The Purple Pub with outdoor seating and autumn foliage.

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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct

Our top choices for Williamstown bed & breakfast

Terrace/patio

1. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (153 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is AU$316
includes taxes & fees
12 Aug - 13 Aug
The Trail in Adams - Berkshires’ Art Hotel
Library

2. South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (129 reviews)
"Staff was great."
United States
Jan
The price is AU$335
includes taxes & fees
11 Aug - 12 Aug
South Shire
Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

3. The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 reviews)
"Peaceful and whimsical stay in a historic inn. The breakfast was delicious (served with the best local maple syrup) and location was a 5 minute drive to the downtown area."
United States
Jeane
The price is AU$394
includes taxes & fees
18 Aug - 19 Aug
The Four Chimneys Inn
Exterior

4. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (55 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is AU$357
includes taxes & fees
18 Aug - 19 Aug
Harbour House Inn
Outdoor wedding area

5. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (440 reviews)
"Location and Friendly staff"
United States
David
The price is AU$280
includes taxes & fees
17 Aug - 18 Aug
The Nutmeg
Exterior

6. Victorian mansions Coach Room with Breakfast

Victorian mansions Coach Room with Breakfast
Bennington
The price is AU$389
includes taxes & fees
11 Aug - 12 Aug
Victorian mansions Coach Room with Breakfast
Porch

7. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (205 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is AU$399
includes taxes & fees
11 Aug - 12 Aug
The Wilmington Inn
Aerial view

8. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
The price is AU$315
includes taxes & fees
3 Sept - 4 Sept
Inn at Silver Maple Farm
Property grounds

9. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (510 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is AU$252
includes taxes & fees
19 Aug - 20 Aug
Whistler's Inn Bed & Breakfast
Garden

10. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AU$288
includes taxes & fees
8 Sept - 9 Sept
Shaker Mill Inn
Front of property

11. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is AU$427
includes taxes & fees
12 Aug - 13 Aug
Chambery Inn
Front of property – evening/night

12. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is AU$615
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
Front of property

13. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
The price is AU$655
includes taxes & fees
7 Sept - 8 Sept
The Inn at Stockbridge
Exterior

14. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is AU$278
includes taxes & fees
31 Aug - 1 Sept
The Cornell Inn, Lenox & The Berkshires
Suite, Private Bathroom (RedBird Suite) | View from room

15. 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
9.2 out of 10, Wonderful, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is AU$565
includes taxes & fees
24 Aug - 25 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Luxury Room, 1 King Bed, Bathtub

16. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is AU$1,129
includes taxes & fees
31 Aug - 1 Sept
33 Main
1 bedroom, WiFi, bed sheets

17. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AU$562
includes taxes & fees
25 Aug - 26 Aug
Experience Timeless Elegance in The Edith Wharton Room!
3 bedrooms, bed sheets

18. Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AU$562
includes taxes & fees
25 Aug - 26 Aug
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Interior

19. Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is AU$619
includes taxes & fees
31 Aug - 1 Sept
Cozy Carriage House room with a double bed and private balcony
Terrace/patio

20. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AU$649
includes taxes & fees
31 Aug - 1 Sept
Historic Susan B. Anthony Room - Cozy & Charming Stay
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

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"Great stay. Very easy and affordable. No issues."
James 1-night trip
Posted less than an hour ago
Comfort Inn & Suites East Greenbush - Albany

Find out more about Williamstown

Williamstown B&B information

Number of reviews
3,223
Accommodation
52 B&B
Lowest Price
AU$252
Highest Price
AU$1,129

Frequently asked questions

Searching for B&Bs in Williamstown?
If you'd like to find some accommodation with fewer rooms than the traditional hotel and a cosy environment, a B&B might be a great fit for your getaway 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 consider B&Bs instead of traditional hotels?
With attentive service, an atmosphere suited to mingling with other guests and tasty breakfasts, B&Bs all have a one-of-a-kind environment.
What are the best B&Bs in Williamstown?
Here is a B&B that guests like in the surrounding area: The Trail in Adams - Berkshires' Art Hotel: 9 rooms. Situated 7.6 mi (12.2 km) from the heart of Williamstown. Enjoy the unique decor and patio area.
When should I 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 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 is there to do in Williamstown?
Travellers 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 should 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 centre. Otherwise, you can search for flights to Albany, NY (ALB-Albany Intl.), 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.

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