Sunday, October 5, 2025 | News Channel 13
The town of Chatham kicked off the start of October with a big festival for all ages on Saturday.
OctoberFeast
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, live entertainment, shopping, and seasonal fun for all ages.
Attendees can look forward to:
- Kids’ Activities: A magician, face painting, pumpkin decorating, and hayrides.
- Dog Costume Contest: Returning for its third year—don’t miss the parade of creative canines!
- 1st Annual Carved Pumpkin Contest and onsite apple cider pressing from apples harvested at PS21. The official pumpkin lighting is at 7pm.
- Group Yoga: Hosted by Chatham Yoga, offering a moment of mindfulness amid the festivities.
- Music & Entertainment: Stonykill Coffee & Records spinning throughout the day, as well as live performances by local favorites Love Button, Hot Shot Hillbillies, Bits & Pieces, and Scott Stockman. (Live music will run until 9pm.)
- Food and Drinks: Food trucks and local restaurants will line the street, with special highlights including Chatham Brewing’s release of their seasonal Octoberfest beer, German specialties from Bimi’s Canteen and People’s Pub, and fresh pumpkin donuts served by CABA to benefit the Chatham and Ghent food pantries.
- Specialty Food/Beverage Vendors: Enjoy offerings from vendors which include Cooper’s Daughter Spirits, Oyster Party, The Gnome, Pixie Floss, and Fancy Fizz, adding even more variety to this year’s festivities.
“Octoberfeast is about celebrating community and showcasing everything that makes Chatham such a special place,” explains CABA president Debbye Byrum. “From local businesses to talented performers, it’s a day to gather, connect, and enjoy the spirit of fall together.”
Admission is free and open to the public. Visitors are encouraged to bring friends, family, and four-legged companions for a day of food, fun, and festivities in the heart of Chatham.
Event Details:
What: Annual Octoberfeast, presented by CABA
When: Saturday, October 4, 2025 | 11 a.m.–4 p.m.
Where: Main Street, Chatham, NY
Cost: Free and open to all
For more information, visit: visitchathamny.com/chatham-octoberfeast.
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 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.
OctoberFeast 2025 Vendor ApplicationFor more information, please contact .
Look forward to seeing you in October!
Final OctoberFeast Schedule of Events
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 Family Friendly OctoberFeast To Be Held Saturday, October 1
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.