with picnic tables, a playground, and a large coniferous tree.

A hotel room with two beds, a nightstand with a lamp, a television, and framed artwork on the wall.

A kitchen with a refrigerator, a coffee maker, and a microwave.

The Villager Motel

Williamstown

S$113

includes taxes & fees

2 Nov - 3 Nov

A building with a covered parking area and a grassy front yard.

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

A dining area with wooden chairs and tables, a kitchen counter with appliances, and framed pictures on the wall.

A rectangular swimming pool with a wooden deck surrounding it.

Howard Johnson by Wyndham Williamstown

Williamstown

S$143

includes taxes & fees

18 Oct - 19 Oct

View all properties

Family-friendly hotels with pools in Williamstown

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield Inn & Suites by Marriott hotel with a brick facade, large windows, and a covered outdoor seating area.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

Fairfield Inn & Suites by Marriott Williamstown

Williamstown

S$201

includes taxes & fees

12 Nov - 13 Nov

A garden with a swing set, a blue chair, and a flower bed.

A breakfast buffet setup with cereal, milk, juice, and pastries.

A garden with a wooden pergola, potted plants, and a lawn with chairs.

A house with a porch, snow-covered ground, and a Christmas tree with lights.

Maple Terrace Motel

Williamstown

S$142

includes taxes & fees

2 Nov - 3 Nov

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A hay bale display with pumpkins and scarecrows.

A white two-story building with a porch, labeled as a motel.

Willows Motel Williamstown

Williamstown

S$121

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with Adirondack chairs and potted plants.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

Cozy Corner Motel

Williamstown

S$113

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

A spacious living room with large windows, a fireplace, and a variety of seating options.

A two-story building with a symmetrical facade, a central entrance, and a well-maintained lawn.

An outdoor patio area with tables and chairs, green umbrellas, and a building with large windows.

Vacation Village in the Berkshires

Williamstown

S$129

includes taxes & fees

1 Nov - 2 Nov

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 Williamstown Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent

"The hotel is charming in the heart of Pittsfield. The rooms were large and clean. It’s a great boutique hotel with 35 rooms. There is a restaurant attached to the hotel that had great food and drinks! Will definitely be back."

The Yankee Inn

The Yankee Inn

10/10 Excellent

"Clean room. Special thank you to the cleaning and breakfast staff. Great balcony view. We will come back again."

Cozy Corner Motel

Cozy Corner Motel

10/10 Excellent

"Don’t let the simplicity of the building prejudice your view of this stay. Look closely and you’ll see the care and attention to detail that made Cozy Corner our favorite stay during our fall vacation. Two comfortable chairs wait outside your room with fresh flowers resting on the table between. Make a waffle or have one of the other treats with your morning coffee. The owners have included other details that are too numerous to list here. I purchased one of their coffee mugs to remind me of the wonderful experience this hotel imprinted on my mind. I trust you will have the same feeling about Cozy Corner."

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent

"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"

The Villager Motel

The Villager Motel

8/10 Good

"Parking was easy. Room was clean. Very basic space."

Williamstown Motel

Williamstown Motel

10/10 Excellent

"The motel is in a great location, very close to Williams College campus and a short drive away from the North Adams downtown area. The family which runs the motel was also really helpful and welcoming during our stay."

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

8/10 Good

"Room was good for an overnight stay. Location near Williamstown was a plus. Hope they install a vent to take out humidity out of bath."

Berkshire Valley Inn

Berkshire Valley Inn

10/10 Excellent

"Super cute motel, very roomy - beds comfortable. Staff very helpful, felt safe."

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.

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