Search B&B in East Chatham

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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, (1001)
"What a pleasure it was to stay at the Cornell Inn! Unfortunately we were only there for one night, but one can definitely get a sense of how a property is even in a shorter timeframe. Now, the real gem at this property is the staff! From our check-in experience with Lorie to our F&B server, Lindsey whi went waaaaay out of her way to help us with an issue we had, and to Paige, front desk assistant manager who tied everything together and made our experience even that much better. I wish I...
The price is SAR 458
SAR 537 total
includes taxes & fees
7 Nov - 8 Nov
The Cornell Inn, Lenox
Lakehouse Inn
Lake
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (224)
"This was the perfect getaway for us. We have traveled all over and this was one of my favorite places. The staff was super friendly and courteous. The property was beautiful and the views were breathtaking. Highly recommend if you are in the area and if you’re not make your way there. "
The price is SAR 470
SAR 551 total
includes taxes & fees
7 Nov - 8 Nov
Lakehouse Inn
The Morgan State House
Outdoor dining
The Morgan State House
3.5 star property
9.2 out of 10, Wonderful, (487)
"The bed was comfortable and it was clean. "
The price is SAR 592
SAR 639 total
includes taxes & fees
7 Nov - 8 Nov
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 SAR 714
SAR 797 total
includes taxes & fees
7 Nov - 8 Nov
Chambery Inn
Whistler's Inn Bed & Breakfast
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (469)
"This bed and breakfast is a true gem, set in a beautifully preserved 1836 mansion. The rooms feature herringbone wood floors, diamond-pane windows, and soaring 11-inch ceilings, creating an atmosphere that feels both magical and timeless. With its charming, historic details and exceptionally friendly owners, staying here is like stepping into an enchanting, old-world retreat."
The price is SAR 535
SAR 669 total
includes taxes & fees
24 Nov - 25 Nov
Whistler's Inn Bed & Breakfast
Shaker Mill Inn
Exterior
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (399)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is SAR 545
SAR 597 total
includes taxes & fees
7 Nov - 8 Nov
Shaker Mill Inn
Gardner Farm Inn
Room
Gardner Farm Inn
3.5 star property
10.0 out of 10, Exceptional, (170)
"Beautifully and imaginatively furnished, Sumptuous, eclectic abut exquisitely tasteful. Warm and engaging host"
The price is SAR 651
SAR 719 total
includes taxes & fees
17 Nov - 18 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, (77)
"A perfect place to enjoy fall colors. Generous and delicious breakfast."
The price is SAR 597
SAR 645 total
includes taxes & fees
24 Nov - 25 Nov
Inn at Silver Maple Farm
Wilder House Berkshires
Living area
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (9)
"Beautiful property, super clean, close to great Barrington, and has EV charging, which was a plus. Can’t wait to visit again. "
The price is SAR 447
SAR 499 total
includes taxes & fees
7 Nov - 8 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 SAR 751
SAR 839 total
includes taxes & fees
11 Nov - 12 Nov
Granville House
33 Main
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (67)
"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 SAR 1,314
SAR 1,468 total
includes taxes & fees
7 Nov - 8 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 SAR 815
SAR 910 total
includes taxes & fees
7 Nov - 8 Nov
Brook Farm Inn
Devonfield Inn B&B
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (116)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is SAR 973
SAR 1,087 total
includes taxes & fees
14 Nov - 15 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 SAR 929
SAR 982 total
includes taxes & fees
11 Nov - 12 Nov
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 SAR 823
SAR 823 total
includes taxes & fees
7 Nov - 8 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 SAR 1,723
SAR 2,085 total
includes taxes & fees
7 Nov - 8 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 SAR 3,756
SAR 4,791 total
includes taxes & fees
7 Nov - 8 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, (1743)
"The suite was clean, comfortable, and ready when I arrived."
The price is SAR 634
SAR 733 total
includes taxes & fees
9 Nov - 10 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, (915)
"Nice fall view"
The price is SAR 560
SAR 614 total
includes taxes & fees
8 Nov - 9 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. Situated 14.7 mi (23.6 km) from the heart of East Chatham. 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.