Hotels in Chatham

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April 2026

May 2026

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Where to stay in Chatham?

Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

Great Barrington

Seasonal escape in historic Great Barrington with outdoor pool and fine dining.

CNY2,544 total

includes taxes & fees

Apr 2 - Apr 3

Quality Inn Lee - Lenox South

Lee

A cozy retreat 15 minutes from Tanglewood Music Center with complimentary WiFi.

CNY650 total

includes taxes & fees

Apr 13 - Apr 14

Sunset Inn

Lee

Countryside lodging with a seasonal pool, steps away from Tanglewood Music Center.

CNY733 total

includes taxes & fees

Apr 1 - Apr 2

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

Pittsfield

Restful sanctuary in Pittsfield with free WiFi and parking, perfect for skiers.

CNY549 total

includes taxes & fees

Apr 13 - Apr 14

Chambery Inn

Lee

Peaceful countryside retreat with spa treatments just minutes from Tanglewood Music Center.

CNY1,320 total

includes taxes & fees

Apr 1 - Apr 2

Econo Lodge Lee - Great Barrington

Lee

Cozy retreat near Lee Premium Outlets with mini golf and continental breakfast.

CNY518 total

includes taxes & fees

Apr 13 - Apr 14

Room #10 Queen's Cottage | Living room | Flat-screen TV

Devonfield Inn B&B

Lee

Step back from the crowds with a relaxing Berkshires escape next to scenic fairways.

CNY2,540 total

includes taxes & fees

Apr 1 - Apr 2

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Tranquil lakefront escape with stunning sunset views and a 24-hour fitness center.

CNY727 total

includes taxes & fees

Apr 6 - Apr 7

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

South Lee

Berkshire getaway offers indoor and outdoor pools with mountain scenery and cafe.

CNY1,004 total

includes taxes & fees

Apr 13 - Apr 14

Lakehouse Inn

Lee

Scenic lakeside escape in Lee with kayaking, terrace, and daily full breakfast.

CNY1,167 total

includes taxes & fees

Apr 3 - Apr 4

The Inn at Stockbridge

Lee

Unwind in the Berkshires with massages and outdoor swimming in charming Lee.

CNY1,838 total

includes taxes & fees

Apr 2 - Apr 3

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Lakeside getaway in Berkshires with indoor pool and Tanglewood Music Center nearby.

CNY911 total

includes taxes & fees

Apr 6 - Apr 7

Hilton Garden Inn Lenox Pittsfield

Pittsfield

Modern hotel near Herman Melville's Arrowhead with indoor pool and Asian fusion dining.

CNY1,129 total

includes taxes & fees

Apr 4 - Apr 5

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Lenox

Experience Lenox from a central motel with a pool and friendly staff at your service.

CNY610 total

includes taxes & fees

Apr 6 - Apr 7

Berkshire Mountain Lodge

Pittsfield

CNY823 total

includes taxes & fees

Apr 29 - Apr 30

Hampton Inn & Suites Berkshires-Lenox

Lenox

Relaxing Berkshires retreat with indoor pool near Tanglewood Music Center.

CNY858 total

includes taxes & fees

Apr 13 - Apr 14

Hotel On North

Pittsfield

Experience refined comfort in the heart of Pittsfield, steps from transportation.

CNY1,150 total

includes taxes & fees

Apr 5 - Apr 6

Deluxe Double Suite- NO PETS ALLOWED | Individually furnished, iron/ironing board, cribs/infant beds

The Central Downtown Inn & Suites

Pittsfield

CNY880 total

includes taxes & fees

Apr 1 - Apr 2

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Located in Pittsfield, the hotel offers peaceful rooms near Berkshire attractions.

CNY903 total

includes taxes & fees

Apr 18 - Apr 19

Hampton Terrace Inn

Lenox

Enchanting Berkshires inn with a seasonal outdoor pool and tennis courts period.

CNY1,945 total

includes taxes & fees

Apr 12 - Apr 13

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Go beyond your typical stay in Chatham

Spa

Family friendly

Top landmarks in Chatham

The Mac-Haydn Theatre

The Mac-Haydn Theatre is 0.9 mi (1.4 km) from central Chatham, why not stop by during your stay. If you want to experience more of the culture Chatham has to offer, head to Art Omi International Arts Center - Fields Sculpture Park, Hudson Chatham Winery, and Martin Van Buren National Historic Site.

See properties

Learn more about Chatham

The region around Chatham is home to attractions such as The Mac-Haydn Theatre and Art Omi International Arts Center - Fields Sculpture Park.

See all hotels in Chatham

Tracy Memorial Village Hall, Chatham, New York

Check out reviews of Chatham hotels guests love

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent

"Very clean and spacious room. Breakfast was fresh when I went downstairs, and the fitness center was a nice bonus with a few treadmills and other equipment. Parking was a little tight during an event happening, but was easy outside of that. Would stay again!"

Comfort Inn Glenmont - Albany South

4/10 Poor

"Disappointed in the room which was dirty and outdated and old smelling hotel. Amenities were horrible. Pool swelled over chlorinated and slimy. Hot tub water was green in color. Quite on quote Business center smelled like someone’s old attic. Construction was going on all throughout day and night with drills and etc. Staff at check in acted as if my card did not go through only to have me reswipe and double charged me for the 5 day reservation. When brought to their attention I was told it will release one charge in 5-1 business days.. Would not recommend and would definitely not ever stay here again!!!"

Quality Inn Great Barrington

8/10 Good

"The Quality Inn in Great Barrington is a good value play. The room we had was clean; the staff was friendly and knowledgeable; and the heating was welcomed on this March day. Breakfast was a weak point, but the coffee was good and available throughout the day. And yes, I would stay there again. "

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Breakfast is excellent, quiet place is peaceful you can relax really well it has an Indian cuisine restaurant inside also a bar the restaurant is excellent all you request they will do it as long that they have it they will do everything is excellent to this In. Friendly staff."

Frequently asked questions

How much does a hotel room cost in Chatham?

You can choose a great hotel in Chatham from CNY518 with properties to suit all budgets and needs. If you're after an affordable hotel in Chatham that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Chatham hotels?

Discover great deals on Chatham hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Chatham hotels.

Can I book Chatham hotels with free cancellation?

To book a refundable Chatham hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

Can I book a refundable hotel in Chatham?

If you want the flexibility to change your plans to Chatham, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Chatham if I want a vacation rental instead of a hotel?

If you want to find a good alternative to a hotel, review our selection of 14 vacation homes.

What will the weather in Chatham be like during my vacation?

July and August are typically the warmest months in Chatham when the average temp is 67°F. January and February are the coldest months when the average temperature is 29°F. October and August are the months with the most rain.

Why should I book my Chatham accommodation with Hotels.com?

There are lots of reasons to book your 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.

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