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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Compare 36 B&B in Stephentown with updated reviews, rates, and availability.

The Cornell Inn, Lenox & The Berkshires
Front of property

The Cornell Inn, Lenox & The Berkshires

3.5 star property
9.0 out of 10, Wonderful, (1002)
"We loved the Cornell Inn. The property is well maintained inside and out. The welcome drink and brownie were a nice touch. The welcome bottle of wine in our room was also a lovely gesture. The breakfast will not disappoint and was delicious. We highly recommend this Inn."
$164 nightly
The price is $183
Jun 23 - Jun 24
Total includes taxes and fees
The Cornell Inn, Lenox & The Berkshires
Tanglewood Suites
2 Bedrooms 1 Bath | 1 bedroom, premium bedding, iron/ironing board, free WiFi

Tanglewood Suites

2.5 star property
8.0 out of 10, Very Good, (15)
"The property is so lovely and peaceful. I love the classic mid-century modern aesthetic. For visitors to the National Shrine of Divine Mercy, the Inn’s location couldn’t be more perfect with only a 5-minute walk to the Shrine. "
$269 nightly
The price is $269
Jun 23 - Jun 24
Total includes taxes and fees
Tanglewood Suites
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (265)
"Really peaceful and serene property due to the lake. The house was clean and the staff were friendly. "
Lakehouse Inn
The Morgan State House
Terrace/patio

The Morgan State House

3.5 star property
9.2 out of 10, Wonderful, (511)
"We stayed in the 2nd property located @ 399 State St. Had a studio w/ kitchenette. Great location and walkable to a lot of stuff. I highly recommend this property."
$192 nightly
The price is $208
Jul 6 - Jul 7
Total includes taxes and fees
The Morgan State House
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (86)
"Everything about our stay in The Loft was wonderful! The hot breakfast each morning was incredible. The entire inn was very clean and well kept. We will definitely be back! "
$189 nightly
The price is $204
Jun 23 - Jun 24
Total includes taxes and fees
Inn at Silver Maple Farm
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (129)
"Stayed only one night Very cosy, quiet place "
$174 nightly
The price is $194
Jun 23 - Jun 24
Total includes taxes and fees
The Trail in Adams - Berkshires’ Art Hotel
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (412)
"Nice"
$139 nightly
The price is $153
Jun 24 - Jun 25
Total includes taxes and fees
Shaker Mill Inn
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (472)
"Great historic inn loaded with interesting common areas and furnishings."
$180 nightly
The price is $201
Jun 23 - Jun 24
Total includes taxes and fees
Whistler's Inn Bed & Breakfast
Gardner Farm Inn
Property grounds

Gardner Farm Inn

3.5 star property
10.0 out of 10, Exceptional, (178)
"Beautiful room! The owner was friendly and helpful. Our breakfast was delicious."
$175 nightly
The price is $194
Jun 23 - Jun 24
Total includes taxes and fees
Gardner Farm Inn
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (365)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
$250 nightly
The price is $279
Jun 23 - Jun 24
Total includes taxes and fees
Chambery Inn
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (126)
"Very enjoyable comfortable stay"
$289 nightly
The price is $323
Jun 24 - Jun 25
Total includes taxes and fees
Devonfield Inn B&B
Brook Farm Inn
Front of property

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (152)
"This is a charming and very pleasant place to stay."
$269 nightly
The price is $300
Jul 6 - Jul 7
Total includes taxes and fees
Brook Farm Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business center

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

4.5 star property
9.2 out of 10, Wonderful, (105)
"Great breakfast, friendly helpful staff, pretty yard, good location "
$372 nightly
The price is $416
Jun 23 - Jun 24
Total includes taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
33 Main
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

33 Main

4.0 star property
10.0 out of 10, Exceptional, (70)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
33 Main
Olde Judge Mansion
Property entrance

Olde Judge Mansion

2.0 star property
8.8 out of 10, Excellent, (239)
"The property provides a sense of home to guests, a different experience from a regular hotel. The building is fancy and well decorated. The service, especially breakfast is great. "
$143 nightly
The price is $159
Jul 20 - Jul 21
Total includes taxes and fees
Olde Judge Mansion
The Inn at Stockbridge
Exterior

The Inn at Stockbridge

4.0 star property
9.8 out of 10, Exceptional, (98)
"Well-run and elegant property. "
The Inn at Stockbridge
Inn at Kenmore Hall
Lobby

Inn at Kenmore Hall

3.0 star property
10.0 out of 10, Exceptional, (27)
"This is a beautiful property straight out of a magazine. Service was impeccable"
Inn at Kenmore Hall
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Nice place for a weekend away."
$241 nightly
The price is $255
Jul 23 - Jul 24
Total includes taxes and fees
Harbour House Inn
Eastgate Inn B&B
Porch

Eastgate Inn B&B

2.5 star property
9.2 out of 10, Wonderful, (68)
"Great host and enjoyable stay."
Eastgate Inn B&B
Berkshire Mountain House
Comfort Apartment, 1 Bedroom, Mountain View, Garden Area | Private kitchenette | Mini-fridge, paper towels

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (24)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House
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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Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Stephentown?
Prices for B&Bs in Stephentown often vary, but you can find a great deal from $153 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Stephentown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Stephentown B&B and a hotel?
Every Stephentown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Stephentown B&Bs.