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Featured B&B in East Chatham

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1000)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is P7,268
P10,344 total
includes taxes & fees
Sep 9 - Sep 10
The Cornell Inn, Lenox & The Berkshires

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (521)
"So far this place has been outstanding. I highly recommend staying here to anyone. "
The price is P11,860
P12,809 total
includes taxes & fees
Aug 26 - Aug 27
The Morgan State House

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (481)
"Nice quaint out of the ordinary vacation experience. "
The price is P9,837
P10,988 total
includes taxes & fees
Aug 27 - Aug 28
Whistler's Inn Bed & Breakfast

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (420)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is P11,556
P12,677 total
includes taxes & fees
Aug 26 - Aug 27
Shaker Mill Inn

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (188)
"John is a most welcoming host! Always good to return to the Gardner Farm Inn. Beautiful outdoor garden and patio space and wonderful comfortable artistically decorated rooms. Highly recommend!"
The price is P8,938
P9,921 total
includes taxes & fees
Aug 28 - Aug 29
Gardner Farm Inn

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (91)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is P11,860
P13,284 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Silver Maple Farm

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (156)
"Wonderful cozy and warm feel. Property, location and service are all excellent."
Brook Farm Inn

Tanglewood Suites

2.5 star property
7.4 out of 10, Good, (18)
"Made a Friday night reservation for their 2BR suite in August. When we arrived at the location listed on Expedia, we found ourselves in a residential neighborhood with no "Tanglewood Suites" in sight. I had emailed in advance for clarification on the location but didn't get a reply. We called the place and the proprietor said there was no record of a reservation and that she never rents for one night only. We were left high and dry with no reasonably priced play to stay in the area. "
The price is P15,265
P15,265 total
includes taxes & fees
Aug 28 - Aug 29
Tanglewood Suites

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Brads and Lara both served a fabulous breakfast. So friendly and welcoming! The bed was very comfortable. Only complaint was that the cabinet, closet door needs to be greased with WD 40 please on the hinges! A terrible & loud screeching noise!"
The price is P13,024
P14,547 total
includes taxes & fees
Aug 27 - Aug 28
Wilder House Berkshires

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"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! "
33 Main

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is P14,174
P15,833 total
includes taxes & fees
Aug 20 - Aug 21
Granville House

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"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!! "
The price is P14,885
P15,733 total
includes taxes & fees
Aug 18 - Aug 19
Harbour House Inn

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

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
The price is P23,435
P28,350 total
includes taxes & fees
Aug 28 - Aug 29
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (26)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (69)
"Dahlia is great. Excellent accommodation. We walked to Tanglewood "
Eastgate Inn B&B
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 East Chatham Hotel Reviews

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, Hand Hollow Conservation Area and Meizinger Lake 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 & The Berkshires: 12.8 mi (20.6 km) from the downtown core. Enjoy the free full breakfast and unique décor. Chambery Inn: 9 rooms. 15.7 mi (25.2 km) from the heart of downtown. Enjoy the private yard and deli. Whistler's Inn Bed & Breakfast: 14 rooms. Located 12.8 mi (20.6 km) from the core of East Chatham. Enjoy the private yard and unique décor.
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, Hand Hollow Conservation Area and Meizinger Lake 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.