A lake surrounded by autumn-colored trees reflecting on the water.

Search Monterey Bed & Breakfast

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
24 July - 26 July
In two weeks
31 July - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sept - 13 Sept

Our top choices for Monterey bed & breakfast

Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is AU$229
includes taxes & fees
19 July - 20 July
Blackberry River Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (433 reviews)
"Below average B&B"
United States
Larry
The price is AU$174
includes taxes & fees
20 July - 21 July
Locust Tree Bed and Breakfast LLC
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (57 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AU$256
includes taxes & fees
20 July - 21 July
Wilder House Berkshires
Desk, laptop workspace, iron/ironing board (on request), free WiFi

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 reviews)
"Beautiful home with warm and friendly hosts. The rooms were tastefully designed, the bed was very comfortable and the large bathroom was luxurious. The breakfast was absolutely delicious. We will definitely stay again next time we are in Great Barrington. "
United States
Nicole
The price is AU$442
includes taxes & fees
16 July - 17 July
Granville House
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (168 reviews)
"Lovely stay!"
United States
Jiacheng
The price is AU$369
includes taxes & fees
15 July - 16 July
Brook Farm Inn
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (505 reviews)
"Beautiful inn with the most interesting treasures and decorations."
United States
Mary
The price is AU$257
includes taxes & fees
16 July - 17 July
Whistler's Inn Bed & Breakfast
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.2 out of 10, Wonderful, (13 reviews)
"The staff and the cleaness of the facility"
United States
MICHAEL
The price is AU$462
includes taxes & fees
20 July - 21 July
The Berkshire Mountain Inn
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
The price is AU$338
includes taxes & fees
22 July - 23 July
Inn at Silver Maple Farm
Front of property – evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (139 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is AU$709
includes taxes & fees
15 July - 16 July
Devonfield Inn B&B
Luxury Room, 1 King Bed, Bathtub

33 Main

33 Main
4.0 star property
Lenox
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AU$1,154
includes taxes & fees
10 Aug - 11 Aug
33 Main
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is AU$646
includes taxes & fees
20 July - 21 July
The Inn at Stockbridge
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AU$283
includes taxes & fees
22 July - 23 July
Shaker Mill Inn
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (381 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is AU$434
includes taxes & fees
15 July - 16 July
Chambery Inn
Suite, Private Bathroom (RedBird Suite) | View from room

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (112 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is AU$574
includes taxes & fees
3 Aug - 4 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The staff were super friendly"
United States
John
The price is AU$365
includes taxes & fees
20 July - 21 July
The Cornell Inn, Lenox & The Berkshires
Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is AU$478
includes taxes & fees
27 July - 28 July
Manor House 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monterey Hotel Reviews

Berkshires Untold

Berkshires Untold

8/10 Good
"Nice little place with small cafe & bar. Good parking. Small room, but bed was comfortable, a/c worked well and room was clean. Enjoyed nightime cocktails by the firepits. Close to town by car. My only comment was that it was a little pricey."
Valerie 1-night trip
Posted 1 hour ago
Berkshires Untold

Find out more about Monterey

Monterey B&B information

Number of reviews
3,728
Accommodation
38 B&B
Lowest Price
AU$174
Highest Price
AU$1,154

Frequently asked questions

Searching for B&Bs in Monterey?
If you're looking for something a little quirkier than your standard hotel, a bed and breakfast could be a great option for your trip. When you want to venture out to explore Monterey, consider browsing the exhibits at Bidwell House Museum.
Why would you choose a B&B versus a traditional hotel?
Every B&B has a unique charm — whether it's a garden for guests to admire or a sunlit breakfast nook to enjoy your morning cup of coffee, the small details are what make bed and breakfasts the perfect escape.
What are the best bed and breakfasts in Monterey?
Below are some well-liked B&Bs in the area: The Cornell Inn, Lenox & The Berkshires: 13.4 mi (21.6 km) from the heart of Monterey. Enjoy the free full breakfast and unique decor. Locust Tree Bed and Breakfast LLC: 7 rooms. 12.1 mi (19.5 km) from the city centre. Blackberry River Inn: 14 rooms. Situated 12 mi (19.3 km) from the heart of Monterey. Enjoy the free cooked breakfast and outdoor pool. Shaker Mill Inn: 9 rooms. 13.5 mi (21.7 km) from the city centre. Wilder House Berkshires: 5 rooms. Located 9 mi (14.4 km) from the core of Monterey. Enjoy the free cooked breakfast and unique decor.
What's the best time of year to book my B&B in Monterey?
When you're planning your getaway to Monterey, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Monterey are January, March, February and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Monterey?
Spend some time exploring Lake Garfield and Bidwell House Museum if you're hoping to see some of the area's natural features. Ashintully Gardens and Lake Buel are also some sites to visit if you want to see more of the area.
How can I get to and around Monterey?
Mapping out your trip in and around Monterey is easy with these transportation options. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 17.5 mi (28.1 km) away from the heart of the city. 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.

Explore a world of travel with Expedia