Photo by Photo courtesy of Berkshire Visitors Bureau

Book The Berkshires Bed & Breakfast

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for The Berkshires bed & breakfast

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
$172 nightly
The price is $192
Dec 24 - Dec 25
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 28 - Dec 29
Total with taxes and fees
Chambery Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Jan 5 - Jan 6, 2026
Total with taxes and fees
Shaker Mill Inn

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
$224 nightly
The price is $250
Dec 29 - Dec 30
Total with taxes and fees
Granville House

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$171 nightly
The price is $191
Jan 16 - Jan 17, 2026
Total with taxes and fees
Lakehouse Inn

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, (143)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
$174 nightly
The price is $194
Dec 24 - Dec 25
Total with taxes and fees
The Trail in Adams - Berkshires’ Art Hotel

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 24 - Dec 25
Total with taxes and fees
Devonfield Inn B&B

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
$360 nightly
The price is $403
Jan 19 - Jan 20, 2026
Total with taxes and fees
33 Main

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (41)
"The place is lovely, room is cozy, and the bed is comfy"
United States
Mark
$151 nightly
The price is $169
Dec 30 - Dec 31
Total with taxes and fees
Wilder House Berkshires

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
$165 nightly
The price is $184
Dec 30 - Dec 31
Total with taxes and fees
Brook Farm Inn

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, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
$414 nightly
The price is $462
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
$310 nightly
The price is $354
Dec 24 - Dec 25
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
$575 nightly
The price is $631
Dec 26 - Dec 27
Total with taxes and fees
Inn at Kenmore Hall

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
$310 nightly
The price is $354
Dec 24 - Dec 25
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
$337 nightly
The price is $386
Jan 1 - Jan 2, 2026
Total with taxes and fees
Elegant Carriage House room with a queen bed and private patio.

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
$342 nightly
The price is $391
Dec 24 - Dec 25
Total with taxes and fees
Cozy Carriage House room with a double bed and private balcony

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
$361 nightly
The price is $413
Dec 24 - Dec 25
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace
Lenox
$487 nightly
The price is $544
Dec 24 - Dec 25
Total with taxes and fees
"Elegant Emily Dickinson Junior Suite with King Bed & Fireplace

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
$464 nightly
The price is $530
Jan 2 - Jan 3, 2026
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

The Berkshires B&B information

Number of reviews
2,443
Accommodation
34 B&B
Lowest Price
$116
Highest Price
$631

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in The Berkshires?
Prices for B&Bs in The Berkshires often vary, but you can find a great deal from $116 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at The Berkshires 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.
When is the best time to book a Bed & Breakfast in The Berkshires?
The best time to book a B&B in The Berkshires is during the vibrant summer months of June through August. This peak season attracts visitors who are eager to immerse themselves in the region's lush landscapes, artful towns, and numerous cultural festivals. With warm temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, it's an ideal period for outdoor activities such as hiking, biking, and exploring the many charming towns filled with galleries and local shops.

July stands out as the most popular month to visit, drawing crowds who flock to experience the famed Tanglewood Music Festival and other live performances that showcase the area's rich artistic heritage. The atmosphere is lively, making it a wonderful time for travelers seeking vibrant experiences and socializings.

For those who are budget-conscious, October presents an excellent opportunity to visit The Berkshires. During this time, the fall foliage transforms the landscape into a stunning tapestry of colors, offering picturesque views and scenic drives that are particularly appealing to nature lovers and photographers alike. The quieter ambiance of this shoulder season allows for a more relaxed exploration of the region's outdoor beauty and cultural offerings.
What is the difference between a The Berkshires Bed and Breakfast and a hotel?
Every The Berkshires 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 The Berkshires B&Bs.

Explore a world of travel with Expedia