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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Williamstown bed & breakfast

A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

1. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is NT$5,703
NT$6,370 total
includes taxes & fees
Nov 12 - Nov 13
The Trail in Adams - Berkshires’ Art Hotel
A room with wooden paneling, a piano, a chair, and a door leading to another room.

2. South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (141 reviews)
"Lovely place. Great room. Nice breakfast. Convenient to nearby restaurants."
United States
Jeffrey
The price is NT$4,935
NT$5,738 total
includes taxes & fees
Nov 16 - Nov 17
South Shire
A large, two-story house with a covered porch and multiple chimneys.

3. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.6 out of 10, Exceptional, (291 reviews)
"We enjoyed our stay."
United States
Robert
The price is NT$7,366
NT$8,029 total
includes taxes & fees
Nov 23 - Nov 24
The Four Chimneys Inn
A house with a chimney, surrounded by trees with autumn foliage.

4. UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is NT$3,248
NT$3,433 total
includes taxes & fees
Nov 13 - Nov 14
UU Rowe Camp and Conference Center
A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

5. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.8 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is NT$7,672
NT$8,109 total
includes taxes & fees
Nov 12 - Nov 13
Harbour House Inn
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

6. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is NT$5,390
NT$6,037 total
includes taxes & fees
Dec 3 - Dec 4
Inn at Silver Maple Farm
A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

7. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (213 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is NT$5,854
NT$6,633 total
includes taxes & fees
Nov 16 - Nov 17
The Wilmington Inn
A red building with a sign reading "Shaker Mill Inn."

8. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is NT$4,759
NT$5,221 total
includes taxes & fees
Nov 12 - Nov 13
Shaker Mill Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

9. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (444 reviews)
"The property was beautiful! Our check in was easy. The room was clean and bedding was very comfortable. Breakfast was also delicious."
United States
Susan
The price is NT$5,908
NT$6,499 total
includes taxes & fees
Nov 12 - Nov 13
The Nutmeg
Front of property

10. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is NT$7,969
NT$9,346 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Stockbridge
A two-story building with a sign reading "Chambéry Inn".

11. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is NT$6,912
NT$7,721 total
includes taxes & fees
Nov 22 - Nov 23
Chambery Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

12. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,580
NT$6,401 total
includes taxes & fees
Nov 16 - Nov 17
The Cornell Inn, Lenox & The Berkshires
A two-story house with a brick entrance and a white facade.

13. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.4 out of 10, Exceptional, (120 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NT$12,536
NT$15,165 total
includes taxes & fees
Dec 2 - Dec 3
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

14. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is NT$12,112
NT$13,529 total
includes taxes & fees
Nov 13 - Nov 14
Devonfield Inn B&B
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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Learn more about Williamstown

Home to the renowned Williams College and Clark Art Institute, this Berkshires gem offers cultural richness beyond its small-town size. Catch a summer theater festival performance, then hike nearby trails where the Appalachian and Taconic ranges meet for spectacular valley views.

See all hotels in Williamstown
A modern building with outdoor seating, a reflective water feature, and trees with autumn foliage.

Top reviews in Williamstown

A wooden sign with an arrow pointing to the right, labeled "CHICKENS".
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
Wilmington

10/10 Excellent

Really lovely. Innkeepers are friendly and the property has a smaller number of rooms so is quite peaceful. My 10 year old son really enjoyed the quiet and the multitude of board games. Charlie even had all the cars cleared of snow the morning after a big snowfall. Will be back for sure!!
United States
Sophia
Reviewed January 20, 2025
The Wilmington Inn

Frequently Asked Questions

Searching for B&Bs in Williamstown?

If you want to find a place to stay with fewer rooms than a hotel and a cozy environment, a bed and breakfast might be just the right fit for your vacation to Williamstown. If you're looking to play some golf while in Williamstown, you can perfect your swing at Waubeeka Golf Links and Williams College Taconic Golf Course.

Why choose a B&B versus a traditional hotel?

With attentive service, opportunities to meet other guests, and of course a full breakfast to start the day, B&Bs offer a unique environment.

What are the best B&Bs in Williamstown?

Here are some well-liked B&Bs in the surrounding area: South Shire: 9 rooms. 11.4 mi (18.3 km) from the heart of downtown. Enjoy the massage services and bar/lounge. The Trail in Adams - Berkshires’ Art Hotel: 9 rooms. Located 7.6 mi (12.2 km) from the core of Williamstown. Enjoy the unique décor and patio area.

What's the best time of year to book my B&B in Williamstown?

When you're planning your getaway to Williamstown, year-round temperatures and rainfall may be important factors to consider. 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 is there to do in Williamstown?

Travelers who want to explore Williamstown will enjoy its art scene and museums. Spend some time exploring Mount Greylock State Reservation and Brodie Mountain if you're hoping to see some of the area's natural features. You might put Williams College Museum of Art and The Clark Art Institute on your list if you want to see more of the area.

How can I get to and around Williamstown?

Mapping out your trip in and around Williamstown is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 20.3 mi (32.7 km) away from the city center. Otherwise, look for flights into Albany Intl. Airport (ALB), which is 30.8 mi (49.6 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.