A misty forest landscape with a hill in the background.

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Check prices for these dates

Next weekend
24 Jul - 26 Jul
In two weeks
31 Jul - 2 Aug
In one month
14 Aug - 16 Aug
In two months
11 Sep - 13 Sep

Our top choices for Craryville bed & breakfast

Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (119 reviews)
"Terrific host and freshly cooked to order hot breakfast, beautiful grounds, and dog friendly. Would definitely stay again!"
United States
Jamie
The price is AED 656
AED 735 total
includes taxes & fees
10 Aug - 11 Aug
Changing Times Boutique Country Lodging
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (433 reviews)
"Below average B&B"
United States
Larry
The price is AED 386
AED 444 total
includes taxes & fees
19 Jul - 20 Jul
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, (57 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 586
AED 655 total
includes taxes & fees
19 Jul - 20 Jul
Wilder House Berkshires
Aerial view

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (112 reviews)
"Very nice hotel."
United States
Erdem
The price is AED 768
AED 860 total
includes taxes & fees
22 Jul - 23 Jul
Inn at Silver Maple Farm
Free daily continental breakfast

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (308 reviews)
"Great stay"
United Kingdom
Katherine
The price is AED 1,010
AED 1,143 total
includes taxes & fees
16 Jul - 17 Jul
Inn at Pine Plains
Exterior

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.2 out of 10, Wonderful, (13 reviews)
"The staff and the cleaness of the facility"
United States
MICHAEL
The price is AED 1,056
AED 1,180 total
includes taxes & fees
16 Jul - 17 Jul
The Berkshire Mountain Inn
Front of property

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (31 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is AED 658
AED 744 total
includes taxes & fees
16 Jul - 17 Jul
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, (33 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is AED 551
AED 756 total
includes taxes & fees
20 Jul - 21 Jul
Private room on secluded 7 acres , access to entire house including patio, porch
Desk, laptop workspace, iron/ironing board (on request), WiFi (free)

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (102 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 AED 1,010
AED 1,128 total
includes taxes & fees
27 Jul - 28 Jul
Granville House
Exterior

Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
7.8 out of 10, Good, (8 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
The price is AED 523
AED 742 total
includes taxes & fees
20 Jul - 21 Jul
Omega Special 1860s farm house 3 miles away
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, (113 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
The price is AED 1,213
AED 1,467 total
includes taxes & fees
2 Aug - 3 Aug
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (464 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is AED 656
AED 719 total
includes taxes & fees
22 Jul - 23 Jul
Shaker Mill Inn
Exterior

Serene 2-bedroom bed & breakfast in charming Saugerties

Serene 2-bedroom bed & breakfast in charming Saugerties
Saugerties
The price is AED 918
AED 1,403 total
includes taxes & fees
2 Aug - 3 Aug
Serene 2-bedroom bed & breakfast in charming Saugerties
Front of property

Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (381 reviews)
"Location is convenient to walk through downtown Lee and to get to a show at Tanglewood."
United States
Joseph
The price is AED 992
AED 1,108 total
includes taxes & fees
16 Jul - 17 Jul
Chambery Inn
Front of property

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (168 reviews)
"Lovely stay!"
United States
Jiacheng
The price is AED 812
AED 937 total
includes taxes & fees
16 Jul - 17 Jul
Brook Farm Inn
Front of property

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (99 reviews)
"Great spot close to town. Cozy, tasteful, comfortable room. Nice breakfasts and pleasant interaction with the staff. We love the Berkshires and we’ll definitely stay here again."
United States
Stephen
The price is AED 1,362
AED 1,597 total
includes taxes & fees
28 Jul - 29 Jul
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, (139 reviews)
The price is AED 1,612
AED 1,801 total
includes taxes & fees
21 Jul - 22 Jul
Devonfield Inn B&B
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 AED 624
AED 844 total
includes taxes & fees
16 Jul - 17 Jul
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Miscellaneous

Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (135 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is AED 514
AED 582 total
includes taxes & fees
16 Jul - 17 Jul
Jenny's Country Manor
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 Craryville Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Fantastic pool to top off the great location and fun historic hotel!"
Antoinette G. 1-night trip
Posted 1 hour ago
The Red Lion Inn

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. Locust Tree Bed and Breakfast LLC: 7 rooms. 17.8 mi (28.7 km) from the downtown core. Shaker Mill Inn: 9 rooms. Situated 15.5 mi (24.9 km) from the heart of Craryville. Wilder House Berkshires: 5 rooms. 12.6 mi (20.2 km) from the heart of downtown. Enjoy the free cooked breakfast and unique décor.
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.

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