
What’s Happening in the Hudson Valley
Community Events Calendar

Archtober Newburgh 2025
With the second largest historic district in New York State, City of Newburgh is ready for Archtober Newburgh – a dynamic festival celebrating architecture, preservation and community with 25+ free events on October 3-5, 2025. Join us for hands-on restoration workshops, family programming, walking tours, exhibits, book club and MUCH MORE!

Handcrafted Octoberfest at Rhinebeck
Get ready for an unforgettable fall weekend as Handcrafted Octoberfest: A Family Harvest Celebration returns to the Dutchess County Fairgrounds in Rhinebeck! Now in its sixth year, this one-of-a-kind festival blends the best of Oktoberfest traditions with the charm of a juried craft show—perfect for art lovers, families, and everyone in between.

Stockade Faire 25
StockadeFaire is a vibrant, annual autumn street festival held in Uptown Kingston’s historic Stockade District.
Transforming 8 blocks around Wall Street and North Front Street into a communal feast of culture, commerce, dance, and shared joy—right in the heart of the Hudson Valley! All ages welcome, FREE to attend.

Oktoberfest by Great Life Brewing at RMV
It’s our most favorite time of the year and we intend to party. Join us for a day full of activity. We will have our Marzen on draft plus 2 variations of it. The Big Shoe will be playing live.

Warwick Valley Olive Oil Co AppleFest
AppleFest is almost here! Join Warwick Valley Olive Oil Co Sunday, Oct. 5 for a day filled with fall flavors and festive finds. They’ll be sampling their apple-inspired oils & vinegars—stop by for a taste of autumn!

Handcrafted Octoberfest at Rhinebeck
Get ready for an unforgettable fall weekend as Handcrafted Octoberfest: A Family Harvest Celebration returns to the Dutchess County Fairgrounds in Rhinebeck! Now in its sixth year, this one-of-a-kind festival blends the best of Oktoberfest traditions with the charm of a juried craft show—perfect for art lovers, families, and everyone in between.

Bethel Wood Harvest Festival Oktoberfest
Join us for our annual fall Harvest Festival highlighting locals farms, artisans, and flavors. This annual upstate NY fall farmers market and festival features live music, food trucks, crafts, special offerings, and more. We are located Bethel New York, less than two hours from NYC.

Hudson Valley Chefs Celebrate Jacques Pépin
Let's celebrate Jacques Pepin's 90th birthday in the Hudson Valley with delicious food, amazing craft brew good company, and a lot of fun!

3rd Annual Newtoberfest
3rd Annual NEWTOBERFEST features: Traditional German Food, Live Music from Surefire, Merch (printed onsite!) from Mixture, Adoptable doggies from Bleu’s K9 Rescue—and most importantly of all… STEIN HOLDING COMPETITIONS! Men’s and Female’s at both 1pm and 4pm to compete for a $50 Taproom Gift Card.

Locust Grove Brewing Company Oktoberfest
Come join us for Oktoberfest! This free event will be held from 12-5pm. Live music from 1-4 by River Grass Revival and german style food from Long Toast & Oui Oui food trucks! We will have traditional Oktoberfest games including pretzel tosses and steinholding competitions, along with corn hole, and beer pong! Games will begin at 12:30.

Rosendale International Pickle Festival
The Rosendale 28th Annual Pickle Festival is back—this year at the Ulster County Fairgrounds. $5 per person. Kids under 12 free. Cash entry only, atms available. No pets. Join us for live entertainment, a pickle village, pickling contests and so much more!

The Ellis Grandly Opens
Get ready to witness the grand opening of The Ellis - it's going to be a night to remember! After four years, The Ellis rises. A space made for movement, reflection, and pure exhilaration. A place where music, art, and energy collide to create something Newburgh has never experienced.

The Great Jack O’Lantern Blaze
The Great Jack O’Lantern Blaze began in 2005 on the grounds of Van Cortlandt Manor and has grown to be one of the Hudson Valley’s signature fall experiences and one of the biggest Halloween events in the country.

Gardiner Day
Who's ready for a fun filled day with multiple different activities for the kiddos, ax throwing for the adults, many vendors from food vendors to craft vendors to community vendors.