Default HTG hotel image

Search B&B in Stephentown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Stephentown bed & breakfast

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

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 P9,814
P10,991 total
includes taxes & fees
Dec 6 - Dec 7
Inn at Silver Maple Farm
A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is P9,240
P10,137 total
includes taxes & fees
Nov 16 - Nov 17
Shaker Mill Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

3. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,001 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is P10,834
P12,427 total
includes taxes & fees
Nov 16 - Nov 17
The Cornell Inn, Lenox & The Berkshires
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.

4. The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.2 out of 10, Wonderful, (159 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is P11,072
P12,368 total
includes taxes & fees
Nov 16 - Nov 17
The Trail in Adams - Berkshires’ Art Hotel
Front of property

5. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (110 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is P13,916
P16,322 total
includes taxes & fees
Nov 16 - Nov 17
The Inn at Stockbridge
A garden with a stone wall, various plants, and a small shed.

6. Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (225 reviews)
"We really enjoyed our stay. The host is very personable and the breakfast was delicious. The house is on a busy road but there is an accessible patch of woods."
United States
Karon
The price is P12,427
P13,793 total
includes taxes & fees
Nov 16 - Nov 17
Gardner Farm Inn
A historic building with a wooden door, two wreaths, and a sign that reads "Old Judge Mansion."

7. Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (258 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 P8,937
P9,920 total
includes taxes & fees
Nov 23 - Nov 24
Olde Judge Mansion
A two-story building with a sign reading "Chambéry Inn".

8. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (390 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 P13,420
P14,990 total
includes taxes & fees
Dec 15 - Dec 16
Chambery Inn
A two-story house with a brick entrance and a white facade.

9. 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
9.4 out of 10, Exceptional, (121 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is P24,338
P29,443 total
includes taxes & fees
Nov 29 - Nov 30
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A dining table with a view of trees and parked cars through a window with wooden shutters.

10. The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (570 reviews)
"Great place to stay"
United States
Michael
The price is P16,671
P18,004 total
includes taxes & fees
Nov 19 - Nov 20
The Morgan State House
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

11. 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 P23,515
P26,266 total
includes taxes & fees
Nov 16 - Nov 17
Devonfield Inn B&B
A large, two-story house with a front porch and a well-maintained garden with various flowers and shrubs.

12. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.8 out of 10, Exceptional, (58 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is P16,167
P17,089 total
includes taxes & fees
Nov 30 - Dec 1
Harbour House 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stephentown Hotel Reviews

Hilton Albany

Hilton Albany

10/10 Excellent
"Clean room and helpful staff!!"
Bruce 2-night trip
Posted 1 hour ago
Hilton Albany

Find out more about Stephentown

Stephentown B&B information

Number of reviews
1,561
Accommodation
26 B&B
Lowest Price
P9,920
Highest Price
P29,443

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: 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 downtown core. Enjoy the free full breakfast and unique décor. Inn at Silver Maple Farm: 11 rooms. 10 mi (16.1 km) from the heart of downtown. 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 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 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?
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.

Explore a world of travel with Expedia