Photo by Elizabeth Massa Peroulakis

Search B&B in Monterey

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 29 B&B in Monterey with updated reviews, rates, and availability.

Other property types in Monterey

Peace and quiet on the lake
Exterior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (187)
"Cute & clean house, awesome location right on the water, great for swimming/fishing/kayaking plus super close to the store for any supplies. Thanks again!"
Peace and quiet on the lake
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (195)
"We’ve stayed at the cabin with our dog four times and always enjoy our peaceful stay. It’s cozy, clean and private. Also, the Sherwood Shoppe - just down the road - is a wonderful place for breakfast, homemade chili and much more."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (8)
"I really loved my stay at this beautiful property surrounded by nature and peacefulness in the Berkshire mountains. The owners were great too with communication and making things easy for check in and check out. Highly recommend this place!"
Pristine Home In Becket Woods
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.

Frequently asked questions

Searching for B&Bs in Monterey?
If you’re looking for something a little quirkier than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. If your ideal vacation to Monterey includes spending lots of time outside, Beartown State Forest and Bidwell House Museum are good spots to enjoy the scenery.
Why choose B&Bs instead of traditional hotels?
Every B&B has its own unique feel. Whether it’s a cozy reading space or a sunlit breakfast nook, the small details are what make bed and breakfasts a home away from home.
When should I book my B&B in Monterey?
When you’re planning your stay in Monterey, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Monterey?
Spend some time exploring Beartown State Forest and Bidwell House Museum if you’re hoping to see some of the area’s natural features. Ski Butternut and Goose Pond Reservation are also some sites to visit if you want to see more of the area.
How can I get to and around Monterey?
You can plan your excursions in and around Monterey ahead of time with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 17.5 mi (28.1 km) from the city center. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 25.3 mi (40.7 km) away. If you’d like to explore around the area, you may want a rental car for your journey.

Recent reviews of Monterey hotels
Expedia verified reviews

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

5/5 Excellent
Comfortable affordable Pittsfield Motel
"Hot breakfast was very well prepared and even though they didn’t have any non-pork meat products they did have a nice flavorful egg patty, which was OK. It was conveniently located to where I need to be and the staff was very friendly"
A verified traveler stayed at Best Western Plus Berkshire Hills Inn & Suites
Posted 1 day ago
Best Western Plus Berkshire Hills Inn & Suites