Book Stockbridge Bed & Breakfast

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Stockbridge

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. "
$192 nightly
The price is $221
Aug 10 - Aug 11
Total includes taxes and fees
Braywood Inn
The Roost Bed and Breakfast
Signature Suite, 2 Queen Beds (The Garden Suite) | Pillowtop beds, desk, iron/ironing board, free cribs/infant beds

The Roost Bed and Breakfast

3.5 star property
9.6 out of 10, Exceptional, (96)
"It was fantastic, we really liked the place."
The Roost Bed and Breakfast
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
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

Microtel Inn & Suites by Wyndham Appleton

Microtel Inn & Suites by Wyndham Appleton

10/10 Excellent
"I had a late arrival from the airport, 10:30 was expected, but my plane was delayed over an hour and they contacted me to ensure I was ok, check-in was fast and room was waiting! My 3rd time at this hotel when flying using Appleton Airport! Always good! Breakfast not much but free with basics including waffle maker!"
Mark 1-night trip
Posted 18 hours ago
Microtel Inn & Suites by Wyndham Appleton

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 $221 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.