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Bed and Breakfast in Stephentown

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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 Oct

Our top choices for Stephentown bed & breakfast

Aerial view

1. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
The price is NZ$379
includes taxes & fees
3 Sept - 4 Sept
Inn at Silver Maple Farm
Garden

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (465 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is NZ$345
includes taxes & fees
8 Sept - 9 Sept
Shaker Mill Inn
Exterior

3. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,004 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is NZ$334
includes taxes & fees
31 Aug - 1 Sept
The Cornell Inn, Lenox & The Berkshires
Terrace/patio

4. 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, (154 reviews)
"Great central location for travelers there to see the sights."
United States
Jenna
The price is NZ$380
includes taxes & fees
12 Aug - 13 Aug
The Trail in Adams - Berkshires’ Art Hotel
Property grounds

5. Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (215 reviews)
"This is the most beautiful Inn. I felt like I was in an art exhibit. John was very welcoming and breakfast was delicious."
United States
Joanna
The price is NZ$316
includes taxes & fees
7 Sept - 8 Sept
Gardner Farm Inn
Luxury Room, 1 King Bed, Bathtub

6. 33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (75 reviews)
"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."
United States
Tatyana
The price is NZ$1,218
includes taxes & fees
7 Sept - 8 Sept
33 Main
Property entrance

7. Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (250 reviews)
"My husband and I enjoyed our stay! We were in the area for the weekend for DMB's shows at SPAC- 30 min drive. Tina (owner/ host) was exceptional. She was extremely communicative. The property was clean and held its historic charm. Breakfast was fantastic and made to order. We felt safe with the security system in place. Off street parking provided. Tina was lovely and easy to talk to. She is very knowledgeable about the city of Troy and its history. This will be our new go to when we are in the...
United States
Megan
The price is NZ$270
includes taxes & fees
13 Aug - 14 Aug
Olde Judge Mansion
Property grounds

8. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (511 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is NZ$302
includes taxes & fees
1 Sept - 2 Sept
Whistler's Inn Bed & Breakfast
Interior

9. The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (557 reviews)
"very comfortable bed and pillows!"
United States
Mary
The price is NZ$372
includes taxes & fees
1 Sept - 2 Sept
The Morgan State House
Front of property

10. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (101 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
The price is NZ$786
includes taxes & fees
7 Sept - 8 Sept
The Inn at Stockbridge
Front of property

11. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (383 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is NZ$512
includes taxes & fees
16 Aug - 17 Aug
Chambery Inn
Front of property – evening/night

12. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is NZ$739
includes taxes & fees
3 Sept - 4 Sept
Devonfield Inn B&B
Exterior

13. Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (56 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is NZ$432
includes taxes & fees
26 Aug - 27 Aug
Harbour House Inn
Suite, Private Bathroom (RedBird Suite) | View from room

14. 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, (114 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is NZ$678
includes taxes & fees
7 Sept - 8 Sept
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Interior

15. 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 NZ$729
includes taxes & fees
9 Sept - 10 Sept
Elegant Carriage House room with a queen bed and private patio.
1 bedroom, bed sheets

16. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is NZ$925
includes taxes & fees
31 Aug - 1 Sept
Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
1 bedroom, bed sheets

17. "Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
The price is NZ$983
includes taxes & fees
26 Aug - 27 Aug
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Terrace/patio

18. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is NZ$787
includes taxes & fees
31 Aug - 1 Sept
Historic Susan B. Anthony Room - Cozy & Charming Stay
Interior

19. 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 NZ$754
includes taxes & fees
31 Aug - 1 Sept
Cozy Carriage House room with a double bed and private balcony
Fireplace

20. Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn

Experience Luxury in The Lady Cicely Grand Suite at The Cornell Inn
Lenox
The price is NZ$1,124
includes taxes & fees
25 Aug - 26 Aug
Experience Luxury in The Lady Cicely Grand Suite at The Cornell 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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"A clean pleasant place to stay"
Ken 4-night trip
Posted 4 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Stephentown

Stephentown B&B information

Number of reviews
3,539
Accommodation
36 B&B
Lowest Price
NZ$270
Highest Price
NZ$1,218

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. Chambery Inn: 9 rooms. 18.4 mi (29.7 km) from the city centre. Enjoy the private garden and snack bar/deli. The Trail in Adams - Berkshires' Art Hotel: 9 rooms. Located 14.8 mi (23.8 km) from the core of Stephentown. Enjoy the unique decor and patio area.
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 Pontoosuc Lake 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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