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Featured B&B in Stephentown and around

The Morgan State House
3.5 star property
9.2 out of 10, Wonderful, 443 reviews
"Love that this is a historic building; our room was actually a suite with small eat-in kitchen. Lots of restaurants within walking distance. "
The price is €142
per night
19 Jun - 20 Jun
The Morgan State House
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, 1,000 reviews
"Property was so cute! Only a 10 minute walk to downtown and the breakfast offered was delicious. Would recommend to friends who want to explore the Berkshires! "
The price is €127
per night
3 Jun - 4 Jun
The Cornell Inn, Lenox
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, 155 reviews
"They greeted us as soon as we checked in with apple cider and brownies. The room was super cute. Breakfast was delicious. The only negative was it could be noisy when people are walking in hallway. We will definitely stay again. "
The price is €143
per night
3 Jun - 4 Jun
Lakehouse Inn
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Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, 136 reviews
"This is a charming and very pleasant place to stay."
The price is €207
per night
2 Jun - 3 Jun
Brook Farm Inn
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, 385 reviews
"Quaint "
The price is €229
per night
3 Jun - 4 Jun
Shaker Mill Inn
Gardner Farm Inn
3.5 star property
10.0 out of 10, Exceptional, 143 reviews
"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 €179
per night
10 Jun - 11 Jun
Gardner Farm Inn
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, 68 reviews
"Clean! Innkeepers were professional and accommodating. Great breakfasts!"
The price is €168
per night
3 Jun - 4 Jun
Inn at Silver Maple Farm
Whistler's Inn Bed & Breakfast
3.5 star property
7.6 out of 10, Good, 433 reviews
"Gorgeous loved large home where you will feel at home. Lots of antiques, books. Grand piano. Hosts very welcoming. No air conditioning. Hot showers once hot water heater turned on. First night unfortunately cool shower. Dog friendly. Breakfast choice fine. So near to Lennox (easy walk downhill) and close to Tanglewood. Really comfortable beds. This is an old house built in 1867 and there are many ongoing minor repairs to do with walls. Highly recommend and looking forward to returning. "
The price is €224
per night
14 Jun - 15 Jun
Whistler's Inn Bed & Breakfast
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, 356 reviews
"Amazing place.."
The price is €256
per night
6 Jun - 7 Jun
Chambery Inn
33 Main
4.0 star property
10.0 out of 10, Exceptional, 63 reviews
"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 €399
per night
5 Jun - 6 Jun
33 Main
The Inn at Stockbridge
4.0 star property
9.6 out of 10, Exceptional, 94 reviews
"Fantastic!"
The Inn at Stockbridge
The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
8.8 out of 10, Excellent, 104 reviews
"It was clean and quiet good Breakfast "
The price is €226
per night
2 Jun - 3 Jun
The Trail in Adams - Berkshires’ Art Hotel
Olde Judge Mansion
2.0 star property
8.6 out of 10, Excellent, 224 reviews
"The beautiful house and the landlady"
Olde Judge Mansion
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, 106 reviews
"The classic character of the Inn is so beautiful and adds to the whole experience!"
The price is €350
per night
12 Jun - 13 Jun
Devonfield Inn B&B
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, 101 reviews
"The b&b was so beautiful and unique! The area was serene. The host was very sweet and accommodating."
The price is €494
per night
3 Jun - 4 Jun
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Inn at Kenmore Hall
3.0 star property
10.0 out of 10, Exceptional, 25 reviews
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
Inn at Kenmore Hall
Tanglewood Suites
2.5 star property
8.0 out of 10, Very good, 15 reviews
"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
9.8 out of 10, Exceptional, 10 reviews
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is €1,207
per night
3 Jun - 4 Jun
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 review
"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 €359
per night
16 Jun - 17 Jun
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Harbour House Inn
3.5 star property
9.4 out of 10, Exceptional, 48 reviews
"Decorations were beautiful, room and bed were so comfortable, hostess and food were wonderful. Brandi was thoughtful in every way possible. Can't go wrong choosing this place over a chain. Love it!"
The price is €241
per night
6 Jun - 7 Jun
Harbour House Inn
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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
5.4 out of 10, 11 reviews
"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 €188
per night
1 Jul - 2 Jul
Private country home minutes from the Berkshires
The entire Stephentown Hotel! 28 person occupancy
The entire Stephentown Hotel! 28 person occupancy
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, 858 reviews
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
The price is €161
per night
2 Jun - 3 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.

Stephentown B&B information

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Frequently asked questions

Searching for B&Bs in Stephentown?
Whether you’re on a romantic holiday and are looking to stay somewhere quiet, or you’re travelling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travellers. 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 a good option for your stay?
With attentive service, opportunities to meet other guests and of course a full breakfast, B&Bs offer a truly one-of-a-kind setting.
What are the best bed and breakfasts in Stephentown?
Here are some well-liked B&Bs in the surrounding area: The Cornell Inn, Lenox: 14.2 mi (22.8 km) from the city centre. Enjoy the free full breakfast and unique decor. Lakehouse Inn: 14 rooms. Situated 17.1 mi (27.6 km) from the heart of Stephentown. Enjoy the free full breakfast and snack bar/deli. Brook Farm Inn: 15 rooms. 14.9 mi (24 km) from the city centre. Enjoy the free cooked breakfast and outdoor pool. Shaker Mill Inn: 9 rooms. Located 15.2 mi (24.4 km) from the core of Stephentown.
What's the best time of year to book my B&B in Stephentown?
When you’re dreaming of a stay in Stephentown, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stephentown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Stephentown?
If you want to see 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?
Mapping out your trip in and around Stephentown is easy 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 a rental car for your journey.

Recent Reviews in Stephentown
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