Hotels in Old Chatham

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Jul 10 - Jul 12
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Jul 17 - Jul 19

Where to stay in Old Chatham?

Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (231 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
Jul 6 - Jul 7
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)
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 $127
$142 total
includes taxes & fees
Jul 6 - Jul 7
The Yankee Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (480 reviews)
The price is $75
$84 total
includes taxes & fees
Jul 6 - Jul 7
Berkshire Travel 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, (838 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 $69
$77 total
includes taxes & fees
Jul 5 - Jul 6
FairBridge Inn Express
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 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 $82
$90 total
includes taxes & fees
Jul 7 - Jul 8
Pleasant Valley Motel West Stockbridge
Dining room

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (109 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 $125
$139 total
includes taxes & fees
Jul 5 - Jul 6
Gregory House Country Inn
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (462 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 $179
$196 total
includes taxes & fees
Jul 8 - Jul 9
Shaker Mill Inn
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (575 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 $112
$125 total
includes taxes & fees
Jul 5 - Jul 6
The Little Lion
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (870 reviews)
Enjoy a serene retreat in Pittsfield with a seasonal outdoor pool and proximity to Colonial Theater and Berkshire Museum. This motel offers clean rooms, free WiFi, and parking. Just a 2-minute drive from the transportation hub for your Tanglewood adventures.
The price is $90
$101 total
includes taxes & fees
Jul 6 - Jul 7
Berkshire Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

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 $135
$151 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 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 $135
$151 total
includes taxes & fees
Jul 27 - Jul 28
Quality Inn Lee - Lenox South
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (876 reviews)
The price is $124
$138 total
includes taxes & fees
Jul 5 - Jul 6
Monument Mountain Motel
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, (141 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 $98
$105 total
includes taxes & fees
Jul 30 - Jul 31
Spark by Hilton West Coxsackie
Indoor pool

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, (120 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 $158
$176 total
includes taxes & fees
Jul 7 - Jul 8
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
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, (879 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 $99
$111 total
includes taxes & fees
Jul 5 - Jul 6
Howard Johnson by Wyndham Lenox
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very Good, (11 reviews)
The price is $167
$187 total
includes taxes & fees
Jul 5 - Jul 6
Hideaway Inn Lenox
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (91 reviews)
Escape to this mountain lodge near Catamount Ski Area, featuring a seasonal outdoor pool and relaxing sauna. After alpine adventures, savor complimentary breakfast before unwinding at the bar. Free WiFi and parking round out this Copake Falls retreat.
The price is $169
$189 total
includes taxes & fees
Jul 5 - Jul 6
Little Cat Lodge
Signature Apartment | Private kitchen | Shared fridge, espresso maker, coffee/tea maker, electric kettle

Howard Hotel

Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (158 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
Jul 15 - Jul 16
Howard Hotel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (105 reviews)
Tucked in New Ashford, this welcoming motel provides a refreshing seasonal outdoor pool, terraced grounds, and garden spaces. Just 15 minutes from skiing at Jiminy Peak and Brodie Mountain with free WiFi and convenient parking.
The price is $138
$152 total
includes taxes & fees
Jul 5 - Jul 6
The Springs Motel
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
The price is $164
$228 total
includes taxes & fees
Jul 8 - Jul 9
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.
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Top landmarks in Old Chatham

Shaker Museum and Library

10.0/10 (1 review)
Shaker Museum and Library is worth a visit, located 1.1 mi (1.7 km) from central Old Chatham. If you want to experience more of the culture Old Chatham has to offer, head to Kinderhook Lake.
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Learn more about Old Chatham

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

See all hotels in Old Chatham
A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Check out reviews of Old Chatham hotels guests love

Hilton Albany

Hilton Albany

10/10 Excellent
"Staff was amazing, I especially appreciated the bartender, and the front desk staff. It was a little inconvenient that there’s no microwaves in the room, and that it’s $20 a day for parking, but other than that, we enjoyed our stay."
Sylvia 1-night trip
Posted less than an hour ago
Hilton Albany

Frequently asked questions

What accommodations do travelers recommend in Old Chatham?
Guests like Chatham Travel Lodge.
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.