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Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured B&B in Monterey

Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AU$184
includes taxes & fees
4 Dec - 5 Dec
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (160)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AU$289
includes taxes & fees
1 Dec - 2 Dec
Blackberry River Inn
Interior detail
Manor House Inn

Manor House Inn

3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is AU$535
includes taxes & fees
30 Nov - 1 Dec
Manor House Inn
Porch
Lakehouse Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is AU$329
includes taxes & fees
11 Dec - 12 Dec
Lakehouse Inn
Front of property
Chambery Inn

Chambery Inn

3.0 star property
Lee
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Wilder House Berkshires Room 3
Wilder House Berkshires

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"Wilder House is warm and charming. I’ve stayed many times and it always feels like home. I had a lovely breakfast and a great stay. Thank you! "
United States
Allison
The price is AU$251
includes taxes & fees
8 Dec - 9 Dec
Wilder House Berkshires
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is AU$492
includes taxes & fees
24 Dec - 25 Dec
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, (88)
"Outstanding all around!"
United States
Jonathan
The price is AU$340
includes taxes & fees
4 Dec - 5 Dec
Granville House
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

4.0 star property
Lee
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

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

Lenox
The price is AU$472
includes taxes & fees
30 Nov - 1 Dec
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Garden
Shaker Mill Inn

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
The price is AU$168
includes taxes & fees
3 Dec - 4 Dec
Shaker Mill Inn
Luxury Room, 1 King Bed, Bathtub
33 Main

33 Main

4.0 star property
Lenox
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is AU$727
includes taxes & fees
28 Dec - 29 Dec
33 Main
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 star property
Lenox
9.0 out of 10, Wonderful, (1002)
"Overall a really fun place to stay. Rooms were good quality and the staff was welcoming and helpful."
United States
Jacob
The price is AU$279
includes taxes & fees
30 Nov - 1 Dec
The Cornell Inn, Lenox & The Berkshires
2 Bedrooms 1 Bath
Tanglewood Suites

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
The price is AU$334
includes taxes & fees
1 Dec - 2 Dec
Tanglewood Suites
Business centre
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, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is AU$705
includes taxes & fees
14 Dec - 15 Dec
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 AU$472
includes taxes & fees
30 Nov - 1 Dec
Experience Timeless Elegance in The Edith Wharton Room!
1 bedroom, WiFi, bed sheets
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 AU$656
includes taxes & fees
1 Dec - 2 Dec
Elegant Carriage House room with a queen bed and private patio.
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

3.0 star property
East Chatham
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is AU$272
includes taxes & fees
30 Nov - 1 Dec
Inn at Silver Maple Farm
1 bedroom, bed sheets
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 AU$536
includes taxes & fees
30 Nov - 1 Dec
Cozy Carriage House room with a double bed and private balcony
Terrace/patio
Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay

Lenox
The price is AU$567
includes taxes & fees
30 Nov - 1 Dec
Historic Susan B. Anthony Room - Cozy & Charming Stay
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"This is our second time here and it was fantastic. Always super clean, great amenities,and staff is always nice and respectful. My fiance and I will be coming here once or twice a year, every year. Starting new tradition for my birthday. It is such a nice room to relax and enjoy each others company in comfort. "
Yazbeth 2-night trip
Posted 3 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Monterey

Monterey B&B information

Number of reviews
2,995
Accommodation
38 B&B
Lowest Price
AU$168
Highest Price
AU$727

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: Blackberry River Inn: 14 rooms. 12 mi (19.3 km) from the heart of Monterey. Enjoy the free cooked breakfast and outdoor pool. The Cornell Inn, Lenox & The Berkshires: 13.4 mi (21.6 km) from the city centre. Enjoy the free full breakfast and unique decor. Shaker Mill Inn: 9 rooms. Situated 13.5 mi (21.7 km) from the heart of Monterey. Chambery Inn: 9 rooms. 9.2 mi (14.8 km) from the city centre. Enjoy the private garden and snack bar/deli. Locust Tree Bed and Breakfast LLC: 7 rooms. Located 12.1 mi (19.5 km) from the core of Monterey.
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?
When you want to explore some things to do in Monterey, consider a visit to Bidwell House Museum. 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?
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.

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