Hudson Valley Wine & Food Fest
Dutchess County Fairgrounds Rhinebeck
Expo of New York State wines, plus food trucks and vendor concessions.
Hudson River Craft Beer Festival
Beacon Riverfront Park, Beacon
Nearly 100 craft breweries participate in a party atmosphere with games, music, and food.
Hudson Valley Garlic Festival
Cantine Field, Washington Avenue Extension, Saugerties
Garlic-infused and flavored food, plus cooking demos, crafts, and entertainment.
Beacon Independent Film Festival
University Settlement Camp, Beacon
September (check website for date)
Films, food trucks, and a
Headless Horseman Hayrides & Haunted Houses
Mid-September through early November
Pretend to be a character in a horror movie on this 65-acre interactive haunted campus.
TerrorDome Haunted Scream Park
Fearless Farms, Newburgh
Throughout October, Fri–Sun
Stumble through the Barn of Terror, brave Clown Alley, and mingle with mutilated patients in an on-site hospital.
Capitol Hauntings Tour
Tours begin in the North Concourse of the Empire State Plaza, Albany
Throughout October (except Sundays)
Hear legends, folklore, and ghost stories related to the Capitol building.
Haunted History Pub Crawl
Tours begin at Ten Broeck Mansion, Albany
Docents lead brave souls through a haunted mansion and to famous ghost-occupied watering holes offering drink specials.
Part street fair, part wellness/healthcare services, featuring bands, artists, yoga, health exams, and more. (Also in Poughkeepsie, Aug 3–4)
Sugar Loaf Fall Festival
Oct 6–8 (Columbus Day weekend)
Shop at the artisan village and the vendor booths. Plus, great food and performing artists.
Hudson Valley Plein Air Festival
Exhibit and sale at Orange Hall Gallery, Orange County Community College, Middletown
Artists paint at inspiring Hudson Valley locations and their work is exhibited and sold to the public throughout October.
Best of the Hudson Valley Party
Poughkeepsie Grand Hotel, Poughkeepsie
Discover top eateries, wineries, spas, and other local services at our annual celebration.
Various locations in Warwick
Shop for crafts, nosh, and play all day at a children’s carnival while enjoying multi-stage entertainment.
Sheep and Wool Festival
Dutchess County Fairgrounds, Rhinebeck
A convention of knitters, spinners, crocheters, and fiber junkies known for its fashion-forward vibe and llama parade.
FilmColumbia Film Festival
Chatham Village locations
See new films before they are released to the general public, and attend glam filmmaker events.
Taste of the Hudson Valley
The Grandview, Poughkeepsie
Sample delish dishes paired with wines from 50 area restaurants.
Wreath Fineries at the Wineries
13 wineries along the Shawangunk Wine Trail
Nov 17–18, Dec 1–2, Dec 8–9
Take a self-guided tour of area vintners and receive decorative holiday souvenirs at each stop.
Hudson Valley Hullabaloo
Andy Murphy Neighborhood Center, Kingston
Nov 17–18 (weekend before Thanksgiving)
Makers, artists, designers, and distillers converge at this family-friendly craft gathering.
Rosendale International Pickle Festival
Rosendale Recreation Center
Nov 18 (Sunday before Thanksgiving)
Pickle-tasting and juice-drinking competitions.
Historic Hudson Valley Events
Great Jack O'Lantern Blaze
Van Cortlandt Manor, Croton-on-Hudson
September 28–November 24 (some dates are weekends only)
Surreal, glowing landscape of jack o’lanterns.
The Old Dutch Church, Sleepy Hollow
Various dates throughout October
A dramatic performance of Washington Irving’s The Legend of Sleepy Hollow.
Photo by Tom Nycz
Philipsburg Manor, Sleepy Hollow
Various dates throughout October
See the Horseman and other ghouly creatures in this maze of horrors.