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
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

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, (122 reviews)
"A great place to stay!"
United States
Thomas
$200 nightly
The price is $224
Aug 31 - Sep 1
Total with taxes and fees
Changing Times Boutique Country Lodging
A red building with a sign reading "Shaker Mill Inn."

2. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (470 reviews)
"Wonderful place to stay!"
United States
Mervin
$177 nightly
The price is $194
Aug 27 - Aug 28
Total with taxes and fees
Shaker Mill Inn

3. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (62 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
$177 nightly
The price is $198
Sep 22 - Sep 23
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, (105 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
$275 nightly
The price is $307
Aug 26 - Aug 27
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, (114 reviews)
"Very nice hotel."
United States
Erdem
$129 nightly
The price is $144
Aug 26 - Aug 27
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, (315 reviews)
"Great place! Comfy and charming!!"
United States
Mary
$268 nightly
The price is $303
Sep 3 - Sep 4
Total with taxes and fees
Inn at Pine Plains
A two-story house with a brick entrance and a white facade.

7. 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, (116 reviews)
"The property is conveniently located for access to Stockbridge, Lenox, and Tanglewood."
United States
Philippe
$358 nightly
The price is $399
Sep 7 - Sep 8
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

8. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.8 out of 10, Exceptional, (103 reviews)
"Our room was very clean and comfortable - exactly what we needed to rest well. Breakfast was excellent and we felt well taken care of. We are grateful for the friendly and welcoming hosts and their staff who listened to every need and graciously provided for us. We’ll definitely return for another stay when we’re in the area."
United Kingdom
Michele
$396 nightly
The price is $442
Sep 13 - Sep 14
Total with taxes and fees
The Inn at Stockbridge
A large, two-story house with a well-maintained lawn and a fence.

9. Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
Lee
10.0 out of 10, Exceptional, (140 reviews)
"Excellent food and helpful staff"
United States
Richard
$389 nightly
The price is $435
Sep 3 - Sep 4
Total with taxes and fees
Devonfield Inn B&B
A two-story building with a sign reading "Chambéry Inn".

10. Chambery Inn

Chambery Inn
3.0 star property
Lee
9.6 out of 10, Exceptional, (386 reviews)
"The room was clean and very quiet. Breakfast was delivered to our room as requested."
United States
Richard
$300 nightly
The price is $335
Aug 26 - Aug 27
Total with taxes and fees
Chambery Inn
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

11. 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.
$183 nightly
The price is $207
Aug 26 - Aug 27
Total with taxes and fees
Private room on secluded 7 acres , access to entire house including patio, porch
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (440 reviews)
"Everything was good."
United States
Regina
$105 nightly
The price is $121
Aug 26 - Aug 27
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

13. Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (172 reviews)
"Breakfast was not only delicious, the room was sweet and bright and staff very attentive."
United States
Carrie
$296 nightly
The price is $333
Aug 30 - Aug 31
Total with taxes and fees
Brook Farm Inn
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

14. 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.
$206 nightly
The price is $233
Aug 26 - Aug 27
Total with taxes and fees
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
A house with a brick pathway leading to the front door, surrounded by lush greenery and trees.

15. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (34 reviews)
"The warmth of the owners!"
United States
Evangelia
$194 nightly
The price is $220
Sep 1 - Sep 2
Total with taxes and fees
it's a good thing
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.
$172 nightly
The price is $195
Aug 31 - Sep 1
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, (137 reviews)
"Porch is a perfect place for morning coffee and reading books"
United States
Urszula
$140 nightly
The price is $158
Aug 27 - Aug 28
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

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

8/10 Good
"Great setting along the Hudson River. Kind of noisy . Lots of hard surfaces. Staff were very nice. Food was good. Needed a lite blanket, one on bed was heavy . Thanks for a lovely stay."
Joseph 1-night trip
Posted 6 hours ago
voco James Newbury Hudson Valley by IHG

Find out more about Craryville

Craryville B&B information

Number of reviews
2,658
Accommodation
35 B&B
Lowest Price
$121
Highest Price
$442

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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