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Compare 35 B&B in East Chatham with updated reviews, rates, and availability.

The Cornell Inn, Lenox
Exterior

The Cornell Inn, Lenox

3.0 star property
8.8 out of 10, Excellent, (1035)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is AED 448
AED 526 total
includes taxes & fees
25 Nov - 26 Nov
The Cornell Inn, Lenox
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is AED 492
AED 577 total
includes taxes & fees
23 Nov - 24 Nov
Lakehouse Inn
The Morgan State House
Outdoor dining

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (489)
"Great property in prime location. Highly recommend"
The price is AED 492
AED 531 total
includes taxes & fees
12 Dec - 13 Dec
The Morgan State House
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is AED 698
AED 779 total
includes taxes & fees
24 Nov - 25 Nov
Chambery 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...
The price is AED 396
AED 512 total
includes taxes & fees
6 Dec - 7 Dec
Whistler's Inn Bed & Breakfast
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (400)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is AED 533
AED 584 total
includes taxes & fees
24 Nov - 25 Nov
Shaker Mill Inn
Gardner Farm Inn
Room

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (171)
"John was a most gracious host. The house is filled with treasures and good vibes. Clean, cozy, and authentic. Truly a great find!"
The price is AED 643
AED 713 total
includes taxes & fees
26 Nov - 27 Nov
Gardner Farm Inn
Inn at Silver Maple Farm
Front of property

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (79)
"Everything "
The price is AED 584
AED 631 total
includes taxes & fees
25 Nov - 26 Nov
Inn at Silver Maple Farm
Wilder House Berkshires
Living area

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (10)
"Great place, very clean, hospitable and designed with impeccable taste. "
The price is AED 495
AED 552 total
includes taxes & fees
24 Nov - 25 Nov
Wilder House Berkshires
Granville House
Room

Granville House

3.0 star property
10.0 out of 10, Exceptional, (76)
"The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "
The price is AED 735
AED 821 total
includes taxes & fees
24 Nov - 25 Nov
Granville House
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 1,285
AED 1,436 total
includes taxes & fees
25 Nov - 26 Nov
33 Main
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is AED 713
AED 796 total
includes taxes & fees
25 Nov - 26 Nov
Brook Farm Inn
Devonfield Inn B&B
Room

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (117)
"Arrived Friday to see a Tanglewood concert. Inn provided lovely afternoon cocktails and appetizers with piano music. Saturday hosts sponsored garden concert with local artists - really nice after morning hike to water fall and early afternoon golf. Yummy Morning breakfast each day. Central to Stonebridge and Lenox. Hosts very knowledgeable "
The price is AED 1,025
AED 1,145 total
includes taxes & fees
23 Nov - 24 Nov
Devonfield Inn B&B
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
Harbour House Inn
Room

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 944
AED 998 total
includes taxes & fees
4 Dec - 5 Dec
Harbour House Inn
Eastgate Inn B&B
Front of property

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
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
23 Nov - 24 Nov
Tanglewood Suites
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 1,685
AED 2,039 total
includes taxes & fees
23 Nov - 24 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1735 Stone Farmhouse
Exterior

1735 Stone Farmhouse

4.5 star property
10.0 out of 10, Exceptional, (3)
"1735 is an excellent little get-a-way, I booked it for my girlfriend’s birthday as a bed and breakfast and it did not disappoint. It’s nestled in a quiet area that disconnects you from the world yet is less than 20 minutes from Albany. The design, upkeep, and architecture is quite remarkable. All the finishing touches were well thought of and placed well. Seven, our host is excellent at his craft and exudes hospitality. From the moment we arrived we were welcomed with open arms. Seven was very...
1735 Stone Farmhouse
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 4,685 total
includes taxes & fees
23 Nov - 24 Nov
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
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 East Chatham

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is AED 620
AED 717 total
includes taxes & fees
23 Nov - 24 Nov
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, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 547
AED 600 total
includes taxes & fees
23 Nov - 24 Nov
Jiminy Peak Mountain Resort
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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 East Chatham?
Whether you’re on a romantic vacation and want to stay somewhere quiet, or you’re a solo traveler hoping to get some tips from locals, a B&B might be the right choice for your trip. When you want to explore some attractions in town, Meizinger Lake and Hand Hollow Conservation Area are worth a stop.
Are you thinking about a B&B for your stay?
Every B&B has its own unique feel. Whether it’s a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts a home away from home.
What are the best B&Bs in East Chatham?
Below are some B&Bs in the surrounding area: Inn at Silver Maple Farm: 11 rooms. 3.2 mi (5.2 km) from the heart of East Chatham. Enjoy the free buffet breakfast and designer toiletries. The Cornell Inn, Lenox: 12.8 mi (20.6 km) from the downtown core. Enjoy the free full breakfast and unique décor. Lakehouse Inn: 14 rooms. 14.7 mi (23.6 km) from the heart of downtown. Enjoy the free full breakfast and deli. Shaker Mill Inn: 9 rooms. Located 9.5 mi (15.3 km) from the core of East Chatham.
When is the best time to book my B&B in East Chatham?
When you’re planning your stay in East Chatham, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in East Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in East Chatham?
When you want to spend some time in the great outdoors, Meizinger Lake and Hand Hollow Conservation Area are some notable spots. You might check out Hand Hollow State Forest if you have time to see more of the area.
How can I get to and around East Chatham?
Mapping out your trip in and around East Chatham is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 12 mi (19.3 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 12.5 mi (20.1 km) away. If you’d like to explore around the area, you may want a rental car for your journey.