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Compare 32 B&B in Williamstown with updated reviews, rates, and availability.

The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great place "
The price is AED 448
AED 526 total
includes taxes & fees
31 Dec - 1 January 2025
The Cornell Inn, Lenox
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (233)
"This is the most pleasant and comfortable experience I’ve ever had in any hotel. The staff and amenities were outstanding. "
The price is AED 463
AED 543 total
includes taxes & fees
31 Dec - 1 January 2025
Lakehouse Inn
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 AED 709
AED 804 total
includes taxes & fees
22 Jan - 23 January 2025
The Wilmington Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (361)
"Everything was amazing. It was truly an experience. "
The price is AED 698
AED 779 total
includes taxes & fees
1 Jan - 2 January 2025
Chambery Inn
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (404)
"Quaint "
The price is AED 386
AED 423 total
includes taxes & fees
5 Jan - 6 January 2025
Shaker Mill Inn
Devonfield Inn B&B
Room

Devonfield Inn B&B

4.0 star property
9.8 out of 10, Exceptional, (120)
"Great location "
The price is AED 1,062
AED 1,186 total
includes taxes & fees
10 Jan - 11 January 2025
Devonfield Inn B&B
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 AED 1,337
AED 1,493 total
includes taxes & fees
20 Jan - 21 January 2025
33 Main
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (358)
"Classic New England B&B. Beautiful post and beam styling with tastefully decorated rooms. Comfortable and cozy. The morning breakfast was exquisite. We had a wonderful cup of coffe while waiting for our host to whip up thick cut strawberry french toast with local maple syrup and the chef's special breakfast sandwich. Wood fireplace made it feel like home. Only thing we would change would be choice of room along the street (if you are city dwellers, probably something you are used to)."
The price is AED 562
AED 618 total
includes taxes & fees
7 Jan - 8 January 2025
The Nutmeg
Inn at Silver Maple Farm
Front of property

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (80)
"Everything "
The price is AED 547
AED 591 total
includes taxes & fees
5 Jan - 6 January 2025
Inn at Silver Maple Farm
The Four Chimneys Inn
Exterior

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (273)
"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 AED 915
AED 997 total
includes taxes & fees
1 Jan - 2 January 2025
The Four Chimneys Inn
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 AED 804
AED 804 total
includes taxes & fees
31 Dec - 1 January 2025
Tanglewood Suites
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, (125)
"Stayed only one night Very cosy, quiet place "
The price is AED 592
AED 662 total
includes taxes & fees
2 Jan - 3 January 2025
The Trail in Adams - Berkshires’ Art Hotel
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is AED 672
AED 751 total
includes taxes & fees
31 Dec - 1 January 2025
Brook Farm 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...
Whistler's Inn Bed & Breakfast
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (11)
"The "
The price is AED 528
AED 575 total
includes taxes & fees
1 Jan - 2 January 2025
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 AED 1,559
AED 1,885 total
includes taxes & fees
1 Jan - 2 January 2025
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Room

Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible

9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is AED 3,673
AED 4,665 total
includes taxes & fees
1 Jan - 2 January 2025
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Bathroom

Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires

2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is AED 3,673
AED 4,685 total
includes taxes & fees
31 Dec - 1 January 2025
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Inn at Kenmore Hall
Front of property

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"A wonderful experience……….breakfast overlooking the property, the beautiful flowers grown by the innkeepers, decorated to perfection, with owners there to make your stay as comfortable as possible! "
The price is AED 1,561
AED 1,712 total
includes taxes & fees
3 Jan - 4 January 2025
Inn at Kenmore Hall
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, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
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, (922)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other had a newer electric stove. 1 had a toaster oven while the others did not. We brought food to cook, but kept it simple because we didn’t know what cooking pots and utensils would be available. One...
The price is AED 694
AED 762 total
includes taxes & fees
1 Jan - 2 January 2025
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 551
AED 837 total
includes taxes & fees
1 Jan - 2 January 2025
Berkshire Village Carriage House - Super Private!!
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 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 Williamstown Theatre Festival 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.