Search B&B in Stephentown

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 26 B&B in Stephentown with updated reviews, rates, and availability.

The Cornell Inn, Lenox & The Berkshires

3.0 star property
9.0 out of 10, Wonderful, (1002)
"We had a wonderful wknd in Lenox. The Cornell Inn was very accommodating and everyone was extremely friendly, welcoming and helpful. We had emailed beforehand about dietary restrictions and they were helpful and gave great recommendations for places that could accommodate us. Their breakfasts are excellent and filling. That starts your day off so nicely. The rooms were comfortable and roomy. Although the room was a bit dated -it was cozy and suited us perfectly. It was a great location...
The price is NT$4,029
NT$5,772 total
includes taxes & fees
Apr 28 - Apr 29
The Cornell Inn, Lenox & The Berkshires

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (255)
"We had a great stay at The Lakehouse Inn. Upon arrival we were greeted with a beverage and brownies. Our room was lovely, the new gas fireplace was a bonus. And the breakfast was out of this world! Service was fantastic from everyone involved, especially our breakfast server Kathleen. We would definitely recommend a stay here."
Lakehouse Inn

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (506)
"Oh what a treat! This is a stately old brown stone with high ceilings and gorgeous woodwork. Our room had a bay window overlooking the park across the street. The sun streamed through beveled glass all day. French doors led to a huge bathroom with separate vanities. Staff was helpful and friendly—— helped us fix an iPhone issue so we didn’t have to go to the Apple Store. Breakfast was varied and plentiful and we had continuous access to most of the offerings throughout the day. "
The price is NT$6,797
NT$7,341 total
includes taxes & fees
Apr 28 - Apr 29
The Morgan State House

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (409)
"Beautiful room, very clean. breakfast was not what i was expecting, walk way from parking lot covered with ice and snow, very dangerous to walk, needs to be cleaned or at least put some salt on the ground. other then that everything was excellent. will stay again"
The price is NT$4,716
NT$5,173 total
includes taxes & fees
Apr 30 - May 1
Shaker Mill Inn

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is NT$7,805
NT$8,718 total
includes taxes & fees
May 2 - May 3
Chambery Inn

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (128)
"The Trail in Adams offered me exactly what I needed: a quiet and convenient place prepare for a day in the woods the next day. Very convenient walking to nearby restaurants, right in the middle of Adams. There was a snowstorm that night, and the walks were shoveled several times that evening and the next morning. "
The price is NT$5,651
NT$6,312 total
includes taxes & fees
Apr 28 - Apr 29
The Trail in Adams - Berkshires’ Art Hotel

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! "
The price is NT$12,758
NT$14,251 total
includes taxes & fees
Apr 28 - Apr 29
33 Main

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (151)
"Loves that they had en EV charger for me to charge while we were “home”. Beautiful location and house. Welcoming hospitality that was very refreshing. Thank you. "
The price is NT$6,905
NT$7,713 total
includes taxes & fees
Apr 27 - Apr 28
Brook Farm Inn

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (124)
"Very enjoyable comfortable stay"
The price is NT$8,098
NT$9,045 total
includes taxes & fees
Apr 27 - Apr 28
Devonfield Inn B&B

Olde Judge Mansion

2.0 star property
8.6 out of 10, Excellent, (235)
"The place is gorgeous inside, lots of woodwork that is very well taken care of, Tina(the owner) is a pleasure, always helpful, vast knowledge of the area, the place is true gem."
The price is NT$4,958
NT$5,503 total
includes taxes & fees
Apr 28 - Apr 29
Olde Judge Mansion

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 NT$5,321
NT$6,562 total
includes taxes & fees
May 15 - May 16
Whistler's Inn Bed & Breakfast

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 NT$13,800
NT$16,694 total
includes taxes & fees
Apr 27 - Apr 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (85)
"Here’s the review translated into English: ⭐⭐⭐⭐⭐ (5 stars – if there were 8, we’d give 8!) We had an unforgettable stay at the Maple Farm Hotel! The accommodation is decorated with incredible attention to detail and taste – the warm wood, stylish furniture, and countless charming little touches create a beautiful, natural atmosphere. In the mornings, we were awakened by the cheerful chirping of birds, which was simply magical. We especially loved the cozy hours by the fireplace and the...
The price is NT$4,846
NT$5,233 total
includes taxes & fees
Apr 27 - Apr 28
Inn at Silver Maple Farm

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (176)
"My daughter and I were in town for one night to tour RPI. We certainly chose well with our overnight accommodations. Although the house is quaint, extra clean, and decorated perfectly, the star of our stay was the innkeeper, John. From the moment we walked in, it was like seeing an old friend. John was friendly, kind and took excellent care of us. His hospitality made us want to come back again....very soon. "
The price is NT$5,691
NT$6,317 total
includes taxes & fees
Apr 29 - Apr 30
Gardner Farm Inn

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"We we were in the Out of Africa room, set apart in a complex of 4 suites in a unit apart from the Inn itself. The room was uniquely created to feel like an escape to Africa, and heated by a lovely gas fireplace. The breakfast both mornings, delicious. A perfect getaway!"
The Inn at Stockbridge

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 NT$7,122
NT$7,122 total
includes taxes & fees
Apr 30 - May 1
Tanglewood Suites

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! "
The price is NT$13,821
NT$15,162 total
includes taxes & fees
Apr 30 - May 1
Inn at Kenmore Hall

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is NT$8,927
NT$9,436 total
includes taxes & fees
Apr 28 - Apr 29
Harbour House Inn

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B

The Red Door B&B

3.0 star property
10.0 out of 10, Exceptional, (5)
"We loved staying at this b&b. The owners were very accommodating, kind and helpful. Because of the pandemic, they only took us for the weekend. The breakfasts were above and beyond our expectations, simply fantastic. We highly recommend this beautiful place and we will be back for sure. "
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.
Don't see what you're looking for?
See all available properties in Stephentown
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Stephentown

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1799)
"What a beautiful place. Could not be more beautiful and we are so satisfied. We will be back!"
The price is NT$3,566
NT$4,269 total
includes taxes & fees
May 7 - May 8
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (928)
"Staff was exceptionally helpful and friendly."
The price is NT$4,361
NT$4,871 total
includes taxes & fees
Apr 27 - Apr 28
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is NT$7,293
NT$8,146 total
includes taxes & fees
May 9 - May 10
The Ponds at Foxhollow
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 attractions in town, Zema’s Nursery and Taconic Ridge State Forest are worth a stop.
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 are the best bed and breakfasts in Stephentown?
Here are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 14.2 mi (22.8 km) from the heart of Stephentown. Enjoy the free full breakfast and unique décor. Chambery Inn: 9 rooms. Situated 18.4 mi (29.7 km) from the heart of Stephentown. Enjoy the private yard and deli. Lakehouse Inn: 14 rooms. 17.1 mi (27.6 km) from the heart of downtown. Enjoy the free full breakfast and deli. 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 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?
When you want to check out some attractions in town, you might consider a visit to Zema’s Nursery and Taconic Ridge State Forest. Jiminy Peak Mountain Resort and Mount Lebanon Shaker Village 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.