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B&B in Stockbridge

Our top choices for Stockbridge bed & breakfast

Braywood Inn
Casa Suite | 1 bedroom, Egyptian cotton sheets, premium bedding, pillowtop beds

Braywood Inn

4.0 star property
9.4 out of 10, Exceptional, (22)
"The room was very cleanly and looked very nice. We would definitely stay here again. "
$167 nightly
The price is $193
Aug 22 - Aug 23
Total with taxes and fees
Braywood 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 Stockbridge Hotel Reviews

Hampton Inn Appleton-Fox River Mall Area

Hampton Inn Appleton-Fox River Mall Area

10/10 Excellent
"Everything was clean. The employees, especially the front desk and the housekeeper on the 2nd floor was awesome. They were friendly, welcoming and helpful. I will recommend this place and stay here again."
Nibna 2-night trip
Posted 3 days ago
Hampton Inn Appleton-Fox River Mall Area

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Stockbridge?
Prices for B&Bs in Stockbridge often vary, but you can find a great deal from $193 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 vibrant summer months, particularly from June to August. This peak season attracts travelers seeking a blend of relaxation and adventure, as the picturesque town comes alive with outdoor activities and cultural events. With its charming scenery and proximity to the Berkshires, Stockbridge offers ample opportunities for hiking, art appreciation, and exploring local history.

July stands out as the highlight of the season, welcoming visitors who are eager to enjoy warm weather, with temperatures typically ranging from the mid-50s to the low 80s Fahrenheit. During this time, you can partake in outdoor concerts, scenic walks along the Housatonic River, and visits to the iconic Norman Rockwell Museum, all while soaking in the lush landscapes that define the region.

For those mindful of their budget, consider planning your trip in October. This month showcases the stunning fall foliage, creating a breathtaking backdrop for leisurely hikes and drives. Moreover, the cooler temperatures provide a comfortable setting for exploring local artisan shops and enjoying cozy meals at welcoming eateries.
What is the difference between a Stockbridge B&B 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.