Hotels in Old Chatham

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Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (224 reviews)
This quaint motel offers free WiFi and parking in Old Chatham's peaceful setting. Explore nearby Mac-Haydn Theatre and Shaker Museum while enjoying daily housekeeping and convenient access to Hudson attractions.
The price is $112
$125 total
includes taxes & fees
Jun 7 - Jun 8
Chatham Travel Lodge

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
Discover this Lenox retreat with stunning mountain views, year-round swimming options, and fireplaces in select rooms. Just minutes from Bousquet Ski Area and local attractions, enjoy free breakfast and helpful staff after a day exploring.
The price is $111
$124 total
includes taxes & fees
Jun 7 - Jun 8
The Yankee Inn

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)
Escape to this Pittsfield hotel near the train station, with Tanglewood Music Center nearby. After enjoying the complimentary breakfast, explore local skiing trails or workout in the fitness center. Clean rooms and attentive staff create a welcoming mountain getaway.
The price is $111
$124 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Plus Berkshire Hills Inn & Suites

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
The price is $73
$82 total
includes taxes & fees
Jun 6 - Jun 7
Berkshire Travel Lodge

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (862 reviews)
The price is $86
$96 total
includes taxes & fees
Jun 7 - Jun 8
Monument Mountain Motel

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
Escape to the heart of Pittsfield where this hotel offers an indoor pool and relaxing hot tub after exploring Tanglewood. Free breakfast, WiFi, and parking enhance your stay while nearby Guido's Marketplace awaits your discovery.
The price is $132
$147 total
includes taxes & fees
Jun 7 - Jun 8
Holiday Inn Express & Suites Pittsfield-Lenox-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)
This peaceful Lee hotel offers free daily continental breakfast near local restaurants and shopping. Just minutes from Lee Library and Animagic Museum, guests praise the helpful staff. Enjoy convenient access to cultural attractions during your Berkshires stay.
The price is $123
$137 total
includes taxes & fees
Jun 7 - Jun 8
Quality Inn Lee - Lenox South

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
The price is $79
$88 total
includes taxes & fees
Jun 7 - Jun 8
Travelodge by Wyndham Great Barrington Berkshires

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very Good, (3 reviews)
The price is $155
$173 total
includes taxes & fees
Jun 7 - Jun 8
Hideaway Inn Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (863 reviews)
Dive into Berkshires charm at this centrally located Lenox motel, where you'll enjoy the refreshing outdoor pool and free parking. Near Guido's Marketplace and Bousquet Ski Area, with clean rooms and exceptionally helpful staff to enhance your stay.
The price is $79
$88 total
includes taxes & fees
Jun 7 - Jun 8
Howard Johnson by Wyndham Lenox

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
Experience tranquility at this West Stockbridge B&B where hiking, biking, and kayaking adventures await. Enjoy free breakfast, complimentary parking, and daily housekeeping while exploring Ebenezer II Gifts and nearby cultural attractions.
The price is $151
$166 total
includes taxes & fees
Jun 10 - Jun 11
Shaker Mill Inn

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
Experience comfort and convenience at this motel in Great Barrington, where free WiFi and parking await. Explore nearby Monument Mountain Reservation for hiking, then return to spotless rooms with daily housekeeping and notably helpful staff.
The price is $88
$98 total
includes taxes & fees
Jun 7 - Jun 8
The Little Lion

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (148 reviews)
This welcoming Hudson hotel offers free WiFi and rooms featuring hydromassage showerheads for ultimate relaxation. Just an 8-minute walk from the train station, you'll find cultural attractions and a hair salon on-site.
The price is $137
$154 total
includes taxes & fees
Jun 15 - Jun 16
Howard Hotel

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (972 reviews)
Nestled in Lenox, this lodge offers easy access to Kennedy Park and Pleasant Valley Wilderness Sanctuary. The Club Room serves American cuisine, while the terrace provides a perfect spot to unwind after exploring local attractions.
The price is $119
$133 total
includes taxes & fees
Jun 7 - Jun 8
Berkshires Untold

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (97 reviews)
Experience rustic elegance at this inviting inn, where complimentary WiFi and parking enhance your stay near Pineridge Cross Country Ski Center and Berkshire Retreat Center. Unwind with a cocktail at the bar or savor a meal at the on-site restaurant.
The price is $113
$125 total
includes taxes & fees
Jun 8 - Jun 9
Gregory House Country Inn

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (820 reviews)
Tucked away in a peaceful corner of Pittsfield, this quiet motel offers free WiFi and parking with a 24-hour front desk. Nearby Crane Museum of Papermaking awaits exploration, while winter enthusiasts will love the downhill skiing options just moments away.
The price is $79
$88 total
includes taxes & fees
Jun 7 - Jun 8
FairBridge Inn Express

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is $93
$103 total
includes taxes & fees
Jun 25 - Jun 26
Quality Inn Great Barrington

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
Escape to the heart of the Berkshires in this well-maintained motel close to Tanglewood Music Center. Free WiFi and parking make exploring local attractions like Hoffman's Pottery and Charles H. Baldwin & Sons effortless. Clean rooms and daily housekeeping ensure a comfortable stay.
The price is $72
$79 total
includes taxes & fees
Jun 18 - Jun 19
Pleasant Valley Motel West Stockbridge

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very Good, (132 reviews)
Tucked in a peaceful area with hiking trails nearby, this hotel provides a complimentary breakfast praised by travelers. The 24-hour fitness center, free parking, and exceptionally helpful staff create a comfortable base for exploring Parks Dairy and Mcquade park.
The price is $89
$97 total
includes taxes & fees
Jun 14 - Jun 15
Spark by Hilton West Coxsackie

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
The price is $151
$214 total
includes taxes & fees
Jun 9 - Jun 10
The Red Lion 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.

Top landmarks in Old Chatham

Learn more about Old Chatham

The region around Old Chatham is home to attractions such as Shaker Museum and Library and Kinderhook Lake.

Tracy Memorial Village Hall, Chatham, New York

Check out reviews of Old Chatham hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Old Chatham?
Can I book refundable hotels in Old Chatham?
If you're looking for the flexibility to change your plans to Old Chatham, most hotels provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Old Chatham if I want a vacation rental instead of a hotel?
Browse 8 vacation homes on our site.
What will the weather in Old Chatham be like during my trip?
The warmest months in Old Chatham are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Old Chatham accommodation with Hotels.com?
There are lots of reasons to book your Old Chatham trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.