Find a Bed and Breakfast in Stockbridge from CA $144

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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Stockbridge B&B

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, (1004)
"Lovely place. Excellent staff, Wonderful breakfast."
The price is CA $176
CA $250 total
includes taxes & fees
Sep 1 - Sep 2
The Cornell Inn, Lenox & The Berkshires
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (124)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is CA $226
CA $260 total
includes taxes & fees
Sep 2 - Sep 3
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (398)
"A positively delightful B&B in a beautiful town. "
The price is CA $144
CA $166 total
includes taxes & fees
Aug 12 - Aug 13
Locust Tree Bed and Breakfast LLC
Whistler's Inn Bed & Breakfast
Property grounds

Whistler's Inn Bed & Breakfast

3.5 star property
7.8 out of 10, Good, (480)
"Nice quaint out of the ordinary vacation experience. "
The price is CA $225
CA $251 total
includes taxes & fees
Aug 12 - Aug 13
Whistler's Inn Bed & Breakfast
Shaker Mill Inn
Garden

Shaker Mill Inn

2.5 star property
9.6 out of 10, Exceptional, (420)
"Nice stay"
The price is CA $237
CA $261 total
includes taxes & fees
Aug 12 - Aug 13
Shaker Mill Inn
Lakehouse Inn
Porch

Lakehouse Inn

4.0 star property
9.6 out of 10, Exceptional, (277)
"Great Views & Hospitality"
Lakehouse Inn
Inn at Silver Maple Farm
Aerial view

Inn at Silver Maple Farm

3.0 star property
9.8 out of 10, Exceptional, (91)
"What a wonderful one-night stay on the July 4th weekend. It’s a beautiful, comfortable inn with lovely hosts. Also in a great location, set back from a fairly busy country road with several good food options nearby, and charming villages and towns to tour. Highly recommend. "
The price is CA $288
CA $322 total
includes taxes & fees
Sep 2 - Sep 3
Inn at Silver Maple Farm
Brook Farm Inn
Loft, Private Bathroom (Skylight Loft)

Brook Farm Inn

3.5 star property
9.4 out of 10, Exceptional, (156)
"Maureen and her lovely staff operate a first class B&B. Thoughtful amenities and conveniences, clean and comfortable. Amazing home cooked breakfast, both plentiful and delicious. Thank you"
The price is CA $332
CA $371 total
includes taxes & fees
Sep 3 - Sep 4
Brook Farm Inn
Tanglewood Suites
2 Bedrooms 1 Bath

Tanglewood Suites

2.5 star property
7.4 out of 10, Good, (18)
"Made a Friday night reservation for their 2BR suite in August. When we arrived at the location listed on Expedia, we found ourselves in a residential neighborhood with no "Tanglewood Suites" in sight. I had emailed in advance for clarification on the location but didn't get a reply. We called the place and the proprietor said there was no record of a reservation and that she never rents for one night only. We were left high and dry with no reasonably priced play to stay in the area. "
The price is CA $370
CA $370 total
includes taxes & fees
Aug 12 - Aug 13
Tanglewood Suites
Wilder House Berkshires
Wilder House Berkshires Room 3

Wilder House Berkshires

2.0 star property
9.6 out of 10, Exceptional, (28)
"Always perfect! "
The price is CA $219
CA $245 total
includes taxes & fees
Sep 9 - Sep 10
Wilder House Berkshires
33 Main
Luxury Room, 1 King Bed, Bathtub

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
Granville House
Individually decorated, individually furnished, desk, laptop workspace

Granville House

3.0 star property
10.0 out of 10, Exceptional, (82)
"Phenomenal hospitality, eclectic decor, luxurious sleep - we have been raving about our stay and will definitely be back!"
The price is CA $343
CA $383 total
includes taxes & fees
Aug 12 - Aug 13
Granville House
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"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. "
The price is CA $310
CA $346 total
includes taxes & fees
Aug 12 - Aug 13
Chambery Inn
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (51)
"We had a wonderful stay! Brandi is a wonderful host, super friendly and full of helpful information! The afternoon cookies and morning breakfast were delicious! Will definitely stay again next time we’re in the area!! "
The price is CA $325
CA $344 total
includes taxes & fees
Sep 11 - Sep 12
Harbour House Inn
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Business centre

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 "
The price is CA $540
CA $653 total
includes taxes & fees
Aug 25 - Aug 26
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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
Berkshire Mountain House
Comfort Apartment, 1 Bedroom, Mountain View, Garden Area | Private kitchenette

Berkshire Mountain House

3.0 star property
9.4 out of 10, Exceptional, (26)
"GORGEOUS Scenery and NICE place to stay !"
Berkshire Mountain House
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
The price is CA $383
CA $427 total
includes taxes & fees
Sep 2 - Sep 3
Devonfield Inn B&B
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
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
3 bedrooms, bed sheets

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

The price is CA $285
CA $419 total
includes taxes & fees
Sep 1 - Sep 2
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
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 Stockbridge Hotel Reviews

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"A"
Carolyn 1-night trip
Posted 15 hours ago
The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are the most popular Stockbridge Bed and Breakfasts?
The Stockbridge Country Inn is a lovely choice for travellers seeking a cozy and friendly space, boasting an excellent 9.2 rating. Nestled close to the scenic Norman Rockwell Museum and Chesterwood, this charming B&B offers a delightful breakfast that guests rave about. The owner's attentive service enhances the experience, and the beautifully decorated rooms provide a great retreat after a day of exploring. For those who appreciate outdoor adventures, the inn features onsite hiking and biking opportunities, complemented by breathtaking mountain views.

For those who enjoy a bit of luxury in their travels, Tanglewood Suites comes highly recommended with an 8.0 rating. Set against a stunning mountainous backdrop, this property is great for couples or solo travellers looking for a peaceful getaway. The spacious suites offer comfort and modern amenities, while the well-maintained grounds provide a serene environment to unwind. Guests frequently highlight the exceptional service, making it an excellent choice for anyone wanting a stress-free stay.
What is the nightly rate for a B&B in Stockbridge?
Prices for B&Bs in Stockbridge often vary, but you can find a great deal from CA $144 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Stockbridge 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 Stockbridge?
The most popular time to book a B&B in Stockbridge is during the summer months, particularly July. This vibrant period sees an influx of visitors eager to enjoy the enchanting Berkshires, where outdoor activities such as hiking, swimming, and exploring art galleries flourish. The warm weather, with average temperatures in the high teens to low twenties Celsius, creates a great backdrop for leisurely strolls through the charming town and its surrounding natural beauty.

From June to September, Stockbridge thrives as tourists flock to experience its cultural festivals and outdoor concerts. July, being the peak of this season, offers a lively atmosphere, with lots of fellow travellers sharing in the joys of summer activities and local events.

For those looking to save a bit while still enjoying the area's charm, consider visiting in January. This quieter month offers a unique opportunity to experience the tranquillity of Stockbridge, where you can enjoy winter sports and cosy indoor activities without the bustling crowds.
What is the difference between a Stockbridge Bed & Breakfast and a hotel?
Every Stockbridge 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 Stockbridge B&Bs.