Name: Beekman Arms and Delamater Inn
Price range: $300 total
Rating: 8.2

The Red Lion Inn

30 Main Street Stockbridge MA

$176 nightly

$197 total

Jul 1 - Jul 2

Total with taxes and fees

Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...

8.8/10 Excellent! (1,006 reviews)

"As always a wonderful place to stay in the Berkshires. Outstanding hospitality and warm welcomes."

Reviewed on Jun 23, 2026

Quality Inn Great Barrington

372 Main Street Great Barrington MA

$109 nightly

$122 total

Jun 25 - Jun 26

Total with taxes and fees

Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

8.6/10 Excellent! (1,000 reviews)

"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain ..."

Reviewed on Jun 22, 2026

Beekman Arms and Delamater Inn

6387 MILL ST Rhinebeck NY

$265 nightly

$300 total

Jun 25 - Jun 26

Total with taxes and fees

Book a stay at this business-friendly inn in Rhinebeck. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

8.2/10 Very Good! (905 reviews)

"We thought we were going to be on the historic hotel but instead placed at the conference center which is delemare inn. Didn’t realize there were two properties"

Reviewed on Jun 22, 2026

See all 1,218 properties in Ancramdale

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.

Micosta Leisure Inn

3007 County Rd 20 Hudson NY

Book a stay at this business-friendly aparthotel in Hudson. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions FASNY Museum of Firefighting ...

9.2/10 Wonderful! (154 reviews)

"The room was good the only complaint was the area around the inn was littered with building materials that were scattered throughout which made it difficult to walk around with my dog otherwise the communication with the host was excellent"

Reviewed on Jun 14, 2026

The Farm at Hyde Park

Staatsburg NY

Stay at this vacation home in Staatsburg. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...

Cozy Riverside Berkshires Retreat

Great Barrington MA

Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions National Shrine of the Divine Mercy and ...

9.4/10 Exceptional! (16 reviews)

"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."

Reviewed on Jun 13, 2026

See all properties in Ancramdale

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.

Popular places to visit

Hornets Nest Paintball

You can take time to visit Hornets Nest Paintball during your travels to Ancramdale. Stroll along this romantic area's lakeside, or simply enjoy its coffeehouses.