Tugboat Roundup - Waterford, NY - Sep 10 to Sep 12, 2021
A free event for the whole family with lots of tugboat demonstrations and rides, plus face painting, puppet show, food, crafts, pony rides, and Saturday night fireworks.
Hudson Valley Wine & Food Fest - Rhinebeck, NY - Sep 11 to Sep 12, 2021
Held at Dutchess County Fairgrounds this event is a celebration of the bounty of New York and features plenty of food vendors, cooking demonstrations, wine tastings with hundreds of wines from Hudson Valley wineries and beyond, NY distilled spirits, and did I mention craft beers?
Troy on Tap Beer Festival - Troy, NY - Sep 11 to Sep 11, 2021
Come enjoy over 120 beers from some of America’s best craft breweries, plus live music, fun activities, local vendors, and food
Catskill Mountain Thunder Motorcycle Festival - East Durham, NY - Sep 15 to Sep 19, 2021
All bike brands are welcome along with spectators. Enjoy live entertainment, a pub crawl, huge vendor expo, stunt shows, seminars, and headliners on two stages. Plenty of great food choices. Held at Catskill Mountain Thunder-Blackthore Resort.
Harvest Festival at Farmer’s Museum - Cooperstown, NY - Sep 18 to Sep 19, 2021
Live entertainment, music, family activities, and more celebrating the bounty of the harvest at the Farmers’ Museum, and admission to the festival is included in museum admission (and free for members).
Sharon Springs Harvest Festival - Sharon Springs, NY - Sep 18 to Sep 19, 2021
The annual Sharon Springs Harvest Festival is one of the biggest draws in Upstate New York. Thousands of visitors come to Sharon Springs, spurred on by fond memories of past festivals as well as a loving loyalty to this quaint village. Tons of vendors and crafters will be on display throughout the Village featuring all types of locally sourced products that ranged from alpaca wool to maple syrup to homemade soap and to hand-crafted jewelry. It also features displays and demonstrations, entertainment, free horse-drawn carriage rides through the Village, a children’s play area, pony rides, lots of food, and more! The Harvest Festival hours on Saturday, September 18th are from 10 AM to 5 PM and Sunday, September 19th from 10 AM to 4 PM. The Sharon Springs Harvest Festival is sponsored by the Sharon Springs Chamber of Commerce.
Adirondack Wool & Arts Festival - Greenwich, NY - Sep 25 to Sep 26, 2021
Over 120 vendors bring festival foods, demonstrations, workshops, fleece, yam, roving, sheep herding demonstrations, patterns and kits, photo contests, and various other animals for viewing. Additional types of artisans are now involved, including pottery, jewelry, culinary arts, leather, paper crafts, photography and more.
Glenville Oktoberfest - Glenville, NY - Sep 25 to Sep 25, 2021
Multiple biergartens and Oktoberfest bands, plus kids zone, dunk tank, car show and more
Germania Oktoberfest - Poughkeepsie, NY - Sep 26 to Sep 26, 2021
Always the weekend after Labor Day. Held at the Germania Festival Grounds. Delicious German foods, Munich beers, baked goods, children’s activities, dancers and singers.
Woodstock Film Festival - Woodstock, NY - Sep 29 to Oct 3, 2021
Innovative film and music festival with great concerts, workshops, variety of films, celebrity led panels, an awards ceremony and fantastic parties. Often sells out so get your tickets early.
Hudson Valley Garlic Festival - Saugerties, NY - Oct 2 to Oct 3, 2021
A wide variety of music performances partners with this harvest-type event featuring chefs and lecturers, food vendors, craft area, children’s area, marketplace and workshops.
Garlic Festival at the Farmer’s Market-Warrensburg - Warrensburg, NY - Oct 8 to Oct 8, 2021
Celebrate garlic with samplings, cooking lessons, recipes, and live music.
Amsterdam Oktoberfest - Amsterdam, NY - Oct 9 to Oct 9, 2021
Huge German themed block party on Bridge St. featuring Games, contests, German food, entertainment, vendors, live music & Biergarten beer specials!
NYS Sheep & Wool Festival - Rhinebeck, NY - Oct 16 to Oct 17, 2021
Held at the Dutchess County Fairgrounds this event features fleece show and sale, demonstrations, livestock displays, kids activities, competitions, and workshops.