Search Hotels Near Dry Hill, Great Barrington

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Dry Hill hotels

Interior detail
Wilder House Berkshires

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
10 km from Dry Hill
9.8 out of 10, Exceptional, (41)
"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 4.263.030 ₫
4.761.805 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Wilder House Berkshires
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
16.5 km from Dry Hill
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.8 km from Dry Hill
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is 3.552.525 ₫
3.968.170 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
4.1 km from Dry Hill
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is 4.881.170 ₫
5.354.644 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Gedney Farm
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
16.6 km from Dry Hill
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is 6.599.802 ₫
7.740.820 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Inn at Stockbridge
Breakfast, lunch, dinner served; American cuisine
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
3.8 km from Dry Hill
9.2 out of 10, Wonderful, (90)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is 8.026.075 ₫
9.685.236 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Old Inn On The Green
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn

East Rock Inn

East Rock Inn
2.0 star property
8.4 km from Dry Hill
9.4 out of 10, Exceptional, (36)
"We had a great stay at East Rock Inn! Newly remodeled, clean room, comfortable bed, easy access to town. I will definitely stay there again."
United States
Laura
The price is 3.521.974 ₫
3.934.044 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
East Rock Inn
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
16.7 km from Dry Hill
9.6 out of 10, Exceptional, (15)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is 6.631.380 ₫
8.289.067 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Prospect Berkshires
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
17.4 km from Dry Hill
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
16.2 km from Dry Hill
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is 4.324.870 ₫
4.973.600 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Blackberry River Inn
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
9.8 km from Dry Hill
9.0 out of 10, Wonderful, (809)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
Monument Mountain Motel
Restaurant
Little Cat Lodge

Little Cat Lodge

Little Cat Lodge
2.0 star property
18.6 km from Dry Hill
9.4 out of 10, Exceptional, (66)
"Good sized room with a comfortable bed. Friendly staff and breakfast was nice. The area was rather odd. Far too expensive for what I got but prices were really high the night I stayed. "
United States
kim
Little Cat Lodge
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
10.2 km from Dry Hill
8.8 out of 10, Excellent, (710)
"Great hospitality "
United States
regina maria
The price is 2.815.705 ₫
3.145.142 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
13.6 km from Dry Hill
9.0 out of 10, Wonderful, (806)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is 3.363.057 ₫
4.270.993 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Suite, Private Bathroom (RedBird Suite) | View from room
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
16.3 km from Dry Hill
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 10.050.225 ₫
12.157.914 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
15.6 km from Dry Hill
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is 2.763.075 ₫
3.177.536 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Locust Tree Bed and Breakfast LLC
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
18.8 km from Dry Hill
9.0 out of 10, Wonderful, (1007)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is 2.639.395 ₫
2.948.203 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
15.2 km from Dry Hill
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is 3.947.250 ₫
5.584.832 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
The Red Lion Inn
Exterior
The Little Lion

The Little Lion

The Little Lion
3.0 star property
11.9 km from Dry Hill
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is 2.894.650 ₫
3.233.324 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
The Little Lion
Lobby
Quality Inn Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
10.2 km from Dry Hill
8.4 out of 10, Very good, (1001)
"My go to place for my ski weekends"
United States
Ryan
The price is 1.990.730 ₫
2.223.645 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn Great Barrington
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.
View all properties

Top Dry Hill Hotel Reviews

Hotels near other Dry Hill attractions

Les Trois Emme Winery

3.0/5 (2 reviews)
You can enjoy a tasting or tour at Les Trois Emme Winery during your travels to New Marlborough. While you're in the area, stroll along the lakeside.
See properties

Lake Buel

4.0/5 (8 reviews)
Commune with nature and explore the great outdoors at Lake Buel during your travels in Great Barrington. While you're here, you can savour the top-notch restaurants.
See properties

Frequently asked questions

What's the area like around Dry Hill?
Dry Hill is located in a scenic area of New Marlborough known for its beautiful lakeside setting and hiking. You'll find 88 hotels and other accommodations within a few miles for a convenient home base.
How many hotels are there near Dry Hill?
Expedia has 88 hotels and other accommodation options a few miles from Dry Hill.
If I need to cancel the hotel reservation for my stay near Dry Hill, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of your booking. Put your dates in and click on "Search", then use the "fully refundable" filter to get the best options available near Dry Hill.
What can I see and do near Dry Hill?
You might spend a leisurely day outdoors at Bidwell House Museum and Umpachene Falls Park. Explore nature at Lake Buel and Questing. If you have some time to wander around the area, you might stop by Ski Butternut, Les Trois Emme Winery or Three Mile Pond Wildlife Management Area.