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B&B in Craryville

Changing Times Boutique Country Lodging

3.5 star property
Craryville
10.0 out of 10, Exceptional, (109)
"Great experience, looking forward to staying again."
United States
Greg
$150 nightly
The price is $168
Dec 4 - Dec 5
Total with taxes and fees
Changing Times Boutique Country Lodging

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Dec 9 - Dec 10
Total with taxes and fees
Shaker Mill Inn

Lakehouse Inn

4.0 star property
Lee
9.6 out of 10, Exceptional, (289)
"A charming inn in the center of the Berkshires."
United States
Danny
$187 nightly
The price is $209
Dec 4 - Dec 5
Total with taxes and fees
Lakehouse Inn

Granville House

3.0 star property
Housatonic
10.0 out of 10, Exceptional, (88)
"Outstanding all around!"
United States
Jonathan
$199 nightly
The price is $222
Dec 4 - Dec 5
Total with taxes and fees
Granville House

Wilder House Berkshires

2.0 star property
Sheffield
9.8 out of 10, Exceptional, (38)
"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
$155 nightly
The price is $174
Dec 15 - Dec 16
Total with taxes and fees
Wilder House Berkshires

The Inn at Stockbridge

4.0 star property
Lee
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$276 nightly
The price is $308
Dec 24 - Dec 25
Total with taxes and fees
The Inn at Stockbridge

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
$159 nightly
The price is $178
Dec 8 - Dec 9
Total with taxes and fees
Inn at Silver Maple Farm

it's a good thing

4.5 star property
Clinton Corners
8.0 out of 10, Very Good, (24)
"Wonderful stay and wonderful hosts! "
United States
Daniela-Cristina
$141 nightly
The price is $160
Jan 1 - Jan 2, 2026
Total with taxes and fees
it's a good thing

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 4 - Dec 5
Total with taxes and fees
Chambery Inn

Inn at Pine Plains

3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (300)
"Great stay"
United Kingdom
Katherine
$275 nightly
The price is $311
Dec 7 - Dec 8
Total with taxes and fees
Inn at Pine Plains

Brook Farm Inn

3.5 star property
Lenox
9.4 out of 10, Exceptional, (163)
"Everything was perfect - location and accommodation."
United States
Christopher
$157 nightly
The price is $175
Dec 4 - Dec 5
Total with taxes and fees
Brook Farm Inn

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 4 - Dec 5
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

Tanglewood Suites

2.5 star property
Stockbridge
6.4 out of 10, (22)
"NOT A REAL LOCATION. There was nothing there. Neighbors said this was a scam. Expedia ended up helping us find a local hotel room though the location was not as good. DO NOT BOOK THIS LOCATION -- it needs to be taken off the website."
United States
Elizabeth
$219 nightly
The price is $219
Dec 4 - Dec 5
Total with taxes and fees
Tanglewood Suites

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

Clinton Corners
8.2 out of 10, Very Good, (11)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$172 nightly
The price is $195
Dec 4 - Dec 5
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

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
$340 nightly
The price is $373
Dec 4 - Dec 5
Total with taxes and fees
Inn at Kenmore Hall

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

Clinton Corners
8.6 out of 10, Excellent, (30)
"It was just as advertised! Host was nice included fruit and coffee "
United States
matt w.
$183 nightly
The price is $207
Dec 4 - Dec 5
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch

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
Dec 17 - Dec 18
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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 4 - Dec 5
Total with taxes and fees
Devonfield Inn B&B

Jenny's Country Manor

2.0 star property
Red Hook
7.6 out of 10, Good, (133)
"Jenny's was quaint and comfortable, with "
United States
Bill
$140 nightly
The price is $158
Dec 4 - Dec 5
Total with taxes and fees
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

Find out more about Craryville

Craryville B&B information

Number of reviews
2,716
Accommodation
35 B&B
Lowest Price
$116
Highest Price
$462

Frequently asked questions

What are the most popular Craryville B&Bs?
Changing Times Boutique Country Lodging is an exceptional choice for travelers seeking a unique and delightful experience in Craryville, boasting a great 10.0 rating. This charming bed and breakfast offers a serene escape with inviting outdoor spaces, including a lovely patio and yard, great for enjoying a morning coffee or unwinding after a day of exploration. Guests rave about the delicious breakfast, which adds a wonderful touch to your stay, ensuring you start each day feeling refreshed and satisfied.
What is the nightly rate for a Bed and Breakfast in Craryville?
Prices for B&Bs in Craryville often vary, but you can find a great deal from $116 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Craryville 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 Craryville?
The best time to book a B&B in Craryville is during the peak season, which spans from October to December. This enchanting period invites travelers to experience the vibrant fall foliage and the charm of the Hudson Valley. As the leaves transform into a kaleidoscope of colors, opportunities abound for scenic hikes and leisurely strolls through quaint local towns, all set against a backdrop of stunning natural beauty.

October is particularly popular, as the crisp air (typically in the mid-40s to low-60s Fahrenheit) enhances outdoor activities like apple picking and exploring the area's picturesque vineyards. The local community often hosts harvest festivals and farmers' markets, providing a delightful way to immerse yourself in the region's culture and flavors.

For those seeking a more budget-friendly option, January presents a unique opportunity to enjoy Craryville's serene winter landscape. While this month falls into the low tourist season, it offers a peaceful escape for visitors who appreciate quietude and introspection. You can take advantage of cozy indoor activities, such as visiting local art galleries or enjoying warm meals at charming eateries.
What is the difference between a Craryville Bed & Breakfast and a hotel?
Every Craryville 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 Craryville B&Bs.

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