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Compare 33 B&B in Williamstown with updated reviews, rates, and availability.

The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
8.8 out of 10, Excellent, (1035)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is SAR 458
SAR 537 total
includes taxes & fees
5 Dec - 6 Dec
The Cornell Inn, Lenox
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is SAR 503
SAR 590 total
includes taxes & fees
23 Nov - 24 Nov
Lakehouse Inn
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (351)
"Wonderful, thank you. "
The price is SAR 563
SAR 619 total
includes taxes & fees
24 Nov - 25 Nov
The Nutmeg
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is SAR 713
SAR 797 total
includes taxes & fees
5 Dec - 6 Dec
Chambery Inn
Whistler's Inn Bed & Breakfast
Interior

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (471)
"I liked that it is an older style bed and breakfast place. You could say "classy" or "vintage". It reminded me of places where I would visit with family when I was a child. I received a personal welcome and orientation to the property. Breakfast was nice and cooked options were available for me to choose. Another guest in the dining room at breakfast was also enjoying the visit and it was natural to strike up a conversation and get to know each other. It was a more personal kind of stay than...
The price is SAR 487
SAR 615 total
includes taxes & fees
25 Nov - 26 Nov
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (123)
"Stayed only one night Very cosy, quiet place "
The price is SAR 605
SAR 676 total
includes taxes & fees
5 Dec - 6 Dec
The Trail in Adams - Berkshires’ Art Hotel
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (400)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is SAR 544
SAR 597 total
includes taxes & fees
5 Dec - 6 Dec
Shaker Mill Inn
South Shire
Front of property

South Shire

4.0 star property
9.2 out of 10, Wonderful, (75)
"Rather unique We liked the piano player "
The price is SAR 631
SAR 828 total
includes taxes & fees
24 Nov - 25 Nov
South Shire
The Wilmington Inn
Front of property

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (165)
"Quaint site and property. Very helpful staff. We liked the game room and the breakfast. The room was small, but everything else made up for that fact. "
The price is SAR 740
SAR 838 total
includes taxes & fees
8 Dec - 9 Dec
The Wilmington Inn
Inn at Silver Maple Farm
Front of property

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (79)
"Everything "
The price is SAR 597
SAR 645 total
includes taxes & fees
5 Dec - 6 Dec
Inn at Silver Maple Farm
33 Main
Room

33 Main

4.0 star property
10.0 out of 10, Exceptional, (69)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is SAR 1,314
SAR 1,467 total
includes taxes & fees
5 Dec - 6 Dec
33 Main
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is SAR 728
SAR 814 total
includes taxes & fees
30 Nov - 1 Dec
Brook Farm Inn
The Four Chimneys Inn
Exterior

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (272)
"What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,"
The price is SAR 935
SAR 1,019 total
includes taxes & fees
24 Nov - 25 Nov
The Four Chimneys Inn
Devonfield Inn B&B
Room

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (117)
"Arrived Friday to see a Tanglewood concert. Inn provided lovely afternoon cocktails and appetizers with piano music. Saturday hosts sponsored garden concert with local artists - really nice after morning hike to water fall and early afternoon golf. Yummy Morning breakfast each day. Central to Stonebridge and Lenox. Hosts very knowledgeable "
The price is SAR 1,010
SAR 1,128 total
includes taxes & fees
23 Nov - 24 Nov
Devonfield Inn B&B
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
Harbour House Inn
Room

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is SAR 965
SAR 1,020 total
includes taxes & fees
5 Dec - 6 Dec
Harbour House Inn
Eastgate Inn B&B
Front of property

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Tanglewood Suites
Property grounds

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is SAR 822
SAR 822 total
includes taxes & fees
23 Nov - 24 Nov
Tanglewood Suites
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (11)
"The "
The price is SAR 539
SAR 588 total
includes taxes & fees
4 Dec - 5 Dec
The Engel House
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
View from room

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is SAR 1,723
SAR 2,084 total
includes taxes & fees
29 Nov - 30 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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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Other property types in Williamstown

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is SAR 634
SAR 733 total
includes taxes & fees
1 Dec - 2 Dec
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is SAR 559
SAR 614 total
includes taxes & fees
23 Nov - 24 Nov
Jiminy Peak Mountain Resort
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

9.6 out of 10, Exceptional, (54)
"This was our second visit to the chalet. It was just as wonderful as the first time. The chalet is incredibly cute and cozy. It's location is perfect for a quiet getaway, while also being very close to downtown Wilmington and many hiking trails. I would highly recommend!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
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.

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. While you’re enjoying your trip to Williamstown, Mount Greylock State Reservation and Mountain Meadow Preserve are perfect spots to get in some fresh air and greenery.
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?
You might be interested in one of these choices if you’re hoping to find a place to stay that offers free breakfast: Fairfield Inn & Suites by Marriott WilliamstownMaple Terrace MotelThe Villager MotelWillows Motel WilliamstownBerkshire Valley Inn
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 The Clark Art Institute and Sterling and Francine 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.