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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Ancramdale bed & breakfast

Terrace/patio
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

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
The price is AED 386
AED 443 total
includes taxes & fees
17 Dec - 18 Dec
Locust Tree Bed and Breakfast LLC
Porch
Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging

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
The price is AED 551
AED 617 total
includes taxes & fees
11 Dec - 12 Dec
Changing Times Boutique Country Lodging
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is AED 604
AED 694 total
includes taxes & fees
16 Dec - 17 Dec
Blackberry River Inn
Wilder House Berkshires Room 3 | Premium bedding, individually decorated, individually furnished
Wilder House Berkshires

Wilder House Berkshires

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
The price is AED 565
AED 631 total
includes taxes & fees
17 Dec - 18 Dec
Wilder House Berkshires
Aerial view
Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (81)
"Gracious host and great breakfast "
United States
Gerald
The price is AED 727
AED 823 total
includes taxes & fees
4 Jan - 5 January 2026
Millbrook Country House Bed & Breakfast
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
The price is AED 731
AED 816 total
includes taxes & fees
12 Dec - 13 Dec
Granville House
Terrace/patio
it's a good thing

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (301)
"Great stay"
United Kingdom
Katherine
The price is AED 909
AED 1,028 total
includes taxes & fees
14 Dec - 15 Dec
Inn at Pine Plains
Property grounds
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,

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.
The price is AED 514
AED 715 total
includes taxes & fees
19 Dec - 20 Dec
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
2 Bedrooms 1 Bath | Premium bedding, iron/ironing board, free WiFi, bed sheets
Tanglewood Suites

Tanglewood Suites

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
The price is AED 804
AED 804 total
includes taxes & fees
11 Dec - 12 Dec
Tanglewood Suites
Exterior
Jenny's Country Manor

Jenny's Country Manor

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
The price is AED 514
AED 582 total
includes taxes & fees
11 Dec - 12 Dec
Jenny's Country Manor
Property grounds
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

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.
The price is AED 551
AED 760 total
includes taxes & fees
19 Dec - 20 Dec
Private room on secluded 7 acres , access to entire house including patio, porch
Business center
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

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
The price is AED 1,403
AED 1,697 total
includes taxes & fees
7 Jan - 8 January 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Interior detail
Manor House Inn

Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (138)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is AED 1,172
AED 1,301 total
includes taxes & fees
14 Dec - 15 Dec
Manor House Inn
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 Ancramdale Hotel Reviews

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"This was a very cool new hotel. Easy walk into the cute town of Hudson. They are still working out some kinks, we didn’t have hot water but staff was very understanding and offered us "
Lisa 1-night trip
Posted 2 days ago
Pocketbook Hotel and Bath

Frequently asked questions

Searching for B&Bs in Ancramdale?
If you're looking for something a little different than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. When you want to explore some of the destination's attractions, Hornets Nest Paintball is worth a visit.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to mingle with other guests, and of course a full breakfast to start the day, B&Bs all have a one-of-a-kind environment.
What are the best B&Bs in Ancramdale?
Here are some B&Bs in the area: Blackberry River Inn: 14 rooms. 18 mi (29 km) from the heart of Ancramdale. Enjoy the free cooked breakfast and outdoor pool. Inn at Pine Plains: 8 rooms. 4.2 mi (6.7 km) from the downtown core. Wilder House Berkshires: 5 rooms. Situated 13.5 mi (21.7 km) from the heart of Ancramdale. Enjoy the free cooked breakfast and unique décor. Granville House: 5 rooms. 18.6 mi (30 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. Millbrook Country House Bed & Breakfast: 4 rooms. Located 16.4 mi (26.4 km) from the core of Ancramdale. Enjoy the free full breakfast and unique décor.
When should I stay at a B&B in Ancramdale?
When you're planning your trip to Ancramdale, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Ancramdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Ancramdale?
When you want to explore some things to do in Ancramdale, consider a visit to Hornets Nest Paintball. Taconic State Park and Harlem Valley Rail Trail are also some sites to visit if you want to see more of the area.
How can I get to and around Ancramdale?
You can map out your trip in and around Ancramdale ahead of time with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 20.1 mi (32.3 km) from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 32 mi (51.6 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.