Find a Bed and Breakfast in Craryville from CA $154

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 1 - May 3
In two weeks
May 8 - May 10
In one month
May 22 - May 24
In two months
Jun 19 - Jun 21

Our top choices for Craryville bed & breakfast

Deluxe Room, 1 King Bed, Ensuite (2nd Floor)

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (117 reviews)
"The place is so authentic and beautiful, the owner is so kind and friendly, and we had really good experience "
United States
Tamir
The price is CA $239
CA $268 total
includes taxes & fees
Apr 27 - Apr 28
Changing Times Boutique Country Lodging
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, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is CA $144
CA $165 total
includes taxes & fees
Apr 27 - Apr 28
Locust Tree Bed and Breakfast LLC
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (45 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is CA $205
CA $228 total
includes taxes & fees
Apr 29 - Apr 30
Wilder House Berkshires
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.8 out of 10, Exceptional, (6 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 CA $236
CA $263 total
includes taxes & fees
Apr 27 - Apr 28
The Berkshire Mountain Inn
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very good, (26 reviews)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
The price is CA $205
CA $232 total
includes taxes & fees
May 27 - May 28
it's a good thing
Exterior

Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (30 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is CA $205
CA $280 total
includes taxes & fees
Apr 27 - Apr 28
Private room on secluded 7 acres , access to entire house including patio, porch
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (104 reviews)
"Very nice hotel."
United States
Erdem
The price is CA $190
CA $213 total
includes taxes & fees
Apr 27 - Apr 28
Inn at Silver Maple Farm
Exterior

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
8.2 out of 10, Very good, (11 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is CA $205
CA $280 total
includes taxes & fees
Apr 27 - Apr 28
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (305 reviews)
"Great stay"
United Kingdom
Katherine
The price is CA $350
CA $395 total
includes taxes & fees
Apr 29 - Apr 30
Inn at Pine Plains
Individually decorated, individually furnished, desk, laptop workspace

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (100 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 CA $273
CA $305 total
includes taxes & fees
May 3 - May 4
Granville House
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (376 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 CA $234
CA $261 total
includes taxes & fees
Apr 28 - Apr 29
Chambery Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $140
CA $154 total
includes taxes & fees
Apr 27 - Apr 28
Shaker Mill Inn
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
The price is CA $238
CA $277 total
includes taxes & fees
Apr 27 - Apr 28
Brook Farm 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)
"Well-run and elegant property. "
United States
Steven
The price is CA $359
CA $421 total
includes taxes & fees
May 4 - May 5
The Inn at Stockbridge
Front of property - evening/night

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (137 reviews)
"The inn has an excellent location and amenities."
United States
Christopher
The price is CA $368
CA $411 total
includes taxes & fees
Apr 28 - Apr 29
Devonfield Inn B&B
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 CA $423
CA $512 total
includes taxes & fees
May 10 - May 11
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is CA $191
CA $216 total
includes taxes & fees
Apr 30 - May 1
Jenny's Country Manor
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 CA $581
CA $637 total
includes taxes & fees
May 10 - May 11
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Craryville Hotel Reviews

Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"The staff was so very helpful and attentive. The room was very clean. A staff member went above and beyond to retrieve my key which fell through the elevator shaft. How does that happen? So thankful!"
Rosa 2-night trip
Posted 1 day ago
Courtyard by Marriott Kingston

Find out more about Craryville

Craryville B&B information

Number of reviews
1,739
Accommodation
34 B&B
Lowest Price
CA $154
Highest Price
CA $637

Frequently asked questions

Searching for B&Bs in Craryville?
If you want to find a place to stay with fewer rooms than the traditional hotel and a more personalized environment, a bed and breakfast might be just the right fit for your getaway to Craryville. When you want to explore some of the destination's attractions, Copake Lake is worth a visit.
Are you thinking about a B&B instead of a traditional hotel?
With attentive service, opportunities to socialize with other guests, and breakfast served on site, B&Bs provide a truly one-of-a-kind setting.
What are the best bed and breakfasts in Craryville?
Below are some well-liked B&Bs in the area: Changing Times Boutique Country Lodging: 4 rooms. 8 mi (12.9 km) from the heart of Craryville. Enjoy the free full breakfast and private yard. The Berkshire Mountain Inn: 7 rooms. 11.2 mi (18 km) from the downtown core. Enjoy the unique décor and library. Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 17.8 mi (28.7 km) from the heart of Craryville. Shaker Mill Inn: 9 rooms. 15.5 mi (24.9 km) from the heart of downtown.
When is the best time to stay at a B&B in Craryville?
When you're dreaming of a stay in Craryville, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Craryville are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Craryville?
If you want to check out some popular attractions in Craryville, you might enjoy a visit to Copake Lake. Catamount Aerial Adventure Park and Catamount Ski Area are also some sites to visit if you want to see more of the area.
How can I get to and around Craryville?
Mapping out your trip in and around Craryville is easy with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 10.6 mi (17 km) from the city center. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 22.8 mi (36.6 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia