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Check prices for these dates

Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8
In one month
Mar 20 - Mar 22
In two months
Apr 17 - Apr 19

Our top choices for Stephentown bed & breakfast

Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is P10,075
P11,254 total
includes taxes & fees
Feb 23 - Feb 24
The Trail in Adams - Berkshires’ Art Hotel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
The price is P6,035
P6,620 total
includes taxes & fees
Mar 2 - Mar 3
Shaker Mill Inn
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Great place, great hosts, lovely experience. Would go back 100x. "
United States
Jared
The price is P14,711
P15,550 total
includes taxes & fees
Feb 23 - Feb 24
Harbour House Inn
Porch

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (292 reviews)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is P8,350
P9,793 total
includes taxes & fees
Feb 27 - Feb 28
Lakehouse Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Well-run and elegant property. "
United States
Steven
The price is P13,847
P16,241 total
includes taxes & fees
Feb 22 - Feb 23
The Inn at Stockbridge
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (375 reviews)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Living room

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (136 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Exterior

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is P23,774
P26,556 total
includes taxes & fees
Feb 25 - Feb 26
33 Main
Lobby sitting area

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (101 reviews)
"Great property, very comfortable, incredible staff, easy access to skiing in the area!"
United States
Dominick
The price is P8,060
P9,027 total
includes taxes & fees
Mar 3 - Mar 4
Inn at Silver Maple Farm
View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is P17,945
P21,709 total
includes taxes & fees
Mar 3 - Mar 4
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is P33,342
P36,576 total
includes taxes & fees
Feb 20 - Feb 21
Inn at Kenmore Hall
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is P7,744
P8,910 total
includes taxes & fees
Feb 18 - Feb 19
The Cornell Inn, Lenox & The Berkshires
Property entrance

Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (246 reviews)
"Breakfast was fabulous! The Mansion is cozy and owner Tina so helpful and knowledgeable. I really enjoyed my stay. The place is a gem."
United States
Joan
The price is P8,839
P9,812 total
includes taxes & fees
Mar 7 - Mar 8
Olde Judge Mansion
Property grounds

Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (201 reviews)
"Everything was excellent including the host"
United States
Lucas
The price is P9,133
P10,137 total
includes taxes & fees
Feb 18 - Feb 19
Gardner Farm Inn
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 Stephentown Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Pool and hot tub are terrific, great breakfast spread, convenient location, super comfortable mattress. Clean."
Emma 1-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Stephentown

Stephentown B&B information

Number of reviews
2,758
Accommodation
27 B&B
Lowest Price
P6,620
Highest Price
P36,576

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. Lakehouse Inn: 14 rooms. Situated 17.1 mi (27.6 km) from the heart of Stephentown. Enjoy the free full breakfast and deli. Brook Farm Inn: 15 rooms. 14.9 mi (24 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. Chambery Inn: 9 rooms. Located 18.4 mi (29.7 km) from the core of Stephentown. Enjoy the private yard and deli.
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 Mountain Coaster 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.

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