A misty forest landscape with a hill in the background.

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    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Craryville bed & breakfast

A bedroom with a large mural of a waterfall, two bedside lamps, a bed with multiple pillows, and a nightstand with a lamp.

1. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (127 reviews)
"A great place to stay!"
United States
Thomas
$200 nightly
The price is $224
Sep 28 - Sep 29
Total with taxes and fees
Changing Times Boutique Country Lodging
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

2. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
$105 nightly
The price is $121
Sep 26 - Sep 27
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
$195 nightly
The price is $218
Sep 27 - Sep 28
Total with taxes and fees
Wilder House Berkshires
A dining table with pastries, a coffee pot, and a vase of sunflowers.

4. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (106 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
$224 nightly
The price is $250
Sep 27 - Sep 28
Total with taxes and fees
Granville House
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

5. Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
East Chatham
9.8 out of 10, Exceptional, (117 reviews)
"We had a very pleasant stay at this. Eautiful country property. Check in was smooth and instructions were easy to follow. Our room, in the main building was well appointed. The bed was super comfortable and the amenities were fine. Breakfast was great! Common areas were lovely and inviting, and the s’mores kits in the lobby were just the thing for an evening around the outdoor fire pit. Highly recommend for anyone seeking a serene country setting."
United States
Jody
$214 nightly
The price is $240
Sep 28 - Sep 29
Total with taxes and fees
Inn at Silver Maple Farm
A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

6. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (317 reviews)
"Great place! Comfy and charming!!"
United States
Mary
$275 nightly
The price is $311
Sep 27 - Sep 28
Total with taxes and fees
Inn at Pine Plains
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

7. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (174 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
$179 nightly
The price is $203
Sep 24 - Sep 25
Total with taxes and fees
Brook Farm Inn
A two-story building with a sign reading "Chambéry Inn".

8. 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
$294 nightly
The price is $328
Sep 24 - Sep 25
Total with taxes and fees
Chambery Inn

9. 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
$447 nightly
The price is $499
Sep 24 - Sep 25
Total with taxes and fees
The Inn at Stockbridge
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

10. 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)
"Wonderful hosts in a quaint home in a lovely spot."
United States
Sharen B.
$165 nightly
The price is $187
Sep 24 - Sep 25
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

11. 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
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
$184 nightly
The price is $208
Sep 24 - Sep 25
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A red building with a sign reading "Shaker Mill Inn."

12. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (474 reviews)
"Wonderful place to stay!"
United States
Mervin
$184 nightly
The price is $202
Oct 4 - Oct 5
Total with taxes and fees
Shaker Mill Inn
A two-story house with a brick entrance and a white facade.

13. 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, (118 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$559 nightly
The price is $625
Oct 12 - Oct 13
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

14. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (35 reviews)
"The warmth of the owners!"
United States
Evangelia
$199 nightly
The price is $225
Sep 24 - Sep 25
Total with taxes and fees
it's a good thing
A large, two-story house with a well-maintained lawn and a fence.

15. 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
$439 nightly
The price is $490
Sep 24 - Sep 25
Total with taxes and fees
Devonfield Inn B&B
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

16. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
8.0 out of 10, Very good, (9 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
$170 nightly
The price is $192
Sep 24 - Sep 25
Total with taxes and fees
Omega Special 1860s farm house 3 miles away
A vintage black car parked on a road with a white fence and trees in the background.

17. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (139 reviews)
"I like that it has some character and authenticity. Its everything you need in an awesome area, yet tucked away from too much craziness and traffic."
United States
amanda
$140 nightly
The price is $158
Sep 24 - Sep 25
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

8/10 Good
"There are no in room safes"
Jean 2-night trip
Posted 6 hours ago
Residence Inn by Marriott Kingston

Find out more about Craryville

Craryville B&B information

Number of reviews
1,942
Accommodation
35 B&B
Lowest Price
$121
Highest Price
$625

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 $121 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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