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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct
In one month
23 Oct - 25 Oct
In two months
20 Nov - 22 Nov

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, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
The price is AED 749
AED 839 total
includes taxes & fees
23 Sep - 24 Sep
Inn at Silver Maple Farm
Exterior

2. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Convenient location for Tanglewood and other Berkshire sights. Nice complimentary breakfast and arrival cocktail."
United States
Rosann
The price is AED 604
AED 693 total
includes taxes & fees
23 Sep - 24 Sep
The Cornell Inn, Lenox & The Berkshires
Garden

3. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (474 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 651
AED 714 total
includes taxes & fees
23 Sep - 24 Sep
Shaker Mill Inn
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, (157 reviews)
"Fun decor, friendly staff, great complimentary breakfast, directly on bike path."
United States
Susan
The price is AED 666
AED 744 total
includes taxes & fees
28 Sep - 29 Sep
The Trail in Adams - Berkshires’ Art Hotel
Property grounds

5. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (518 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is AED 542
AED 606 total
includes taxes & fees
23 Sep - 24 Sep
Whistler's Inn Bed & Breakfast
Property entrance

6. Olde Judge Mansion

Olde Judge Mansion
2.0 star property
Troy
8.8 out of 10, Excellent, (255 reviews)
"We love the woodwork that was never painted - BEAUTIFUL! Breakfast was a feast to behold - Delicious! Our hostess was delightful and gave us her best suggestion for dinner - glad we listened."
United States
EDNA
The price is AED 526
AED 584 total
includes taxes & fees
30 Sep - 1 Oct
Olde Judge Mansion
Property grounds

7. Gardner Farm Inn

Gardner Farm Inn
3.5 star property
Troy
10.0 out of 10, Exceptional, (219 reviews)
"John was a wonderful host and chef! Thoroughly enjoyed our time."
United States
Lynn
The price is AED 606
AED 673 total
includes taxes & fees
30 Sep - 1 Oct
Gardner Farm Inn
Front of property

8. 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 AED 942
AED 1,052 total
includes taxes & fees
1 Oct - 2 Oct
Chambery Inn
Interior

9. The Morgan State House

The Morgan State House
3.5 star property
Albany
9.2 out of 10, Wonderful, (562 reviews)
"Great place to stay"
United States
Michael
The price is AED 714
AED 771 total
includes taxes & fees
18 Oct - 19 Oct
The Morgan State House
3 bedrooms, bed sheets

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is AED 967
AED 1,266 total
includes taxes & fees
23 Sep - 24 Sep
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Front of property

11. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (106 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is AED 1,564
AED 1,834 total
includes taxes & fees
23 Sep - 24 Sep
The Inn at Stockbridge
Exterior

12. 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 AED 867
AED 916 total
includes taxes & fees
24 Sep - 25 Sep
Harbour House Inn
Front of property - evening/night

13. 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 AED 1,612
AED 1,801 total
includes taxes & fees
23 Sep - 24 Sep
Devonfield Inn B&B
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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is AED 1,897
AED 2,295 total
includes taxes & fees
12 Oct - 13 Oct
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
1 bedroom, WiFi, bed sheets

15. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AED 1,203
AED 1,572 total
includes taxes & fees
21 Oct - 22 Oct
Experience Timeless Elegance in The Edith Wharton Room!
Interior

16. 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 AED 2,642
AED 3,453 total
includes taxes & fees
23 Oct - 24 Oct
Cozy Carriage House room with a double bed and private balcony
Terrace/patio

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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AED 1,526
AED 1,992 total
includes taxes & fees
21 Oct - 22 Oct
Historic Susan B. Anthony Room - Cozy & Charming Stay
Interior

18. 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 AED 2,584
AED 3,374 total
includes taxes & fees
23 Oct - 24 Oct
Elegant Carriage House room with a queen bed and private patio.
Living area

19. Elegant suite with a king bed, fireplace, and kitchenette.

Elegant suite with a king bed, fireplace, and kitchenette.
Lenox
The price is AED 3,259
AED 4,260 total
includes taxes & fees
23 Oct - 24 Oct
Elegant suite with a king bed, fireplace, and kitchenette.
1 bedroom, bed sheets

20. 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 AED 1,614
AED 2,110 total
includes taxes & fees
28 Sep - 29 Sep
Experience Timeless Elegance in The Niles Johnson Room 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

Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

10/10 Excellent
"Everything was great"
Christopher 1-night trip
Posted 1 hour ago
Hyatt Place Albany/Downtown

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.

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