The Purple Pub with outdoor seating and autumn foliage.

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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 CA $238
CA $266 total
includes taxes & fees
Dec 7 - Dec 8
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 CA $223
CA $259 total
includes taxes & fees
Nov 21 - Nov 22
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 CA $313
CA $341 total
includes taxes & fees
Nov 23 - Nov 24
The Four Chimneys Inn
A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

4. 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 CA $294
CA $311 total
includes taxes & fees
Dec 2 - Dec 3
Harbour House Inn
A house with a chimney, surrounded by trees with autumn foliage.

5. 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 CA $138
CA $146 total
includes taxes & fees
Nov 9 - Nov 10
UU Rowe Camp and Conference Center
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 CA $229
CA $257 total
includes taxes & fees
Dec 2 - Dec 3
Inn at Silver Maple Farm
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

7. 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 CA $236
CA $260 total
includes taxes & fees
Dec 6 - Dec 7
The Nutmeg
Room

8. Cozy Farmhouse Retreat - Ram Dass Room

Cozy Farmhouse Retreat - Ram Dass Room
Rowe
The price is CA $126
CA $143 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Farmhouse Retreat - Ram Dass Room
A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

9. 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 CA $292
CA $331 total
includes taxes & fees
Nov 9 - Nov 10
The Wilmington Inn
A red building with a sign reading "Shaker Mill Inn."

10. 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 CA $203
CA $222 total
includes taxes & fees
Nov 8 - Nov 9
Shaker Mill Inn
A garden with a white gazebo, a brick pathway, and various plants and flowers.

11. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.2 out of 10, Very good, (522 reviews)
"Delightful experience in a gilded age setting."
United States
George
The price is CA $192
CA $215 total
includes taxes & fees
Nov 8 - Nov 9
Whistler's Inn Bed & Breakfast
Room

12. Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm

Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Rowe
10.0 out of 10, Exceptional, (3 reviews)
"Great space."
United States
Andrew S.
The price is CA $182
CA $199 total
includes taxes & fees
Nov 7 - Nov 8
Cozy Retreat in Historic Farmhouse, Charming Bunk Bed Room,- Owl Dorm
Front of property

13. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (108 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is CA $373
CA $438 total
includes taxes & fees
Nov 8 - Nov 9
The Inn at Stockbridge
A snow-covered outdoor area with a patio, seating, and a covered dining area.

14. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is CA $238
CA $272 total
includes taxes & fees
Nov 9 - Nov 10
The Cornell Inn, Lenox & The Berkshires
Room

15. Cozy Retreat in historic Farmhouse - Tranquility Room

Cozy Retreat in historic Farmhouse - Tranquility Room
Rowe
The price is CA $182
CA $199 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Retreat in historic Farmhouse - Tranquility Room
A two-story building with a sign reading "Chambéry Inn".

16. 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 CA $244
CA $273 total
includes taxes & fees
Nov 8 - Nov 9
Chambery Inn
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

17. 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 CA $516
CA $576 total
includes taxes & fees
Nov 17 - Nov 18
Devonfield Inn B&B
A two-story house with a brick entrance and a white facade.

18. 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 CA $507
CA $613 total
includes taxes & fees
Dec 6 - Dec 7
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.

19. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is CA $379
CA $472 total
includes taxes & fees
Nov 9 - Nov 10
Experience Timeless Elegance in The Edith Wharton Room!
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

20. 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 $379
CA $472 total
includes taxes & fees
Nov 9 - Nov 10
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."
Holly 3-night trip
Posted 17 hours ago
Berkshire Mountain Lodge

Find out more about Williamstown

Williamstown B&B information

Number of reviews
3,443
Accommodation
52 B&B
Lowest Price
CA $143
Highest Price
CA $613

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 from CA $143 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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