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Compare 31 B&B in Stephentown with updated reviews, rates, and availability.

The Morgan State House
Outdoor dining
The Morgan State House
3.5 star property
9.2 out of 10, Wonderful, (447)
"Overall our stay, though only one night was great, from front desk experience to checkout. The place is lovely, clean and well kept. And the muffins were delish. We'd go back again."
The price is AED 524
AED 566 total
includes taxes & fees
30 Jun - 1 Jul
The Morgan State House
The Cornell Inn, Lenox
Exterior
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1002)
"The staff was very friendly and the breakfast was delicious. The outdoor areas were beautiful. The room was beautifully designed"
The price is AED 430
AED 500 total
includes taxes & fees
11 Jun - 12 Jun
The Cornell Inn, Lenox
Lakehouse Inn
Lake
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (156)
"The experience was great and the staff were personable, helpful and warm."
The price is AED 551
AED 640 total
includes taxes & fees
10 Jun - 11 Jun
Lakehouse Inn
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Brook Farm Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (136)
"This is a charming and very pleasant place to stay."
The price is AED 738
AED 825 total
includes taxes & fees
10 Jun - 11 Jun
Brook Farm Inn
Gardner Farm Inn
Room
Gardner Farm Inn
3.5 star property
10.0 out of 10, Exceptional, (143)
"John is a standout host. He genuinely cares about his guests’ comfort and has clearly invested a lot of time and effort on creating an attractive and inviting environment. The location is easily accessible to downtown Troy and the many things in the vicinity, but it’s removed enough to feature spacious grounds and a relaxed vibe. On top of all, he’s a good cook!"
The price is AED 607
AED 672 total
includes taxes & fees
13 Jun - 14 Jun
Gardner Farm Inn
Shaker Mill Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (386)
"Wonderful place to stay in western Massachusetts."
The price is AED 830
AED 910 total
includes taxes & fees
10 Jun - 11 Jun
Shaker Mill Inn
Inn at Silver Maple Farm
Front of property
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (68)
"Clean! Innkeepers were professional and accommodating. Great breakfasts!"
The price is AED 621
AED 670 total
includes taxes & fees
10 Jun - 11 Jun
Inn at Silver Maple Farm
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (356)
"Amazing place.."
The price is AED 915
AED 1,022 total
includes taxes & fees
10 Jun - 11 Jun
Chambery Inn
33 Main
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (63)
"I love the fact that it only had eight rooms they had happy hour from 5 to 6 PM so we are able to meet other people at the hotel. I love the rooms and the cleanliness and especially the breakfast they were amazing and delicious!! I would recommend this hotel highly!"
The price is AED 1,601
AED 1,789 total
includes taxes & fees
17 Jun - 18 Jun
33 Main
The Inn at Stockbridge
Exterior
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, (94)
"Fantastic!"
The Inn at Stockbridge
Whistler's Inn Bed & Breakfast
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, (434)
"quite and in a location that fit well with me, has a genuine unquietness "
The price is AED 625
AED 698 total
includes taxes & fees
10 Jun - 11 Jun
Whistler's Inn Bed & Breakfast
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, (105)
"nice comfortable and funky!"
The price is AED 803
AED 897 total
includes taxes & fees
10 Jun - 11 Jun
The Trail in Adams - Berkshires’ Art Hotel
Devonfield Inn B&B
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (106)
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is AED 1,208
AED 1,350 total
includes taxes & fees
11 Jun - 12 Jun
Devonfield Inn B&B
Olde Judge Mansion
Property entrance
Olde Judge Mansion
2.0 star property
8.6 out of 10, Excellent, (224)
"The beautiful house and the landlady"
The price is AED 458
AED 508 total
includes taxes & fees
17 Jun - 18 Jun
Olde Judge Mansion
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, (101)
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is AED 1,684
AED 2,037 total
includes taxes & fees
13 Jun - 14 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Inn at Kenmore Hall
Front of property
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, (25)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Inn at Kenmore Hall
Berkshire Mountain House
View from property
Berkshire Mountain House
3.0 star property
9.4 out of 10, Exceptional, (22)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House
Tanglewood Suites
Property grounds
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
Tanglewood Suites
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 AED 1,098
AED 1,403 total
includes taxes & fees
7 Jul - 8 Jul
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Bathroom
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 AED 1,098
AED 1,395 total
includes taxes & fees
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Don't see what you're looking for?
See all available properties in Stephentown
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.

Other property types in Stephentown

Private country home minutes from the Berkshires
Property grounds
Private country home minutes from the Berkshires
5.4 out of 10, (11)
"Do not stay here! I am an international traveler, backpacker, and am used to some rough accommodations, but this stay was truly awful. My friend and I booked the space for a weekend, despite reading the previous reviews, thinking it could not be that bad. The house was overwhelmingly musty, there was mold up into the windowsills, the carpeting felt damp to walk on, and least of all the beds were hard and uncomfortable. We left after one night. It felt like a health hazard to be there. Neither...
The price is AED 404
AED 745 total
includes taxes & fees
10 Jun - 11 Jun
Private country home minutes from the Berkshires
The entire Stephentown Hotel! 28 person occupancy
The entire Stephentown Hotel! 28 person occupancy
The entire Stephentown Hotel! 28 person occupancy
Jiminy Peak Mountain Resort
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (859)
"Great amenities and very clean property. Hot tub facilities and timings were also good. Just wished they had offered bath robes. "
The price is AED 537
AED 589 total
includes taxes & fees
13 Jun - 14 Jun
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 Stephentown?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re traveling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many travelers. When you want to explore some of the destination’s attractions, Zema’s Nursery is worth a visit.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to socialize with other guests, and delectable breakfasts, B&Bs provide a truly one-of-a-kind setting.
What's the best time of year to book my B&B in Stephentown?
When you’re dreaming of a trip to Stephentown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Stephentown are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Stephentown?
If you want to check out some popular attractions in Stephentown, you might enjoy a visit to Zema’s Nursery. Jiminy Peak Mountain Resort and Pittsfield State Forest are also some sites to visit if you want to see more of the area.
How can I get to and around Stephentown?
You can plan your excursions in and around Stephentown ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 10.3 mi (16.6 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 24.2 mi (38.9 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Stephentown hotels
Expedia verified reviews

Hilton Albany

Hilton Albany

5/5 Excellent
"Loved it"
A verified traveler stayed at Hilton Albany
Posted 1 day ago
Hilton Albany