Search Resort Hotels in Old Chatham from CA $101

  • 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

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21
In one month
Jul 3 - Jul 5
In two months
Jul 31 - Aug 2
No exact matches found, but these alternatives could be just right

Recommended hotels in Old Chatham

Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (224 reviews)
"Very clean. Updated "
United States
jennifer
The price is CA $154
CA $173 total
includes taxes & fees
Jun 9 - Jun 10
Chatham Travel Lodge
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is CA $154
CA $172 total
includes taxes & fees
Jun 9 - Jun 10
The Yankee Inn
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (860 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is CA $106
CA $119 total
includes taxes & fees
Jun 21 - Jun 22
Monument Mountain Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is CA $190
CA $208 total
includes taxes & fees
Jun 4 - Jun 5
Shaker Mill Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is CA $158
CA $176 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,005 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is CA $130
CA $145 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Great Barrington
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is CA $91
CA $101 total
includes taxes & fees
Jun 8 - Jun 9
Berkshire Travel Lodge
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is CA $122
CA $136 total
includes taxes & fees
Jun 4 - Jun 5
The Little Lion
Free daily continental breakfast

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very good, (131 reviews)
"Quick stay, clean properly and convient location."
United States
Tawana
The price is CA $135
CA $146 total
includes taxes & fees
Jun 15 - Jun 16
Spark by Hilton West Coxsackie
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (96 reviews)
"Comfy, cozy, quiet stay in this lovely property full of character! Thank you, hard-working staff."
United States
Leslieann H
The price is CA $141
CA $157 total
includes taxes & fees
Jun 5 - Jun 6
Gregory House Country Inn
In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (581 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is CA $108
CA $120 total
includes taxes & fees
Jun 10 - Jun 11
Travelodge by Wyndham Great Barrington Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (968 reviews)
"Friendly good location"
United States
Vivian
The price is CA $173
CA $193 total
includes taxes & fees
Jun 4 - Jun 5
Berkshires Untold
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is CA $183
CA $204 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is CA $95
CA $104 total
includes taxes & fees
Jun 4 - Jun 5
Pleasant Valley Motel West Stockbridge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (862 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is CA $108
CA $120 total
includes taxes & fees
Jun 10 - Jun 11
Howard Johnson by Wyndham Lenox
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is CA $161
CA $179 total
includes taxes & fees
Jun 16 - Jun 17
Quality Inn Lee - Lenox South
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (961 reviews)
"Great location and resort. Very happy with accommodation's"
United States
Robert
The price is CA $168
CA $219 total
includes taxes & fees
Jun 22 - Jun 23
Berkshire Mountain Lodge
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (820 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is CA $92
CA $103 total
includes taxes & fees
Jun 9 - Jun 10
FairBridge Inn Express
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (3 reviews)
"After a little snafu with check-in (we had completed the form in advance and never received the room number text), we were able to get checked in with the virtual front desk. The inn was clean and well appointed and centrally located. The common areas felt inviting and useful for both the adults and kids. We would stay again."
United States
Samantha
The price is CA $148
CA $165 total
includes taxes & fees
Jun 7 - Jun 8
Hideaway Inn Lenox
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Great stay "
United States
Brian
The price is CA $111
CA $124 total
includes taxes & fees
Jun 3 - Jun 4
Berkshire 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Chatham Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Very Charming hotel. Good size rooms, has many interesting features due to the age of the hotel. Takes you back to another era."
Sandra 2-night trip
Posted less than an hour ago
The Red Lion Inn

Find out more about Old Chatham

Old Chatham Resorts information

Number of reviews
11,677
Accommodation
30 Resorts
Lowest Price
CA $101
Highest Price
CA $219

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. Amenities include a sauna, a fitness center, and a terrace.
What can I do in Old Chatham?
Shaker Museum and Library, Kinderhook Lake, and The Mac-Haydn Theatre are a few interesting places to visit nearby. Additional attractions in the area include Queechy Lake and Martin Van Buren National Historic Site.
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