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 rides, carved pumpkin contests, a costumed dog parade, magic show, live music throughout the village and much more.
We hope that you will join us and help make this another terrific event.
Apply to be a vendor
Applications are open to all food and beverage vendors, as well as vendors who feature food and table-top related products such as vendors of spices, condiments, flowers and table-top items.
The deadline for applications is Sunday, September 20th. Late entries will be considered, but may not be accommodated as spaces are usually in high demand.
Vendor fee is $100 for a 12’x12′ space, if paid by 9/20/25.
The first annual Octoberfeast will be held Saturday, October 1 from 11:00am to 10:00pm in the village of Chatham. Local food and family fun will be the highlights of this festive harvest celebration. Enjoy live music and outstanding fall food all day, enter the “Get Crocked” Cooking Contest, and participate in a cornucopia of family activities.
Events are planned for kids and adults alike:
11:00am
Our Daily Bread Gluten Free Bakery. For sale: stuffed pretzels, Octoberfeast knishes of mashed potatoes, sauerkraut and corned beef. 54 Main Street
Our Daily Bread Deli. Smokers will be fired up! For sale: smoked turkey legs, pastrami on a stick, sausages and all the trimmings. Chatham Brewing’s Oktoberfest brew, and other beer. Music from Noon-2pm and lawn/deck will be available for lawn games (bocce and more). Discounts to those in traditional lederhosen, and free draft to those who purchase a beer stein from Van Alstyne Fine Jewelry. 116 Hudson Avenue,
11:00am-5:00pm
Chatham Café & Deli. Cider, hot chocolate, seasonal pastries and more will be sold as well as the full menu inside with specials featuring a seasonal flavor. 41 Main Street
SomethinsGottaGive. Artists serving refreshments, 5 Main Street,
Van Alstyne Fine Jewelry. Beer steins for sale. 42 Main Street
Chatham Wine & Liquor. Wine and cheese sampling. 53 Main Street
Chatham Brewing. Pig roast. 59 Main Street
People’s Pub. Duck tacos and lamb sliders. 36 Main Street
Friends of the Tracy. Selling beer mugs with their logo
Face-painting
Mando Fights Back. Selling bows and pies
11:00am-7:00pm
Prepared. Grilling bratwurst and sauerkraut in the Beer and Wine Garden in the Prepared Plaza outside 20 Main Street.
A La Mode. Selling ice cream and root beer floats street side.
Noon
Musicians Laura Flemming and Phalen McGreal in the Beer and Wine Garden in the Prepared Plaza outside Prepared at 20 Main Street
Noon-12:30pm
Unicycling
Noon-2pm
Live Music TBA at Our Daily Bread Deli, 116 Hudson Avenue
1:00-3:00pm
Get Crocked: Crockpot for a Cause Cooking Contest. First prize is $100.00. Second prize is $50. Dominic Guiliano, chef at Blue Plate and Prepared, will be the judge. The public can buy a Get Crocked tasting pass which will allow them to try a sample of each entry and the most popular dish will be awarded “People’s Choice.” Proceeds from “Crockpot for a Cause” will benefit Tina and Rich Powers and family. For more information about the cooking contest, please email or call 518.336.5254. Location TBA
1:00-2:00pm
Eric Thee Illusionist on the Brewery Stage
2:00-3:00pm
Balloon Art on the Brewery Stage
3:00pm
Ceremonial Keg Tapping on the Brewery Stage
3:00pm
Games and Contests at Chatham Brewing, 59 Main Street
Breezy Grass Band on the Brewery Stage
6:00pm
Sitting Plush Band on the Brewery Stage
8:00pm
Side Show Willie on the Brewery Stage. This is the band’s 100th performance.
Chatham’s first annual OctoberFeast will be held Saturday, October 1 from 11:00am to 10:00pm. Celebrate the harvest with local food and family fun throughout the village of Chatham. Enjoy music all day, enter the “Get Crocked” Cooking Contest, enjoy outstanding fall food, and participate in a cornucopia of family activities.
“We’re combining the fabulous fall flavors and colors of the harvest with the joy of being outdoors this time of year,” said Melony Spock, OctoberFeast co-chair. “We’re working with local restaurants to present an all-day event that brings our community together.”
In preparation for this special day, events are planned for kids and adults alike. Saturday, October 1 there will be live music including Laura Flemming and Phalen McGreal, Breezy Grass Band, Sitting Plush Band, and the 100th performance of Side Show Willie. At 1:00pm magician Eric Thee Illusionist will perform a free one-hour show, followed by a balloon art demonstration.
The Get Crocked Cooking Contest (Crockpot for a Cause) will take place Saturday, October 1. First prize is $100.00. Second prize is $50. Dominic Guiliano, chef at Blue Plate and Prepared, will be the judge. The public can buy a Get Crocked tasting pass which will allow them to try a sample of each entry and the most popular dish will be awarded “People’s Choice.” Proceeds from “Crockpot for a Cause” will benefit Tina and Rich Powers and family. For more information about the cooking contest, please email or call 518.336.5254.
OctoberFeast details are still being finalized. For more details or to keep up with the latest developments, visit the OctoberFeast page.