Stockbridge B&B: Find the Best Bed and Breakfast from CA $168

A nighttime view of a residential area with houses adorned with holiday lights.

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Our top choices for Stockbridge bed & breakfast

Suite, Private Bathroom (RedBird Suite) | View from room

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

Stockbridge

Philippe

CA $555 total

includes taxes & fees

Sep 28 - Sep 29

2. The Inn at Stockbridge

Stockbridge

Jodi

CA $615 total

includes taxes & fees

Sep 13 - Sep 14

3. Shaker Mill Inn

West Stockbridge

Mervin

CA $241 total

includes taxes & fees

Sep 9 - Sep 10

4. The Cornell Inn, Lenox & The Berkshires

Lenox

Edward

CA $318 total

includes taxes & fees

Sep 24 - Sep 25

5. Inn at Silver Maple Farm

East Chatham

Erdem

CA $216 total

includes taxes & fees

Sep 1 - Sep 2

Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

6. Granville House

Housatonic

Nicole

CA $427 total

includes taxes & fees

Sep 3 - Sep 4

7. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

CA $247 total

includes taxes & fees

Sep 13 - Sep 14

8. Devonfield Inn B&B

Lee

Richard

CA $604 total

includes taxes & fees

Sep 3 - Sep 4

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Top Stockbridge Hotel Reviews

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

8/10 Good

"The room was very quiet"

Vacation Village in the Berkshires

10/10 Excellent

"The vacation village was further out in the woods than I realized but appeared to be quite close to a couple of ski slopes. Joe at the front desk was very helpful, looking through the unreserved rooms to see if there was one that required fewer stairs, because there appeared to be many stairs for most of the units. Our room only required one flight of stairs and was excellent. We had basically a very clean, full apartment. A full-size refrigerator, dishwasher and a dining table for four were nice surprises. The room had a balcony overlooking woods so it felt somewhat more private and relaxing (although while driving through the village, I noticed that probably at least half the balconies is actually faced the road.) The bathroom was spacious enough for both of us to get ready for something at once. The bedroom had a very comfortable king size bed and a Jacuzzi tub for two. The whole village kind of spiraled around and down the mountain with the check-in up at the top, along with the indoor pool, outdoor pool, game room and other amenities. Our room was probably a quarter mile or more away from it so we didn't get to check it out on our overnight trip. We decided that if we ever get the opportunity to go again, we would definitely stay for longer."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"We had a fantastic stay at the Black Swan Inn in Lee, MA. Our room was incredibly clean, comfortable, and featured a beautiful view of the lake. Both check-in and check-out were completely hassle-free .A special shoutout goes to Carrie, the breakfast attendant! The breakfast area was exceptionally clean and well-stocked thanks to her hard work. Carrie was not only helpful, pleasant, and polite, but she also worked tirelessly to ensure all food items were fresh and fully available. Her excellent service truly made our mornings. We highly recommend this inn!"

Quality Inn Lee - Lenox South

8/10 Good

"Very nice and clean motel...better than I thought it would be, so we felt a lot better about staying there. We were a bit disappointed about the breakfast portion of the day so went out for brunch instead. The breakfast sandwiches weren't that great and not many tables to sit at. But overall, the rooms and bathrooms were very clean and modern."

Find out more about Stockbridge

Stockbridge B&B information

Number of reviews	2,114
Accommodation	38 B&B
Lowest Price	CA $168
Highest Price	CA $833

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 $168 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.

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The Berkshires Vacation Rentals

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Check prices for these dates

Our top choices for Stockbridge bed & breakfast

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

2. The Inn at Stockbridge

3. Shaker Mill Inn

4. The Cornell Inn, Lenox & The Berkshires

5. Inn at Silver Maple Farm

6. Granville House

7. Whistler's Inn Bed & Breakfast

8. Devonfield Inn B&B

9. Chambery Inn

10. Wilder House Berkshires

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

12. Blackberry River Inn

13. Locust Tree Bed and Breakfast LLC

14. Brook Farm Inn

15. Experience Timeless Elegance in The Edith Wharton Room!

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

17. Cozy Carriage House room with a double bed and private balcony

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

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

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

Top Stockbridge Hotel Reviews

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

Berkshire Mountain Lodge

Vacation Village in the Berkshires

Hotel On North

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

The Inn at Stockbridge

Holiday Inn Club Vacations Oak 'n Spruce Resort

Jiminy Peak Mountain Resort

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia

Find a Bed and Breakfast in Stockbridge from CA $168

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stockbridge bed & breakfast

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

2. The Inn at Stockbridge

3. Shaker Mill Inn

4. The Cornell Inn, Lenox & The Berkshires

5. Inn at Silver Maple Farm

6. Granville House

7. Whistler's Inn Bed & Breakfast

8. Devonfield Inn B&B

9. Chambery Inn

10. Wilder House Berkshires

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

12. Blackberry River Inn

13. Locust Tree Bed and Breakfast LLC

14. Brook Farm Inn

15. Experience Timeless Elegance in The Edith Wharton Room!

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

17. Cozy Carriage House room with a double bed and private balcony

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

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

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

Top Stockbridge Hotel Reviews

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

Find out more about Stockbridge

Stockbridge B&B information

Frequently asked questions

Explore a world of travel with Expedia