Search Resort Hotels in Old Chatham from CA $92

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right

Recommended hotels in Old Chatham

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (218 reviews)
"Very clean. Updated "
United States
jennifer
The price is CA $160
CA $179 total
includes taxes & fees
Apr 15 - Apr 16
Chatham Travel Lodge

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is CA $222
CA $705 total
includes taxes & fees
May 12 - May 13
Artists’ Hideaway in Old Chatham

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
The price is CA $108
CA $121 total
includes taxes & fees
Apr 28 - Apr 29
Berkshires Untold

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,003 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is CA $153
CA $170 total
includes taxes & fees
Apr 23 - Apr 24
Best Western Plus Berkshire Hills Inn & Suites

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (840 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is CA $83
CA $92 total
includes taxes & fees
Apr 16 - Apr 17
Monument Mountain Motel

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (576 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $103
CA $116 total
includes taxes & fees
Apr 20 - Apr 21
Travelodge by Wyndham Great Barrington Berkshires

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (849 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is CA $109
CA $122 total
includes taxes & fees
Apr 15 - Apr 16
Howard Johnson by Wyndham Lenox

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $98
CA $108 total
includes taxes & fees
Apr 15 - Apr 16
Pleasant Valley Motel West Stockbridge

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $151
CA $165 total
includes taxes & fees
Apr 15 - Apr 16
Shaker Mill Inn

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very good, (1,005 reviews)
"Great location, friendly staff"
United States
James
The price is CA $103
CA $116 total
includes taxes & fees
Apr 20 - Apr 21
Quality Inn Great Barrington

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (16 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is CA $172
CA $253 total
includes taxes & fees
Apr 20 - Apr 21
Taborton Harvest Boulder Pines Cabin in the woods

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (905 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
The price is CA $113
CA $157 total
includes taxes & fees
Apr 16 - Apr 17
Berkshire Mountain Lodge

The Berkshire Mountain Inn

The Berkshire Mountain Inn
3.0 star property
Great Barrington
9.6 out of 10, Exceptional, (5 reviews)
"The new owners have done a great job. The place is immaculate, the room was very comfortable and well appointed, the common areas charming. Highly recommended."
United States
Robert
The price is CA $276
CA $308 total
includes taxes & fees
Apr 20 - Apr 21
The Berkshire Mountain Inn

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (277 reviews)
"Property was great- clean, well equipped and a perfect spot for us to spend the night and a quick visit in the Berkshires!! "
United States
christine b.
The price is CA $187
CA $289 total
includes taxes & fees
Apr 15 - Apr 16
Berkshire Village Carriage House - Super Private!!

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
The price is CA $152
CA $169 total
includes taxes & fees
Apr 20 - Apr 21
The Little Lion

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is CA $203
CA $227 total
includes taxes & fees
Apr 20 - Apr 21
Element Lenox Berkshires

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (95 reviews)
"Great quaint place. Great staff and very clean. "
United States
Janelle
The price is CA $166
CA $182 total
includes taxes & fees
Apr 28 - Apr 29
The Springs Motel

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $271
CA $396 total
includes taxes & fees
Apr 17 - Apr 18
cozy retreat with modern amenties

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (88 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is CA $163
CA $182 total
includes taxes & fees
Apr 30 - May 1
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,003 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is CA $139
CA $156 total
includes taxes & fees
Apr 28 - Apr 29
Quality Inn Lee - Lenox South
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Old Chatham Hotel Reviews

Find out more about Old Chatham

Old Chatham Resorts information

Number of reviews
9,244
Accommodation
28 Resorts
Lowest Price
CA $92
Highest Price
CA $705

Frequently asked questions

What can I expect from a resort vacation in Old Chatham?
Longing for a relaxing escape? Indulge in the comforts of a resort, where you can find everything you want for your trip from tasty dining options to activities and entertainment. Browse the resorts in the area and discover the right one for you, whether you envision yourself kicking back in a suite with stunning views or checking out the on-site boutiques.
What's the best resort in Old Chatham?
Our top-rated resort near Old Chatham: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 18.8 mi (30.2 km) from Old Chatham. Access to a sauna, a fitness center, and a terrace.
What can I do in Old Chatham?
Shaker Museum and Library, Kinderhook Lake, and Queechy Lake are a few interesting places to visit nearby. Additional attractions in the area include Martin Van Buren National Historic Site and Art Omi International Arts Center - Fields Sculpture Park.
What's the weather like in Old Chatham?
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 Old Chatham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Old Chatham?
Fly into Hudson, NY (HCC-Columbia County), which is located 12.7 mi (20.4 km) from the heart of the city. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 13.9 mi (22.3 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

Explore a world of travel with Expedia