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Check prices for these dates

Next weekend
3 Oct - 5 Oct
In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
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, (1005)
"We have stayed at the Cornell Inn in the past. Always a comfortable, convenient and friendly stay. The food, staff and accommodations are perfect."
The price is HK$993
HK$1,414 total
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (492)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
The price is HK$1,033
HK$1,154 total
includes taxes & fees
29 Sept - 30 Sept
Whistler's Inn Bed & Breakfast
Wilder House Berkshires
1 bedroom, premium bedding, individually decorated

Wilder House Berkshires

2.0 star property
9.8 out of 10, Exceptional, (35)
"Highly recommend this beautiful bed & breakfast! The room was wonderful and overlooked the property, the breakfast was delicious, and the hospitality was amazing. I had a fantastic stay, and will definitely stay at The Wilder House again when I'm in the area."
The price is HK$1,441
HK$1,610 total
includes taxes & fees
27 Oct - 28 Oct
Wilder House Berkshires
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (94)
"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 HK$1,626
HK$1,821 total
includes taxes & fees
30 Sept - 1 Oct
Inn at Silver Maple Farm
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (427)
"Very casual and easy check in and out; lovely and substantial breakfast"
The price is HK$1,393
HK$1,528 total
includes taxes & fees
1 Oct - 2 Oct
Shaker Mill Inn
Tanglewood Suites
1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
The price is HK$2,093
HK$2,093 total
includes taxes & fees
28 Sept - 29 Sept
Tanglewood Suites
Changing Times Boutique Country Lodging
Porch

Changing Times Boutique Country Lodging

3.5 star property
10.0 out of 10, Exceptional, (108)
"Great experience, looking forward to staying again."
The price is HK$1,361
HK$1,525 total
includes taxes & fees
6 Oct - 7 Oct
Changing Times Boutique Country Lodging
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (369)
"ease of late check in. Super comfortable room."
Chambery Inn
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, (160)
"Inn was gorgeous and staff exceptional!"
Brook Farm Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (282)
"Lovely location on a lake, quiet, simple, clean rooms, great breakfast included. "
The price is HK$1,294
HK$1,518 total
includes taxes & fees
2 Oct - 3 Oct
Lakehouse Inn
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (85)
"Beautiful place! Terri and Terry are the best!"
The price is HK$2,093
HK$2,338 total
includes taxes & fees
13 Oct - 14 Oct
Granville House
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 HK$2,408
HK$2,913 total
includes taxes & fees
14 Oct - 15 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Devonfield Inn B&B
Front of property – evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (129)
"The inn has an excellent location and amenities."
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
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
3 bedrooms, bed sheets

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

The price is HK$1,613
HK$2,324 total
includes taxes & fees
28 Oct - 29 Oct
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
33 Main
Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (71)
"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 HK$4,768
HK$5,325 total
includes taxes & fees
1 Oct - 2 Oct
33 Main
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
Berkshire Mountain House
Private kitchenette

Berkshire Mountain House

3.0 star property
9.6 out of 10, Exceptional, (27)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House
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 price is HK$3,077
HK$3,609 total
includes taxes & fees
28 Sept - 29 Sept
The Inn at Stockbridge
The Red Door B&B
Interior

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
The Red Door 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 Chatham Hotel Reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Staff is friendly and accommodating "
Karol 1-night trip
Posted 2 days ago
Best Western Plus Berkshire Hills Inn & Suites

Find out more about Chatham

Find out more about Chatham

Chatham B&B information

Number of reviews
2,837
Accommodation
39 B&B
Lowest Price
HK$1,154
Highest Price
HK$5,325

Frequently asked questions

Searching for B&Bs in Chatham?
Whether you're on a romantic holiday and want to stay somewhere quiet, or you're travelling solo and hoping to make some connections, a B&B might be the right choice for your trip. While you're enjoying your trip to Chatham, you might want to explore the theatre scene by watching a show at The Mac-Haydn Theatre.
Are you considering an apartment instead of a traditional hotel?
With attentive service, opportunities to meet other guests and delectable breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in Chatham?
Below are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 16 mi (25.7 km) from the heart of Chatham. Enjoy the free full breakfast and unique decor. Shaker Mill Inn: 9 rooms. 11.7 mi (18.8 km) from the city centre. Inn at Silver Maple Farm: 11 rooms. Situated 7.7 mi (12.4 km) from the heart of Chatham. Enjoy the free buffet breakfast and designer toiletries. Tanglewood Suites: 2 rooms. 15 mi (24.1 km) from the city centre. Brook Farm Inn: 15 rooms. Located 15.6 mi (25.1 km) from the core of Chatham. Enjoy the free cooked breakfast and outdoor pool.
When should I stay at a B&B in Chatham?
When you're dreaming of a escape to 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 Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Chatham?
If you want to see some popular attractions in Chatham, you might enjoy a visit to The Mac-Haydn Theatre. Art Omi International Arts Center - Fields Sculpture Park and Martin Van Buren National Historic Site are also some sites to visit if you want to see more of the area.
How can I get to and around Chatham?
Planning your excursions in and around Chatham is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.