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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Stephentown bed & breakfast

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

1. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is S$249
includes taxes & fees
8 Nov - 9 Nov
Inn at Silver Maple Farm
A snow-covered outdoor area with a patio, seating, and a covered dining area.

2. 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)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is S$225
includes taxes & fees
28 Oct - 29 Oct
The Cornell Inn, Lenox & The Berkshires
A red building with a sign reading "Shaker Mill Inn."

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
The price is S$183
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A garden with a stone wall, various plants, and a small shed.

4. Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (222 reviews)
"John was an excellent host. The breakfasts were great. Would stay again."
United States
Kenneth
The price is S$237
includes taxes & fees
19 Oct - 20 Oct
Gardner Farm Inn
A wooden cabin interior with a dining area featuring two white chairs, a table with a coffee pot and a cup, and a view into the kitchen through an open doorway.

5. 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, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is S$248
includes taxes & fees
1 Nov - 2 Nov
The Trail in Adams - Berkshires’ Art Hotel
A historic building with a wooden door, two wreaths, and a sign that reads "Old Judge Mansion."

6. Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (256 reviews)
"The facility was unique and the owner very helpful and friendly. She provided a great breakfast! My only concern was the sketchy looking neighborhood with teenagers (?) running and yelling on the corner. It was quiet past 10 pm and my car was safe in the parking lot."
United States
Sallie
The price is S$179
includes taxes & fees
26 Oct - 27 Oct
Olde Judge Mansion
A garden with a white gazebo, a brick pathway, and various plants and flowers.

7. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (519 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is S$253
includes taxes & fees
15 Oct - 16 Oct
Whistler's Inn Bed & Breakfast
A dining table with a view of trees and parked cars through a window with wooden shutters.

8. The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (563 reviews)
"Great place to stay"
United States
Michael
The price is S$389
includes taxes & fees
20 Oct - 21 Oct
The Morgan State House
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

9. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveller
The price is S$358
includes taxes & fees
26 Oct - 27 Oct
The Red Door B&B
Front of property

10. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is S$548
includes taxes & fees
1 Nov - 2 Nov
The Inn at Stockbridge
A large, two-story building with a symmetrical facade, multiple windows, and a central entrance with a covered porch.

11. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.6 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is S$343
includes taxes & fees
28 Oct - 29 Oct
Harbour House Inn
A two-story building with a sign reading "Chambéry Inn".

12. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is S$344
includes taxes & fees
12 Nov - 13 Nov
Chambery Inn
A two-story house with a brick entrance and a white facade.

13. 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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is S$579
includes taxes & fees
14 Nov - 15 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A large, two-story house with a well-maintained lawn and a fence.

14. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is S$528
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn 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.
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Top Stephentown Hotel Reviews

Hilton Albany

Hilton Albany

10/10 Excellent
"Everything was great & Will be back"
Salaam 1-night trip
Posted 4 hours ago
Hilton Albany

Find out more about Stephentown

Stephentown B&B information

Number of reviews
3,374
Accommodation
26 B&B
Lowest Price
S$179
Highest Price
S$579

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. Inn at Silver Maple Farm: 11 rooms. 10 mi (16.1 km) from the city centre. Enjoy the free buffet breakfast and designer toiletries. 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?
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 Hancock 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?
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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