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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

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

18th century Berkshires farmhouse on 12 acres, impeccably updated.
Exterior

18th century Berkshires farmhouse on 12 acres, impeccably updated.

18th century Berkshires farmhouse on 12 acres, impeccably updated.
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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Other property types in Monterey

The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow by Capital Vacations
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 837 total
includes taxes & fees
6 Feb - 7 Feb
Berkshire Village Carriage House - Super Private!!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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.
What are the best bed and breakfasts in Monterey?
Below are some well-liked B&Bs in the area: The Cornell Inn, Lenox: 13.4 mi (21.6 km) from the heart of Monterey. Enjoy the free full breakfast and unique décor. Lakehouse Inn: 14 rooms. 10.5 mi (16.8 km) from the downtown core. Enjoy the free full breakfast and deli. Chambery Inn: 9 rooms. Situated 9.2 mi (14.8 km) from the heart of Monterey. Enjoy the private yard and deli. Blackberry River Inn: 14 rooms. 12 mi (19.3 km) from the heart of downtown. Enjoy the free cooked breakfast and outdoor pool. Wilder House Berkshires: 5 rooms. Located 9 mi (14.4 km) from the core of Monterey. Enjoy the free cooked breakfast and unique décor.
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. Lake Buel and Ski Butternut 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.