Enjoy festival local shopping, food, drinks and holiday fun. Visit with Santa, enter the Holiday Cookie Contest and Gift Basket Raffle. Enjoy carolers and live music and a free screening of Polar Express.
Everyone here is gearing up for another festive holiday weekend. Come find that special gift that feels personal.
WHAT IS CHATHAM WINTERFEST? Take our already-festive independent shops, add our top-notch food and drink purveyors, and top it all off with even more seasonal fun: Santa will be here, as will carolers and other live musicians.
Browse our list of Winterfest events and activities below.
Events & Activities
- Holiday Cookie Contest
- Free Crandell screening of Polar Express
- Holiday Raffle – Enter to win a basket of goodies from Chatham stores – get a free raffle ticket from every store that you patronize.
11:00am-1:00pm
- Santa Claus and Mrs. Claus at the Crandell Theater, 48 Main Street
11:00am-4:00pm
- Hayrides leaving from Park Row (weather permitting)
- Wine and cheese tasting at Chatham Wine & Liquor, 53 Main Street
- Live music and tasting with Ten Mile Distillery at Park Row Gallery, 57 Main Street
- Community Gift wrapping Station at Stone House Properties, 6 Main Street. Volunteers will wrap your gifts in exchange for donations to the Ghent and Chatham food pantries. Supplies provided by Connect Ghent and Chatham For All.
- Christmas School Bus with kids activities in the Hudson Valley Credit Union Parking Lot
- Holiday sale of ornaments crafted by local artisans. Round Clay Studios, 25 Hudson Avenue.
- Soap and Candle Sale. Buy 5 soaps/get one free and 10% off candles and home fragrance – Concord Hill Soap and Candle, 54 Main Street
- Popup Shops of Local Artisans. Roots Holistic Wellness, 25 Main St
- Art & Craft Sale of local artists. All proceeds will be donated to various charities., The Clocktower Building, 1 Main Street.
- Hot cider, cookies and candy canes. Come warm up before or after your Winterfest Hay Ride at Four Corners Legacy Law. We’ll also have information on keeping your legacy alive, even after you aren’t. Plus, a Christmas gift to help you give your family the ultimate present–Peace of Mind, 22 Park Row.
- 20% off all furniture, 1811Olde Antique Shoppe, 2 Austerlitz St.
- Free pack of John Derian matches with any scented candle purchase, Marton & Davis, 33 Main Street.
- Hot cocoa & mulled cider, virgin or spiked and homemade marshmallows, Bimi’s Cheese Shop, 21 Main Street
- Mulled Cider and Hot Cocoa, People’s Pub, 36 Main St.
11am-Noon
- Ragamuffins Juggling Act at the Gazebo
11:30am-Noon
- Cookie contest. Drop off your cookies by 11:30am at the Crandell Theater. Judging is at 12 noon in the Crandell lobby. Cash prizes!
Free Screening of
THE POLAR EXPRESS
1:00-2:40pm
At the Crandell Theatre
Sponsored by Chatham Area Business and Arts
2:30pm-4:00pm
- Caroling in the Village
7:00pm-10:00pm
- The Pay Drifters playing at Chatham Brewing, 59 Main Street
