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Compare 34 B&B in East Chatham with updated reviews, rates, and availability.

The Cornell Inn, Lenox

3.0 star property
9.0 out of 10, Wonderful, (1000)
"My room was adorable...completely charming and well appointed. I appreciated the phone call with detailed late check-in instructions and when I arrived the property manager walked me to my room. Breakfast was lovely and the staff very friendly. Town a is an easy walk."
The price is AED 448
AED 526 total
includes taxes & fees
26 Jan - 27 Jan
The Cornell Inn, Lenox

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (239)
"Amazing breakfast!"
The price is AED 463
AED 543 total
includes taxes & fees
24 Jan - 25 Jan
Lakehouse Inn

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (494)
"Great property in prime location. Highly recommend"
The price is AED 534
AED 577 total
includes taxes & fees
7 Feb - 8 Feb
The Morgan State House

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (362)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is AED 698
AED 779 total
includes taxes & fees
29 Jan - 30 Jan
Chambery Inn

Wilder House Berkshires

2.0 star property
10.0 out of 10, Exceptional, (14)
"I had a wonderful stay here! I felt very safe and very clean, the room smelled so nice and the bed was very comfortable. The floors are a bit creaky but it just comes with the character of the house. It’s such a great vibe, beautifully decorated and the snacks and coffee are great"
The price is AED 581
AED 648 total
includes taxes & fees
26 Jan - 27 Jan
Wilder House Berkshires

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
24 Jan - 25 Jan
Tanglewood Suites

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 1,337
AED 1,493 total
includes taxes & fees
26 Jan - 27 Jan
33 Main

Granville House

3.0 star property
10.0 out of 10, Exceptional, (81)
"Lovely place with lovely hosts. The property is eclectic and wonderfully decorated with a very cool common area. Highly recommend "
The price is AED 826
AED 923 total
includes taxes & fees
26 Jan - 27 Jan
Granville House

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (406)
"Beautiful inn. It was nice and quiet, exactly what I needed. "
The price is AED 386
AED 423 total
includes taxes & fees
26 Jan - 27 Jan
Shaker Mill Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (121)
"Great location "
The price is AED 1,025
AED 1,145 total
includes taxes & fees
26 Jan - 27 Jan
Devonfield Inn B&B

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (149)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is AED 698
AED 780 total
includes taxes & fees
24 Jan - 25 Jan
Brook Farm Inn

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (174)
"John is a very cordial host and he made us feel like old friends upon our arrival. The building is an old farmhouse that is updated just enough to give it modern touches but also keep it's historic character while the decor is whimsical and creative in it's hodge podge way."
The price is AED 579
AED 642 total
includes taxes & fees
26 Jan - 27 Jan
Gardner Farm Inn

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (80)
"Everything "
The price is AED 511
AED 551 total
includes taxes & fees
24 Jan - 25 Jan
Inn at Silver Maple Farm

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (97)
"Very enjoyable stat."
The Inn at Stockbridge

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...
Whistler's Inn Bed & Breakfast

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 1,559
AED 1,885 total
includes taxes & fees
26 Jan - 27 Jan
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

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
24 Jan - 25 Jan
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible

Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires

2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is AED 3,673
AED 4,685 total
includes taxes & fees
24 Jan - 25 Jan
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"A wonderful experience……….breakfast overlooking the property, the beautiful flowers grown by the innkeepers, decorated to perfection, with owners there to make your stay as comfortable as possible! "
The price is AED 1,561
AED 1,712 total
includes taxes & fees
24 Jan - 25 Jan
Inn at Kenmore Hall
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

3.0 star property
8.6 out of 10, Excellent, (1757)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."
The price is AED 689
AED 792 total
includes taxes & fees
26 Jan - 27 Jan
Vacation Village in the Berkshires

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

10.0 out of 10, Exceptional, (33)
"We had a wonderful stay for our mother’s birthday with her 4 children and 10 of her 12 grandchildren. There was plenty to do for everyone especially with a 75 year difference in ages!!"
The Freeman - Newly Renovated 14K SF Estate on 40 Acres

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (235)
"Very lovely place to stay. Everything was clean and the owner made everything simple."
The price is AED 551
AED 833 total
includes taxes & fees
26 Jan - 27 Jan
Berkshire Village Carriage House - Super Private!!
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. Situated 14.7 mi (23.6 km) from the heart of East Chatham. Enjoy the free full breakfast and deli. Chambery Inn: 9 rooms. Located 15.7 mi (25.2 km) from the core of East Chatham. Enjoy the private yard and deli.
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.