Search B&B in Old Chatham

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Compare 33 B&B in Old Chatham with updated reviews, rates, and availability.

The Cornell Inn, Lenox

3.0 star property
8.8 out of 10, Excellent, (1042)
"We were greeted warmly upon arrival with hot beverages and brownies. There were bakery items available all during our stay, and the property features a quaint little bar with many offerings. The breakfast was served in a bright and very well-appointed room with a fireplace and the staff were very friendly and attentive. The food was very nicely presented and delicious. This is a wonderful bed and breakfast at a very affordable price. Will definitely return. "
The price is SAR 458
SAR 537 total
includes taxes & fees
3 Dec - 4 Dec
The Cornell Inn, Lenox

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (489)
"Great property in prime location. Highly recommend"
The price is SAR 497
SAR 536 total
includes taxes & fees
12 Dec - 13 Dec
The Morgan State House

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is SAR 571
SAR 669 total
includes taxes & fees
20 Dec - 21 Dec
Lakehouse Inn

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (400)
"Quaint "
The price is SAR 544
SAR 597 total
includes taxes & fees
3 Dec - 4 Dec
Shaker Mill Inn

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 605
SAR 675 total
includes taxes & fees
27 Nov - 28 Nov
Brook Farm Inn

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 713
SAR 797 total
includes taxes & fees
3 Dec - 4 Dec
Chambery Inn

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 SAR 1,314
SAR 1,467 total
includes taxes & fees
3 Dec - 4 Dec
33 Main

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (171)
"John was a most gracious host. The house is filled with treasures and good vibes. Clean, cozy, and authentic. Truly a great find!"
The price is SAR 657
SAR 729 total
includes taxes & fees
28 Nov - 29 Nov
Gardner Farm Inn

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...
The price is SAR 639
SAR 785 total
includes taxes & fees
9 Dec - 10 Dec
Whistler's Inn Bed & Breakfast

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (117)
"Arrived Friday to see a Tanglewood concert. Inn provided lovely afternoon cocktails and appetizers with piano music. Saturday hosts sponsored garden concert with local artists - really nice after morning hike to water fall and early afternoon golf. Yummy Morning breakfast each day. Central to Stonebridge and Lenox. Hosts very knowledgeable "
The price is SAR 1,085
SAR 1,212 total
includes taxes & fees
3 Dec - 4 Dec
Devonfield Inn B&B

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (79)
"Everything "
The price is SAR 597
SAR 645 total
includes taxes & fees
9 Dec - 10 Dec
Inn at Silver Maple Farm

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
5 Dec - 6 Dec
Granville House

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 822
SAR 822 total
includes taxes & fees
5 Dec - 6 Dec
Tanglewood Suites

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 2,084 total
includes taxes & fees
3 Dec - 4 Dec
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, (96)
"Well-run and elegant property. "
The Inn at Stockbridge

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 SAR 3,755
SAR 4,790 total
includes taxes & fees
27 Nov - 28 Nov
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 SAR 3,755
SAR 4,790 total
includes taxes & fees
27 Nov - 28 Nov
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! "
Inn at Kenmore Hall

Romantic Boutique Hotel / B&B - Deluxe Firespa Suite

10.0 out of 10, Exceptional, (4)
"The property was a converted parochial school The rooms were old class rooms. Very spacious and extremely comfortable. Lots to do in the area or like we did just relax . We would recommend the inn for a great summer getaway . Community theater is a big attraction although not open yet Enjoy"
The price is SAR 3,755
SAR 4,790 total
includes taxes & fees
28 Nov - 29 Nov
Romantic Boutique Hotel / B&B - Deluxe Firespa Suite
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 Old Chatham

Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library

9.6 out of 10, Exceptional, (84)
"This large home has many comfortable bedrooms, some very large suites. The kitchen is very well stocked. Our family had a wonderful stay. The pool was great, and a center of our enjoyment. Kids also enjoyed the game room."
Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1746)
"Property was beautiful, great staff "
The price is SAR 634
SAR 733 total
includes taxes & fees
2 Dec - 3 Dec
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is SAR 672
SAR 737 total
includes taxes & fees
30 Nov - 1 Dec
Jiminy Peak Mountain Resort
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 Old Chatham?
Whether you’re on a romantic trip and want to stay somewhere quiet and intimate, or you’re a solo traveler hoping to get some local recommendations, B&Bs can be a great choice for many travelers. When you want to venture out to explore Old Chatham, consider browsing the exhibits at Shaker Museum and Library.
Why consider a B&B versus a traditional hotel?
With attentive service, opportunities to meet guests from other places, and top-rated breakfasts, B&Bs provide a one-of-a-kind setting.
What are the best B&Bs in Old Chatham?
Here are some B&Bs in the surrounding area: The Cornell Inn, Lenox: 15.2 mi (24.5 km) from the heart of Old Chatham. Enjoy the free full breakfast and unique décor. Lakehouse Inn: 14 rooms. 17.3 mi (27.8 km) from the downtown core. Enjoy the free full breakfast and deli. The Morgan State House: 16 rooms. Situated 18.2 mi (29.2 km) from the heart of Old Chatham. Shaker Mill Inn: 9 rooms. 12.2 mi (19.7 km) from the heart of downtown.Brook Farm Inn: 15 rooms. Located 15.2 mi (24.5 km) from the core of Old Chatham. Enjoy the free cooked breakfast and outdoor pool.
When should I book my B&B in Old Chatham?
When you’re planning your stay in Old 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 Old Chatham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Old Chatham?
If you want to check out some popular attractions in Old Chatham, you might enjoy a visit to Shaker Museum and Library. You might also consider a trip to sites like Kinderhook Lake or Martin Van Buren National Historic Site if you have time to see more of the area.
How can I get to and around Old Chatham?
Mapping out your trip in and around Old Chatham is easy with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 12.7 mi (20.4 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 13.9 mi (22.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.