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Book Monterey Bed & Breakfast

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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Monterey bed & breakfast

Exterior
Locust Tree Bed and Breakfast LLC

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
$105 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
$164 nightly
The price is $189
Dec 22 - Dec 23
Total with taxes and fees
Blackberry River Inn
Front of property
Manor House Inn

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
$313 nightly
The price is $348
Dec 21 - Dec 22
Total with taxes and fees
Manor House Inn
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
Lee
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
$171 nightly
The price is $191
Jan 18 - Jan 19, 2026
Total with taxes and fees
Lakehouse Inn
Front of property
Chambery Inn

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
$190 nightly
The price is $212
Dec 21 - Dec 22
Total with taxes and fees
Chambery Inn
Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (39)
"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
$153 nightly
The price is $171
Dec 21 - Dec 22
Total with taxes and fees
Wilder House Berkshires
Front of property
The Inn at Stockbridge

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
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge
Luxury Room, 1 King Bed, Bathtub | Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

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
$360 nightly
The price is $403
Jan 18 - Jan 19, 2026
Total with taxes and fees
33 Main
Front of property - evening/night
Devonfield Inn B&B

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
$349 nightly
The price is $390
Dec 21 - Dec 22
Total with taxes and fees
Devonfield Inn B&B
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
$225 nightly
The price is $251
Dec 21 - Dec 22
Total with taxes and fees
Granville House
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
$106 nightly
The price is $117
Dec 21 - Dec 22
Total with taxes and fees
Shaker Mill Inn
3 bedrooms, bed sheets
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen

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

Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Lenox
$310 nightly
The price is $354
Dec 21 - Dec 22
Total with taxes and fees
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
Front of property
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
$151 nightly
The price is $169
Dec 21 - Dec 22
Total with taxes and fees
Brook Farm 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

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
$414 nightly
The price is $462
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Aerial view
Inn at Silver Maple Farm

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
$129 nightly
The price is $144
Dec 22 - Dec 23
Total with taxes and fees
Inn at Silver Maple Farm
1 bedroom, WiFi, bed sheets, wheelchair access
Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
$310 nightly
The price is $354
Dec 21 - Dec 22
Total with taxes and fees
Experience Timeless Elegance in The Edith Wharton Room!
Interior
Elegant Carriage House room with a queen bed and private patio.

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

Elegant Carriage House room with a queen bed and private patio.
Lenox
$325 nightly
The price is $372
Dec 21 - Dec 22
Total with taxes and fees
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

Cozy Carriage House room with a double bed and private balcony
Lenox
$342 nightly
The price is $391
Dec 21 - Dec 22
Total with taxes and fees
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

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
$360 nightly
The price is $412
Dec 21 - Dec 22
Total with taxes and fees
Historic Susan B. Anthony Room - Cozy & Charming Stay
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
Richmond
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
$575 nightly
The price is $631
Dec 21 - Dec 22
Total with taxes and fees
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Spacious room and loved pool and hot tub!"
Deanna 5-night trip
Posted 1 day ago
Berkshire Mountain Lodge

Find out more about Monterey

Monterey B&B information

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Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Monterey?
Prices for B&Bs in Monterey often vary, but you can find a great deal with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Monterey B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Monterey?
The best time to book a B&B in Monterey is during the spring months, particularly from March to May. This beautiful period welcomes travelers who appreciate the stunning coastal scenery and a variety of outdoor activities, such as whale watching and exploring the iconic Cannery Row. With mild temperatures ranging from the mid-50s to mid-70s Fahrenheit, it's an ideal time for comfortable strolls along the picturesque shoreline and visits to nearby attractions like the Monterey Bay Aquarium.

As spring unfolds, visitors can enjoy the vibrant blooms of wildflowers and the tranquility of fewer crowds compared to the bustling summer months. The atmosphere is relaxed, allowing for a more personalized experience at local eateries and shops, which enhances the overall charm of the destination.

For those who are budget-conscious, consider visiting in December. This month offers a great experience with holiday festivities and a quieter atmosphere, allowing you to enjoy Monterey's beauty without the summer rush. Plus, the mild winter climate is superb for exploring the area's scenic landscapes and cozying up in a local café.
What is the difference between a Monterey Bed and Breakfast and a hotel?
Every Monterey B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Monterey B&Bs.

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