The Purple Pub with outdoor seating and autumn foliage.

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1

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
9.0 out of 10, Wonderful, (156 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is CA $239
CA $267 total
includes taxes & fees
Sep 22 - Sep 23
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, (132 reviews)
"Super charming Victorian home. Perfect spot to disconnect and enjoy a restful stay"
United States
Maria Belinda
The price is CA $287
CA $328 total
includes taxes & fees
Sep 9 - Sep 10
South Shire
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

3. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is CA $319
CA $338 total
includes taxes & fees
Sep 8 - Sep 9
Harbour House Inn
A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.

4. 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 CA $525
CA $572 total
includes taxes & fees
Sep 9 - Sep 10
The Four Chimneys Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

5. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (442 reviews)
"Location and Friendly staff"
United States
David
The price is CA $249
CA $274 total
includes taxes & fees
Sep 8 - Sep 9
The Nutmeg
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

6. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (206 reviews)
"Staff was wonderful, breakfast great and room was clean"
United States
Mary Beth
The price is CA $345
CA $390 total
includes taxes & fees
Sep 9 - Sep 10
The Wilmington Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

7. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (116 reviews)
"Very nice hotel."
United States
Erdem
The price is CA $317
CA $355 total
includes taxes & fees
Sep 8 - Sep 9
Inn at Silver Maple Farm
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, (471 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $204
CA $224 total
includes taxes & fees
Sep 8 - Sep 9
Shaker Mill Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

9. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (517 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is CA $245
CA $274 total
includes taxes & fees
Sep 8 - Sep 9
Whistler's Inn Bed & Breakfast
A two-story building with a sign reading "Chambéry Inn".

10. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (387 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 CA $374
CA $417 total
includes taxes & fees
Sep 8 - Sep 9
Chambery Inn
A large, two-story house with a well-maintained lawn and a fence.

11. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Excellent food and helpful staff"
United States
Richard
The price is CA $552
CA $617 total
includes taxes & fees
Sep 8 - Sep 9
Devonfield Inn B&B

12. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is CA $522
CA $612 total
includes taxes & fees
Sep 13 - Sep 14
The Inn at Stockbridge
A snow-covered outdoor area with a patio, seating, and a covered dining area.

13. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is CA $281
CA $322 total
includes taxes & fees
Sep 8 - Sep 9
The Cornell Inn, Lenox & The Berkshires
A two-story house with a brick entrance and a white facade.

14. 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, (117 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is CA $457
CA $553 total
includes taxes & fees
Sep 28 - Sep 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

15. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is CA $442
CA $572 total
includes taxes & fees
Sep 8 - Sep 9
Experience Timeless Elegance in The Edith Wharton Room!
A porch with a white railing, a potted plant, and a view of a garden.

16. 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 CA $486
CA $629 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Carriage House room with a double bed and private balcony
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is CA $508
CA $657 total
includes taxes & fees
Sep 8 - Sep 9
Historic Susan B. Anthony Room - Cozy & Charming Stay
A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

18. Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is CA $464
CA $600 total
includes taxes & fees
Sep 8 - Sep 9
Elegant Carriage House room with a queen bed and private patio.
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is CA $442
CA $572 total
includes taxes & fees
Sep 8 - Sep 9
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

20. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is CA $608
CA $787 total
includes taxes & fees
Sep 8 - Sep 9
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

8/10 Good
"The only thing I have to complain about is the shower floor. It is very slippery when taking a shower. They need some type of anti slip strips down. Other than that everything was great. Staff were very helpful, the room was clean and the breakfast was good."
Patricia 3-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Williamstown

Williamstown B&B information

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Frequently asked questions

What is the nightly rate for a B&B in Williamstown?
Prices for B&Bs in Williamstown often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Williamstown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Williamstown Bed & Breakfast and a hotel?
Every Williamstown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Williamstown B&Bs.

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