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Check prices for these dates

Next weekend
3 July - 5 July
In two weeks
10 July - 12 July
In one month
24 July - 26 July
In two months
21 Aug - 23 Aug

Our top choices for Stephentown bed & breakfast

Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AU$270
includes taxes & fees
1 July - 2 July
Shaker Mill Inn
Property entrance

Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (247 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 AU$209
includes taxes & fees
26 June - 27 June
Olde Judge Mansion
Property grounds

Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (209 reviews)
"The house was beautiful, the breakfast was delicious, and John was a kind and gracious host. It was like staying with an old friend. Highly recommend."
United States
Karen
The price is AU$235
includes taxes & fees
30 June - 1 July
Gardner Farm Inn
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (108 reviews)
"Very nice hotel."
United States
Erdem
The price is AU$286
includes taxes & fees
7 July - 8 July
Inn at Silver Maple Farm
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, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is AU$315
includes taxes & fees
29 June - 30 June
The Trail in Adams - Berkshires’ Art Hotel
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is AU$338
includes taxes & fees
25 June - 26 June
The Cornell Inn, Lenox & The Berkshires
Interior

The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (548 reviews)
"Beautiful brownstone with welcoming staff/owners. My accommodation was in the condo nearby with a beauty bedroom, sitting area and small kitchen. Great location with easy access to the State Capitol and nearby restaurants. Across from the park too, which is lovely. This is a great place to stay in Albany."
United States
Claire B
The price is AU$252
includes taxes & fees
5 July - 6 July
The Morgan State House
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is AU$319
includes taxes & fees
25 June - 26 June
Whistler's Inn Bed & Breakfast
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is AU$674
includes taxes & fees
29 June - 30 June
Inn at Kenmore Hall
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (380 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is AU$431
includes taxes & fees
29 June - 30 June
Chambery Inn
Suite, Private Bathroom (RedBird Suite) | 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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AU$571
includes taxes & fees
7 July - 8 July
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is AU$605
includes taxes & fees
25 June - 26 June
The Inn at Stockbridge
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is AU$685
includes taxes & fees
15 July - 16 July
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub

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 AU$1,093
includes taxes & fees
23 July - 24 July
33 Main
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AU$690
includes taxes & fees
20 July - 21 July
Historic Susan B. Anthony Room - Cozy & Charming Stay
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is AU$349
includes taxes & fees
1 July - 2 July
Harbour House Inn
1 bedroom, WiFi, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AU$604
includes taxes & fees
29 June - 30 June
Experience Timeless Elegance in The Edith Wharton Room!
Interior

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is AU$662
includes taxes & fees
29 June - 30 June
Cozy Carriage House room with a double bed and private balcony
Interior

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is AU$703
includes taxes & fees
6 July - 7 July
Elegant Carriage House room with a queen bed and private patio.
Shower, towels

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AU$604
includes taxes & fees
29 June - 30 June
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
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 Red Lion Inn

The Red Lion Inn

10/10 Excellent
"As always a wonderful place to stay in the Berkshires. Outstanding hospitality and warm welcomes."
John 2-night trip
Posted 4 hours ago
The Red Lion Inn

Find out more about Stephentown

Stephentown B&B information

Number of reviews
3,469
Accommodation
36 B&B
Lowest Price
AU$209
Highest Price
AU$1,093

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 attractions in town, Zema's Nursery and Taconic Ridge State Forest are worth a stop.
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 area: Berkshire Mountain House: 7 rooms. 2.4 mi (3.9 km) from the heart of Stephentown. Enjoy the free buffet breakfast and rooftop terrace. The Cornell Inn, Lenox & The Berkshires: 14.2 mi (22.8 km) from the city centre. Enjoy the free full breakfast and unique decor. Shaker Mill Inn: 9 rooms. Situated 15.2 mi (24.4 km) from the heart of Stephentown. Chambery Inn: 9 rooms. Located 18.4 mi (29.7 km) from the core of Stephentown. Enjoy the private garden and snack bar/deli.
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?
When you want to see 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?
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.

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