Chatham, NY

Travel Guide

A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".
A city street with buildings, parked cars, and solar panels.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$108 nightly
The price is $121 total per night from Nov 17 to Nov 18
$121 total
Nov 17 - Nov 18
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Vacation Village in the Berkshires
Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

2.5 out of 5
300 Broadway Albany NY
$101 nightly
The price is $116 total per night from Nov 19 to Nov 20
$116 total
Nov 19 - Nov 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Popular attractions MVP Arena and Palace Theater are ...
Country Inn & Suites by Radisson, Downtown Albany New York
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
$108 nightly
The price is $120 total per night from Dec 10 to Dec 11
$120 total
Dec 10 - Dec 11
Total with taxes and fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
See all 1,605 properties in Chatham
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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Berkshire Mountain Lodge
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park ...
9.6/10 Exceptional! (343 reviews)
"If you’re looking for a real getaway with views and a peaceful atmosphere this place will reset you,"

Reviewed on Nov 10, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
See all properties in Chatham
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.

Stay near popular Chatham attractions

The Mac-Haydn Theatre

You can enjoy a show at The Mac-Haydn Theatre on your trip to Chatham. Stroll along this trendy area's riverfront, or simply enjoy its coffeehouses.
See properties

Frequently asked questions

Is Chatham worth visiting?
Chatham is worth visiting for its local dining, where travelers can enjoy Italian and North American cuisine. The destination also offers standout attractions like The Mac-Haydn Theatre, providing excellent entertainment and cultural experiences for visitors.
When is the best time to visit Chatham?
The best time to visit Chatham is from May through September, when the climate is most favorable for travelers. For fewer crowds and better value, the quieter months of December through March are a good option, offering a different experience with cooler temperatures.
What is Chatham known for?
Chatham is known as home to The Mac-Haydn Theatre, a performing arts venue that offers a range of productions. Travelers can also find a strong Italian food culture, with many dining options available.
What is a good itinerary length for Chatham?
A good itinerary length for Chatham is one day to experience The Mac-Haydn Theatre. For travelers looking to enjoy the local dining scene, including Italian, North American, and Asian cuisine, a two-day trip could be considered.
What are the top things to do in and around Chatham?
In Chatham, travelers can visit The Mac-Haydn Theatre, a local landmark.
What cuisines can you find in Chatham?
In Chatham you can find French cuisine, with dishes like coq au vin and boeuf bourguignon. Travelers can also enjoy Italian, North American, and fresh seafood options. For those seeking international flavors, there are also Asian choices such as Chinese and Japanese, as well as Mediterranean dishes.
Can I book a refundable hotel in Chatham?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chatham by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chatham with Expedia?
Expedia makes it easier to plan your Chatham trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chatham?
The best choice depends on your travel style. Hotels in Chatham can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chatham trip on Expedia?
Once you've booked your Chatham trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chatham trip?
Expedia offers customer support before, during, and after your Chatham trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chatham?
If it's your first trip to Chatham, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chatham hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chatham hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Chatham

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Hillsdale

A suspension bridge over a river surrounded by autumn foliage and hills.

Valatie

A forest with autumn leaves, trees, and gravestones.

Austerlitz

A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Old Chatham

Explore a world of travel with Expedia