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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured B&B in East Chatham

The Cornell Inn, Lenox & The Berkshires
Front of property

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 S$234
includes taxes & fees
1 Sept - 2 Sept
The Cornell Inn, Lenox & The Berkshires
The Morgan State House
Terrace/patio

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 S$267
includes taxes & fees
24 Aug - 25 Aug
The Morgan State House
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (480)
"Nice quaint out of the ordinary vacation experience. "
The price is S$235
includes taxes & fees
25 Aug - 26 Aug
Whistler's Inn Bed & Breakfast
Shaker Mill Inn
Garden

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 S$253
includes taxes & fees
19 Aug - 20 Aug
Shaker Mill Inn
Gardner Farm Inn
Property grounds

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 S$205
includes taxes & fees
28 Aug - 29 Aug
Gardner Farm Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn
Inn at Silver Maple Farm
Aerial view

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 S$301
includes taxes & fees
2 Sept - 3 Sept
Inn at Silver Maple Farm
Brook Farm Inn
1 bedroom, premium bedding, iron/ironing board, rollaway beds

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
1 bedroom, premium bedding, iron/ironing board, free WiFi

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 S$346
includes taxes & fees
25 Aug - 26 Aug
Tanglewood Suites
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (29)
"Always perfect! "
The price is S$229
includes taxes & fees
9 Sept - 10 Sept
Wilder House Berkshires
33 Main
Premium bedding, individually decorated, iron/ironing board, free WiFi

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
Individually decorated, individually furnished, desk, laptop workspace

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 S$358
includes taxes & fees
25 Aug - 26 Aug
Granville House
Chambery Inn
Front of property

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
Exterior

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 S$321
includes taxes & fees
14 Aug - 15 Aug
Harbour House Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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 S$610
includes taxes & fees
25 Aug - 26 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Inn at Stockbridge
Exterior

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
Private kitchenette

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
Front of property – evening/night

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
Lobby

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
Porch

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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Staff is helpful and friendly!"
Saranee 28-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Frequently asked questions

Searching for B&Bs in East Chatham?
Whether you're on a romantic trip and want to stay somewhere quiet and intimate, or you're a solo traveller hoping to get some tips from locals, B&Bs can be a great choice for many travellers. When you want to explore some attractions in town, Hand Hollow Conservation Area and Meizinger Lake are worth a stop.
Are you considering apartments over traditional hotel rooms?
Every B&B has a unique charm — whether it's a comfy common area with a fireplace or a sunlit breakfast nook, the little 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 city centre. Enjoy the free full breakfast and unique decor. Chambery Inn: 9 rooms. 15.7 mi (25.2 km) from the city centre. Enjoy the private garden and snack bar/deli. Whistler's Inn Bed & Breakfast: 14 rooms. Located 12.8 mi (20.6 km) from the core of East Chatham. Enjoy the private garden and unique decor.
When should I book my B&B in East Chatham?
When you're planning your escape to East Chatham, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in East Chatham are January, March, February and November, with each month seeing an average of 18 cm 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 could visit Hand Hollow State Forest if you have time to see more of the area.
How can I get to and around East Chatham?
You can plan your excursions in and around East Chatham ahead of time 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. You can also search for flights into 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 to rent a car for your trip.