Book Williamstown Bed & Breakfast

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Our top choices for Williamstown bed & breakfast

The Nutmeg

3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
$175 nightly
The price is $193
Dec 14 - Dec 15
Total with taxes and fees
The Nutmeg

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (195)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$155 nightly
The price is $171
Dec 11 - Dec 12
Total with taxes and fees
The Wilmington Inn

The Engel House

3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17)
"A very quaint property. The room was comfortable and clean."
United States
Frank
$193 nightly
The price is $211
Dec 11 - Dec 12
Total with taxes and fees
The Engel House

UU Rowe Camp and Conference Center

2.0 star property
Rowe
$149 nightly
The price is $157
Dec 11 - Dec 12
Total with taxes and fees
UU Rowe Camp and Conference Center

Harbour House Inn

3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
United States
Lorie
$200 nightly
The price is $212
Jan 8 - Jan 9, 2026
Total with taxes and fees
Harbour House Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$104 nightly
The price is $115
Dec 11 - Dec 12
Total with taxes and fees
Shaker Mill Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
Adams
9.0 out of 10, Wonderful, (142)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
$174 nightly
The price is $194
Dec 11 - Dec 12
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 11 - Dec 12
Total with taxes and fees
Chambery Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$195 nightly
The price is $218
Dec 12 - Dec 13
Total with taxes and fees
Lakehouse Inn

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 11 - Dec 12
Total with taxes and fees
Devonfield Inn B&B

The Four Chimneys Inn

4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
$249 nightly
The price is $271
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Four Chimneys Inn

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

4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$436 nightly
The price is $488
Jan 8 - Jan 9, 2026
Total with taxes and fees
33 Main

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
$172 nightly
The price is $192
Dec 11 - Dec 12
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
$129 nightly
The price is $144
Dec 11 - Dec 12
Total with taxes and fees
Inn at Silver Maple Farm

Inn at Kenmore Hall

3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
$340 nightly
The price is $373
Dec 11 - Dec 12
Total with taxes and fees
Inn at Kenmore Hall

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
$219 nightly
The price is $219
Dec 11 - Dec 12
Total with taxes and fees
Tanglewood Suites

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

Lenox
$310 nightly
The price is $354
Dec 11 - Dec 12
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Experience Timeless Elegance in The Edith Wharton Room!

Lenox
$310 nightly
The price is $354
Dec 11 - Dec 12
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
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

Find out more about Williamstown

Williamstown B&B information

Number of reviews
3,187
Accommodation
42 B&B
Lowest Price
$115
Highest Price
$488

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 $115 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.
When is the best time to book a Bed and Breakfast in Williamstown?
The best time to book a B&B in Williamstown is during the vibrant summer months, particularly from June to August. This peak season invites travelers eager to immerse themselves in the beauty of the Berkshires, where outdoor activities such as hiking, art festivals, and cultural events abound. With warm temperatures averaging from the mid-60s to the low 80s Fahrenheit, visitors can comfortably explore the scenic landscapes and enjoy the town's rich artistic heritage.

July stands out as the most popular month for visitors, when the local community comes alive with events like the Williamstown Theatre Festival. This lively atmosphere not only enhances your experience but also provides plenty of opportunities to mingle with fellow travelers who share your interests in art and nature.

If you're looking for a more budget-friendly option, consider planning your visit in late September or early October. During this time, the fall foliage transforms the region into a stunning tapestry of colors, creating superb conditions for leisurely hikes and picturesque drives through the countryside. The comfortable temperatures and fewer crowds allow for a more relaxed exploration of Williamstown's charming attractions, including the Williams College Museum of Art and the nearby Clark Art Institute.
What is the difference between a Williamstown B&B 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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