Welcome to Chatham, NY

Enjoy Shopping, Dining & the Arts

Our quintessential rural upstate community is home to dozens of independently-owned retail stores, casual cafés, fine dining and a vibrant art scene.

Whether you’re visiting for the day, the weekend or making Chatham your home, you’ll experience a unique combination of small town charm and top-notch food, arts, shopping and entertainment. Come see what’s new!

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Village-Wide Annual Events

OCTOBERFEAST
October 4, 2025

Winterfest in Chatham NY

WINTERFEST
December 13, 2025

SUMMERFEST
July 12, 2025

Chatham Farmers Market logo

FARMERS MARKET
May-October, 2025

Even More Activities in and around Chatham, NY

Upcoming Events

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Chatham in the News

News Channel 13 Covers OctoberFeast Event

The town of Chatham kicked off the start of October with a big festival for all ages on Saturday. Families got to see magic shows, live bands, and dog parades at OctoberFeast. Kids also got to carve pumpkins and take a ride on a hay wagon. It is organized by the Chatham Area Business and Arts Coalition. Members say events like these make Chatham really feel like a welcoming community. Read more.

Celebrate Community Spirit at the Annual Octoberfeast in Chatham, NY

Chatham, NY – September 16, 2025 – Chatham Area Business and Arts (CABA) is thrilled to announce the return of its much-loved Annual Octoberfeast, taking place on Saturday, October 4, 2025, from 11 a.m. to 4 p.m. along Chatham’s historic Main Street. This family-friendly fall festival brings together the very best of Chatham with food, … Read more

Taconic Antiques Fair

Dozens of top antique and vintage dealers gather in Chatham, NY for an Upstate antique market not to be missed: the Taconic Antiques Fair. Featuring everything from MCM design to country furniture, fine art to folk art, vintage clothing, and curious objects, the Fair is the antiquing destination of the year.

Now accepting vendor applications for OctoberFeast 2025

We hope that you will join us for OctoberFeast 2025. The annual Chatham OctoberFeast attracts hundreds of visitors from the Hudson Valley, Capitol Region and Berkshires, as well as our local community. With great local food and drink purveyors and tabletop craftspeople, it promises to be a fun-filled fall event. The day will feature hay … Read more

More Chatham News

A Big Thank You to our 2025 Sponsors

PRESENTING SPONSOR
MetzWood Insurance
MAJOR SPONSORS
Ellsworth Kelly Foundation
Harlem Valley Rail Trail
COMMUNITY SPONSORS
Bimi’s Cheese Shop
Bimi’s Canteen & Bar
Chatham Brewing
Taconic Engineering
SUPPORTING SPONSORS
Ginsberg’s
Johnie Walker Insurance
Marton & Davis
Robert Bradway’s Plumbing & Heating
SPECIAL THANKS TO OUR FRIEND SPONSORS

American Pie
Boxwood Linen
The Chatham Bookstore
Chatham Wine & Liquor
Chatham Yoga Center
Columbia County Agricultural Society Inc./
Columbia County Fair
Community Bank
Concord Hill Soap & Candle

Crandell Theatre
Fiesta Café
Five-0 Inc
Flint Law Firm
Fork & Whisk
Hudson Valley Credit Union
Park Row Gallery
the people’s pub
PS21: Center for Contemporary Performance

Red Mannequin
Roots Holistic Wellness
Shaker Museum
Spencertown Academy Arts Center
Still Life
Stonykill Coffee & Records
The Chatham Berry Farm
The Detail Lab
Twin Wolves Healing Arts
The Warm Ewe

Become a Sponsor