Hudson Valley Events
Monthly Guide

Share Your Hudson Valley Events stories here... And follow us on ours! These jaunts take you around some of the finest events in the Hudson Valley. 

You can search by month and find something to do now, or just mark your calendar for later.

As we continue to add to our adventures, you'll find those first hand accounts here on this page.

Subscribe to our RSS feed (it's the orange button on the left) to receive up-to-date coverage of the coolest events.

In the meantime, have fun reading our adventures and getting to know the Hudson Valley. And don't forget, you can spotlight your favorite Hudson Valley Events, too.


hudson valley events

Take your pick of the numerous Irish Parades throughout the Hudson Valley in March... However, I recommend the Tarrytown Sleepy Hollow NY St. Patrick's Day Parade. Not too overwhelming, yet fun and festive. You might find yourself hanging at a tavern with the Headless Horseman!


Tapp NY 


hudson valley events rhinebeck car show

Rhinebeck Car Show - One of the most anticipated Hudson Valley events, this Classic Car Show will get you fired up for the summer. Meet fellow car enthusiasts and admire the dream machines at the Dutchess County Fairgrounds in Rhinebeck, NY the first weekend of the month.


Copake, N.Y. - Each year in late July the “Farm On! Friends of the Farmer Festival” organizes two fundraising events to support the Hudson Valley’s local food system and farmers.


hudson valley events peekskill ny celebration

Peekskill Celebration - This is the largest festival along the Hudson river. Located at Peekskill's Riverfront Green, the festival features music, arts and crafts, market stalls, and fireworks! The festival's aim is to showcase the city, to celebrate community, and promote local business.


hudson valley events wine festival

Hudson Valley Wine Festival - Wine and food lovers rejoice! The two day festival is the perfect chance for you celebrate the oldest wine-producing region in the United States! Drink the best local wines from the Finger Lake and Hudson Valley wineries.

hudson valley events garlic festival

Hudson Valley Garlic Festival - We highly recommend the Saugerties Garlic Festival! It's the 2nd largest garlic festival in the country, and one of the biggest of all Hudson Valley events. Excellent musical acts, lectures, demonstrations, and all the garlic infused food you could want!


Historic Hudson Valley hosts The Great Jack O'Lantern Blaze at Van Cortlandt Manor in Croton-on-Hudson, NY every weekend in October, and the first weekend in November. Thousands of hand carved jack o'lanterns will illuminate your path as you walk through the farmland near Croton Point Park. Stage lighting and creepy sound effects turn this riverside estate into a seasonal spirit booster without being too scary for the young ones.

Horseman's Hollow; a haunted trail at Philipsburg Manor in Sleepy Hollow, NY is another Historic Hudson Valley event taking place every weekend of October. We don't recommend bringing little kids here. The actors have incredible make up and costumes and deploy in your face scare tactics. You feel like poor Ichabod crane scared out of his wits as you wind through the fields and old farm buildings on the majestic moonlit property. This one's for the brave.

The Warwick Applefest in Warwick, NY is scattered around the town of Warwick and features live music, hundreds of vendors, an apple-pie baking contest, a kid's carnival, and of course a farmers market selling all the delicious varieties of Warwick's apples.

The Stone Barns Harvest Fest in Pocantico Hills, NY, on the first weekend in October, offers live music, a farmers market and food vendors, hayrides, a raffle (with some impressive payouts), fifteen different workshops and programs for children and adults, and even a farm olympics!

The NYS Sheep and Wool Festival on the third full weekend in October  at the Dutchess County Fairgrounds in Rhinebeck, NY showcases the local wool industry in a fun festival with fleece shows, sheep shearing demonstrations, a petting zoo, and llamas and alpacas, too!

The Bear Mountain's Annual Oktoberfest is held at the beautiful Bear Mountain State Park every weekend throughout October. Beer, Music, Bratswurst, Dancing, and gorgous Hudson Highlands scenery.What else could you want on a sunny autumn day? Hunter Mountain's Oktoberfest in Hunter, NY offers much of the same but in the leafy cloves of the Catskill Mountains.

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