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Check prices for these dates

Next weekend
Jun 19 - Jun 21
In two weeks
Jun 26 - Jun 28
In one month
Jul 10 - Jul 12
In two months
Aug 7 - Aug 9

Our top choices for Monterey bed & breakfast

Front of property

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is ￥49,652
￥55,113 total
includes taxes & fees
Jun 22 - Jun 23
Manor House Inn
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
The price is ￥23,852
￥27,430 total
includes taxes & fees
Jul 1 - Jul 2
Blackberry River Inn
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (419 reviews)
"Below average B&B"
United States
Larry
The price is ￥16,858
￥19,387 total
includes taxes & fees
Jun 14 - Jun 15
Locust Tree Bed and Breakfast LLC
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (378 reviews)
"Yes the room was spotless and always the staff is ready to answer any questions that we might have. We have been enjoying the Chambery Inn for many years always had a great stay and again looking for our next visit. Vincent Farricielli and Roibert Modena. "
United States
robert
The price is ￥27,453
￥30,665 total
includes taxes & fees
Jun 16 - Jun 17
Chambery Inn
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (53 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is ￥29,069
￥32,470 total
includes taxes & fees
Jun 22 - Jun 23
Wilder House Berkshires
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (138 reviews)
"Room was great, staff was awesome, amenities were cool"
United States
Francis
The price is ￥56,032
￥62,587 total
includes taxes & fees
Jun 15 - Jun 16
Devonfield Inn B&B
Property grounds

Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very Good, (501 reviews)
"This family owned Inn is absolutely charming and the owners are so nice! I will definitely stay here again when I visit the Berkshires."
United States
Stacey
The price is ￥30,895
￥34,511 total
includes taxes & fees
Jun 18 - Jun 19
Whistler's Inn Bed & Breakfast
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (7 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is ￥39,696
￥44,341 total
includes taxes & fees
Jun 15 - Jun 16
The Berkshire Mountain Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Lee
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 ￥60,006
￥70,379 total
includes taxes & fees
Jun 23 - Jun 24
The Inn at Stockbridge
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (101 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 ￥35,963
￥40,171 total
includes taxes & fees
Jun 15 - Jun 16
Granville House
Exterior

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place, nice amenities and convenient location, highly recommended."
United States
Arthur
The price is ￥25,988
￥29,900 total
includes taxes & fees
Jun 16 - Jun 17
The Cornell Inn, Lenox & The Berkshires
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi

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 ￥102,569
￥114,569 total
includes taxes & fees
Jun 18 - Jun 19
33 Main
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is ￥24,544
￥26,925 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
1 bedroom, WiFi, bed sheets, wheelchair access

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is ￥42,252
￥55,271 total
includes taxes & fees
Jun 14 - Jun 15
Experience Timeless Elegance in The Edith Wharton Room!
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, (111 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
The price is ￥53,009
￥64,126 total
includes taxes & fees
Jul 5 - Jul 6
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Terrace/patio

Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is ￥55,085
￥71,960 total
includes taxes & fees
Jun 24 - Jun 25
Historic Susan B. Anthony Room - Cozy & Charming Stay
Interior

Elegant Carriage House room with a queen bed and private patio.

Elegant Carriage House room with a queen bed and private patio.
Lenox
The price is ￥49,952
￥64,998 total
includes taxes & fees
Jun 14 - Jun 15
Elegant Carriage House room with a queen bed and private patio.
Interior

Cozy Carriage House room with a double bed and private balcony

Cozy Carriage House room with a double bed and private balcony
Lenox
The price is ￥52,518
￥68,479 total
includes taxes & fees
Jun 14 - Jun 15
Cozy Carriage House room with a double bed and private balcony
Shower, towels

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
The price is ￥42,252
￥55,271 total
includes taxes & fees
Jun 14 - Jun 15
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lobby

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (28 reviews)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is ￥68,234
￥74,853 total
includes taxes & fees
Jun 12 - Jun 13
Inn at Kenmore Hall
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 Monterey Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Love it here. Staff is amazing and beautiful units and resort :)"
Kara 3-night trip
Posted 9 hours ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Monterey

Monterey B&B information

Number of reviews
2,910
Accommodation
38 B&B
Lowest Price
￥19,387
Highest Price
￥114,569

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. When you want to venture out to explore Monterey, consider browsing the exhibits at Bidwell House Museum.
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 & The Berkshires: 13.4 mi (21.6 km) from the heart of Monterey. Enjoy the free full breakfast and unique décor. Blackberry River Inn: 14 rooms. 12 mi (19.3 km) from the downtown core. Enjoy the free cooked breakfast and outdoor pool. Shaker Mill Inn: 9 rooms. Situated 13.5 mi (21.7 km) from the heart of Monterey. Locust Tree Bed and Breakfast LLC: 7 rooms. 12.1 mi (19.5 km) from the heart of downtown.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?
When you want to explore some things to do in Monterey, consider a visit to Bidwell House Museum. 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?
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.

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