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Search B&B in Monterey

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Compare 31 B&B in Monterey with updated reviews, rates, and availability.

The Cornell Inn, Lenox
Exterior
The Cornell Inn, Lenox
3.0 star property
8.8 out of 10, Excellent, (1000)
"Perfect romantic spot for a weekend getaway. Close enough to walk into town but far enough from crowds "
The price is SAR 458
SAR 538 total
includes taxes & fees
17 Nov - 18 Nov
The Cornell Inn, Lenox
Lakehouse Inn
Lake
Lakehouse Inn
4.0 star property
9.8 out of 10, Exceptional, (228)
"Excellent place and location in the Berkshires."
The price is SAR 560
SAR 657 total
includes taxes & fees
15 Nov - 16 Nov
Lakehouse Inn
Blackberry River Inn
Breakfast meal
Blackberry River Inn
3.0 star property
9.6 out of 10, Exceptional, (88)
"Have stayed here before and each time had a wonderful experience. The staff was also extremely helpful and the accommodations were impeccable. The breakfasts were delicious. We would definitely stay here again."
The price is SAR 648
SAR 728 total
includes taxes & fees
18 Nov - 19 Nov
Blackberry River Inn
Locust Tree Bed and Breakfast LLC
Exterior
Locust Tree Bed and Breakfast LLC
3.0 star property
9.0 out of 10, Wonderful, (366)
"Nice room at reasonable price with breakfast included. "
The price is SAR 395
SAR 454 total
includes taxes & fees
15 Nov - 16 Nov
Locust Tree Bed and Breakfast LLC
Chambery Inn
Front of property
Chambery Inn
3.0 star property
9.6 out of 10, Exceptional, (359)
"Lovely, unique property with huge rooms! Such a fun place to stay. "
The price is SAR 714
SAR 797 total
includes taxes & fees
17 Nov - 18 Nov
Chambery Inn
Whistler's Inn Bed & Breakfast
Interior
Whistler's Inn Bed & Breakfast
3.5 star property
7.8 out of 10, Good, (471)
"This bed and breakfast is a true gem, set in a beautifully preserved 1836 mansion. The rooms feature herringbone wood floors, diamond-pane windows, and soaring 11-inch ceilings, creating an atmosphere that feels both magical and timeless. With its charming, historic details and exceptionally friendly owners, staying here is like stepping into an enchanting, old-world retreat."
The price is SAR 521
SAR 653 total
includes taxes & fees
18 Nov - 19 Nov
Whistler's Inn Bed & Breakfast
Shaker Mill Inn
Garden
Shaker Mill Inn
2.5 star property
9.6 out of 10, Exceptional, (399)
"This place is so comfortable and roomy. Perfect place for a quiet getaway. "
The price is SAR 545
SAR 598 total
includes taxes & fees
17 Nov - 18 Nov
Shaker Mill Inn
Inn at Silver Maple Farm
Front of property
Inn at Silver Maple Farm
3.0 star property
9.8 out of 10, Exceptional, (79)
"Everything "
The price is SAR 597
SAR 645 total
includes taxes & fees
25 Nov - 26 Nov
Inn at Silver Maple Farm
Wilder House Berkshires
Living area
Wilder House Berkshires
2.0 star property
9.8 out of 10, Exceptional, (10)
"Great place, very clean, hospitable and designed with impeccable taste. "
The price is SAR 527
SAR 589 total
includes taxes & fees
24 Nov - 25 Nov
Wilder House Berkshires
Granville House
Room
Granville House
3.0 star property
10.0 out of 10, Exceptional, (76)
"The surroundings were quiet and peaceful. The hosts were welcoming and friendly. Wonderful people "
The price is SAR 751
SAR 839 total
includes taxes & fees
18 Nov - 19 Nov
Granville House
33 Main
Room
33 Main
4.0 star property
10.0 out of 10, Exceptional, (69)
"33 Main is the best of everything. We have stayed at the location twice and loved each experience. The breakfast is delicious, accommodations are beautifully curated, and it’s perfectly located in Lenox. Highly recommend and we will be back! "
The price is SAR 1,315
SAR 1,468 total
includes taxes & fees
25 Nov - 26 Nov
33 Main
Brook Farm Inn
Front of property
Brook Farm Inn
3.5 star property
9.4 out of 10, Exceptional, (147)
"Very charming inn. The staff was very friendly and helpful."
The price is SAR 729
SAR 814 total
includes taxes & fees
26 Nov - 27 Nov
Brook Farm Inn
Manor House Inn
Restaurant
Manor House Inn
3.0 star property
9.2 out of 10, Wonderful, (134)
"The woodwork and stained glass. "
Manor House Inn
Devonfield Inn B&B
Room
Devonfield Inn B&B
4.0 star property
10.0 out of 10, Exceptional, (117)
"The Inn is very nice, however the room received was too small and was very limited for comfort. Breakfasts were great and the concert on Saturday was especially special. Would stay again if another room was available . "
The price is SAR 1,011
SAR 1,129 total
includes taxes & fees
17 Nov - 18 Nov
Devonfield Inn B&B
The Inn at Stockbridge
Exterior
The Inn at Stockbridge
4.0 star property
9.8 out of 10, Exceptional, (96)
"Well-run and elegant property. "
The Inn at Stockbridge
Eastgate Inn B&B
Front of property
Eastgate Inn B&B
2.5 star property
9.2 out of 10, Wonderful, (68)
"Lovely Inn and Innkeeper. The room was clean and cozy. There was hot coffee and breakfast in the morning including homemade breads and fruit. We will be back! "
Eastgate Inn B&B
Tanglewood Suites
Property grounds
Tanglewood Suites
2.5 star property
8.0 out of 10, Very Good, (15)
"Portion of hosts home, separate and available for rent. Heating system not efficient and took some work to sort out how to keep all areas of the unit comfortably heated. Beds clean and comfortable. Overall cleanliness was good. Bath facilities are an addition to existing structure and sufficient, but could use some TLC. Host is eager to please and pleasant to interact with. Listing indicates free breakfast for all guests. However, upon arrival, we were advised there is no winter offering of...
The price is SAR 823
SAR 823 total
includes taxes & fees
15 Nov - 16 Nov
Tanglewood Suites
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
9.2 out of 10, Wonderful, (105)
"The breakfast was one of the best I have ever had. They were fast and lots of choices. It had lots of baked goods. I got the chesdar omeltte and bacon and toast plus fruits in season lime melon etc. Its a lovely place it takes you back in time. The owner is very easy going and nuce and can answer most questions"
The price is SAR 1,724
SAR 2,086 total
includes taxes & fees
17 Nov - 18 Nov
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Room
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
9.8 out of 10, Exceptional, (10)
"We would return to the inn again. Bob was wonderful and very, very accommodating:-)"
The price is SAR 3,757
SAR 4,793 total
includes taxes & fees
15 Nov - 16 Nov
Romantic Boutique Hotel / Bed and Breakfast - Standard Queen Handicap Accessible
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
Bathroom
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
2.0 out of 10, (1)
"Never even met the inn keepers...no one is in sight...WiFi wouldn’t work...a/c in room would not stay on.....1 item only for breakfast- delivered to room- that has no table or chair- stood in the bathroom to eat!!!! Very expensive for what u get "
The price is SAR 3,757
SAR 4,793 total
includes taxes & fees
15 Nov - 16 Nov
Romantic Boutique Hotel / Bed and Breakfast - Smallest Room in The Berkshires
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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Other property types in Monterey

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Great Room with lake view
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
10.0 out of 10, Exceptional, (90)
"Very clean, spacious, and comfortable. Property manager’s information was helpful."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (223)
"One of the best properties i've ever stayed at "
The price is SAR 492
SAR 768 total
includes taxes & fees
18 Nov - 19 Nov
Berkshire Village Carriage House - Super Private!!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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.

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. If your ideal vacation to Monterey includes spending lots of time outside, Beartown State Forest and Bidwell House Museum are good spots to enjoy the scenery.
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: 13.4 mi (21.6 km) from the heart of Monterey. Enjoy the free full breakfast and unique décor. Lakehouse Inn: 14 rooms. 10.5 mi (16.8 km) from the downtown core. Enjoy the free full breakfast and deli. Blackberry River Inn: 14 rooms. Situated 12 mi (19.3 km) from the heart of Monterey. Enjoy the free cooked breakfast and outdoor pool. Locust Tree Bed and Breakfast LLC: 7 rooms. 12.1 mi (19.5 km) from the heart of downtown.Shaker Mill Inn: 9 rooms. Located 13.5 mi (21.7 km) from the core of Monterey.
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?
Spend some time exploring Beartown State Forest and Bidwell House Museum if you’re hoping to see some of the area’s natural features. 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?
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.