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

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Monterey bed & breakfast

A dining table with pastries, a coffee pot, and a vase of sunflowers.

1. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (108 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is AU$406
includes taxes & fees
18 Oct - 19 Oct
Granville House
Interior detail

2. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (70 reviews)
"Perfect little b&b."
United States
Mark
The price is AU$301
includes taxes & fees
25 Oct - 26 Oct
Wilder House Berkshires
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

3. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (451 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is AU$173
includes taxes & fees
14 Oct - 15 Oct
Locust Tree Bed and Breakfast LLC
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

4. The Red Door B&B

The Red Door B&B
3.0 star property
Lee
10.0 out of 10, Exceptional, (5 reviews)
"Centrally located. Lovely hosts. Only three bedrooms so we got to know the other guests. The breakfasts were works of art as well as delicious."
United States
Anonymous traveller
The price is AU$402
includes taxes & fees
26 Oct - 27 Oct
The Red Door B&B
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

5. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (232 reviews)
"Quiet room Wonderful breakfast Pleasant atmosphere"
United States
Donna
The price is AU$313
includes taxes & fees
14 Oct - 15 Oct
Blackberry River Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.

6. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,005 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is AU$253
includes taxes & fees
27 Oct - 28 Oct
The Cornell Inn, Lenox & The Berkshires
A large, two-story house with a well-maintained lawn and a fence.

7. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (141 reviews)
"Wonderful location and hosts are amazing. Breakfast was great. Clean."
United States
Sebastien
The price is AU$590
includes taxes & fees
2 Nov - 3 Nov
Devonfield Inn B&B
Front of property

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (107 reviews)
"Lovely grounds, property.. room was lovely. Delicious breakfast friendly helpful owners and staff great location"
United States
Jodi
The price is AU$613
includes taxes & fees
1 Nov - 2 Nov
The Inn at Stockbridge
A two-story building with a sign reading "Chambéry Inn".

9. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (388 reviews)
"An absolutely perfect getaway spot! Beautiful rooms, great service, and an ideal location. Highly recommend and we will be going back."
United States
Alexandra
The price is AU$432
includes taxes & fees
19 Oct - 20 Oct
Chambery Inn
A two-story house with a brick entrance and a white facade.

10. 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, (119 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is AU$558
includes taxes & fees
12 Nov - 13 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A garden with a white gazebo, a brick pathway, and various plants and flowers.

11. Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast
3.5 star property
Lenox
8.0 out of 10, Very good, (519 reviews)
"Whistler's Inn is a Gilded Era mansion, passed down in the family (modernised "
United States
Mary Anna
The price is AU$302
includes taxes & fees
15 Oct - 16 Oct
Whistler's Inn Bed & Breakfast
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

12. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (118 reviews)
"Perfect location for hiking, hanging out and Tanglewood Comfortable and charming common space and cozy nicely decorated rooms Generous breakfast and snacks throughout the day We’ll be back"
United States
Linda
The price is AU$279
includes taxes & fees
8 Nov - 9 Nov
Inn at Silver Maple Farm
A red building with a sign reading "Shaker Mill Inn."

13. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (477 reviews)
"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"
United States
Steven
The price is AU$207
includes taxes & fees
9 Nov - 10 Nov
Shaker Mill Inn
A neatly made bed with a headboard, a bedside lamp, a framed painting, and a small bedside table with a tissue box.

14. Experience Timeless Elegance in The Edith Wharton Room!

Experience Timeless Elegance in The Edith Wharton Room!
Lenox
The price is AU$464
includes taxes & fees
27 Oct - 28 Oct
Experience Timeless Elegance in The Edith Wharton Room!
A well-appointed bedroom with a large bed, a bedside table, a chair, and a bathroom visible through an open door.

15. 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$464
includes taxes & fees
27 Oct - 28 Oct
Historic Cornell Inn - Cozy Berkshires Retreat - Lenox, MA - Basic Queen
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

16. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (177 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
The price is AU$323
includes taxes & fees
2 Nov - 3 Nov
Brook Farm Inn
A room with a dark green sofa, a small table with a vase of flowers, a desk with a lamp, and a window with curtains.

17. 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$524
includes taxes & fees
4 Nov - 5 Nov
Elegant Carriage House room with a queen bed and private patio.
A porch with a white railing, a potted plant, and a view of a garden.

18. 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$554
includes taxes & fees
1 Nov - 2 Nov
Cozy Carriage House room with a double bed and private balcony
A wooden deck with Adirondack chairs and a small table, leading to a garden area with a swing set.

19. Historic Susan B. Anthony Room - Cozy & Charming Stay

Historic Susan B. Anthony Room - Cozy & Charming Stay
Lenox
The price is AU$674
includes taxes & fees
13 Nov - 14 Nov
Historic Susan B. Anthony Room - Cozy & Charming Stay
A bedroom with a bed, a fireplace, a ceiling fan, and a door.

20. Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn

Experience Timeless Elegance in The Niles Johnson Room at The Cornell Inn
Lenox
The price is AU$1,460
includes taxes & fees
23 Oct - 24 Oct
Experience Timeless Elegance in The Niles Johnson Room at The Cornell 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.
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Top Monterey Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel.. likely the best place to stay in Pittsfield. Just an overnight stop so not time to get a good read on the area but a good option for the Berkshires if you you don't want to pay the Lenox/Stockbridge premium."
John 1-night trip
Posted 4 hours ago
Hotel On North

Find out more about Monterey

Monterey B&B information

Number of reviews
2,682
Accommodation
38 B&B
Lowest Price
AU$173
Highest Price
AU$1,460

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. Blackberry River Inn: 14 rooms. 12 mi (19.3 km) from the city centre. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 12.1 mi (19.5 km) from the heart of Monterey. Shaker Mill Inn: 9 rooms. Located 13.5 mi (21.7 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?
Spend some time exploring Lake Garfield and Bidwell House Museum if you're hoping to see some of the area's natural features. You could visit Mount Wilcox if you have time 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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