Grape Stomping @ Brotherhood, America’s Oldest Winery

Brotherhood Winery 100 Brotherhood Plaza Drive, Washingtonville, NY, United States

Our beloved Grape Stomp returns with an Instagram-worthy stage featuring modified wooden barrels and a more-exciting-than-ever competition format. Grab your teammate and come stomp your heart out for a chance to win a special prize! Music and fun for the whole family! 1839 Restaurant and Bar will be selling delicious food and drinks. Every Weekend…

Open House on the Farm at Tilly Foster Farm

Tilly Foster Farm 100 NY-312, Brewster, NY, United States

Open House on the Farm at Tilly Foster Farm: Join Cornell Cooperative Extension for a fun, fall afternoon at Tilly Foster Farm with hot apple cider in hand! Check out the animals, antique tractors, join in a 4-H clover scavenger hunt and more!! Sign up and take a walk through the nature trails, visit the…

20th Anniversary Concert at The Fisher Center

The Fisher Center at Bard Bard College, Annandale on Hudson, NY, United States

The Fisher Center at Bard concludes its immensely successful 20th Anniversary Season, "Breaking Ground," with a concert and celebration for its new 25,000-square-foot performing arts studio building designed by Maya Lin. The celebration will feature a special concert at in the Sosnoff Theater, with longtime Fisher Center collaborator Lisa Fischer and her band, Grand Baton,…

New York State Sheep and Wool Festival

Dutchess County Fairgrounds 6636 Route 9, Rhinebeck, NY, United States

The New York State Sheep and Wool Festival has something for everyone! The Dutchess County Sheep and Wool Growers Association's annual festival features a variety of competitions, along with workshops on weaving, knitting and basket-making. There are all sorts of vendors, kids’ activities, an equipment auction and more. Don’t miss the Black and White Sheep…

Event Series Boos and Brews Weekend at Barton Orchards

Boos and Brews Weekend at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

Join Barton Orchard's Boos & Brews Festival! Enjoy a day filled with music, food, and the beauty of the farm. Stop by the taproom for local craft beer and hard cider. Don't forget to grab your fresh cider donuts. Then take your littles to the petting zoo and fun park with activities for all ages!…

The Sugar Loaf Halloween Festival

Sugar Loaf Performing Arts Center 1351 Kings Highway, Sugar Loaf, NY, United States

Trick or treat yourself to a spook-tacular day at the first ever Sugar Loaf Halloween Festival on October 28th at The Sugar Loaf Performing Arts Center from 1:00PM-5:00PM. Join us at 11:00AM to kick off the Halloween Festival with a FREE Trunk Or Treat featuring a Witches Meet And Greet and a Halloween Costume Parade!…

Harvest Tea at Wilderstein Historic Site

Wilderstein Historic Site 330 Morton Road, Rhinebeck, United States

Teatime has always been a cherished tradition at Wilderstein. Margaret (Daisy) Suckley, the last resident of the estate, was well-known for hosting afternoon tea. To this day, many remember her warmth, elegance, and gracious hospitality. In that spirit, tea lovers from near and far are cordially invited to attend a special “Harvest Tea” at Wilderstein.…

Hudson Valley Boo Ball at the MJN Convention Center

Majed J. Nesheiwat Convention Center 14 Civic Center Plaza, Poughkeepsie, New York

The Boo Ball is now returning and heading to the MJN Convention Center (formerly the Mid-Hudson Civic Center). It will be the biggest Halloween party in the Hudson Valley! There will be something for everyone to enjoy, like live music, food, drinks, and more. Don't forget the costumes, because there will be a costume contest…

Jessica Lynn’s “Decades” Halloween Bash at Daryl’s House

Daryl's House 130 Route 22, Pawling, NY, United States

Every Halloween, contemporary country music star Jessica Lynn and her band put away their cowboy boots and host this themed Halloween party at Daryl's House. This year, they’ll take you on a musical trip back through the “Decades.” Owned by Rock and Roll Hall of Famer Daryl Hall, Daryl's House Restaurant and Live Music Club hosts live…

Harvest Festival and Live Music at Fishkill Farms

Fishkill Farms 9 Fishkill Farm Road, Hopewell Junction, NY, United States

Fishkill Farms will host its annual harvest festival each weekend in September and October. Enjoy wagon rides in the orchard, try your luck in the corn maze and catch some live music. Taste apple cider donuts and delicious food straight from the grill and wash it all down with some hard cider from the Treasury…

Event Series Tract-or-Treat Weekend at Barton Orchards

Tract-or-Treat Weekend at Barton Orchards

Barton Orchards 63 Apple Tree Lane, Poughquag, NY, United States

Barton Orchards puts its own, farm-themed spin on a Halloween tradition. This two-day, family-friendly festival features magic shows, live music, pig races and a whole lot more. Let the kids play in the fun park! Enjoy hayrides, a petting zoo and a corn maze. Bring the pups and let them play in the dog park.…

Headless Horseman Hayrides & Haunted Attractions

Headless Horseman Hayrides & Haunted Attractions 778 Broadway Route 9W, Ulster Park, United States

Named "Number 1 Haunted Attraction in America." with over ten attractions, gift shops, and cafés. Haunted hayrides, houses, walking trail, corn maze, and much more for anyone wanting to get close to the headless horseman. Tickets required. Kid-Friendly Children’s Days are 10/7 and 10/21.

$60 – $85
Event Series Rail Explorers – The Catskills

Rail Explorers – The Catskills

Rail Explorers Catskills 70 Lower High Street, Phoenicia, NY

Leaf peep on the rails this Fall! What better way to catch the colors blazing in the trees than to be IN the trees?! Experience the magic of the historic Ulster & Delaware Railroad as you travel alongside the Esopus Creek through the beautiful woods of the Catskill Mountains. Bring a snack and a drink…

Event Series Harvest Hunt at Locust Grove Estate

Harvest Hunt at Locust Grove Estate

Locust Grove Estate 2683 South Road (Route 9), Poughkeepsie, NY, United States

Head to Locust Grove Estate for this scavenger hunt for decorated pumpkins hidden among the historic flowers and trees! Celebrate the family and the gardeners, tutors, maids, cooks, grooms, carriage drivers and everyone else who kept Locust Grove going over 120 years ago! Find the rooster who woke them up in the morning, a bicycle,…

Kevin McCurdy’s Haunted Mansion at Bowdoin Park

Bowdoin Park 85 Sheafe Road, Wappingers Falls, NY, United States

As seen on the AMC show “Fear Fest,” Kevin McCurdy’s Haunted Mansion is in its 48th year! This year’s experience features The Wicked Woods attraction, which includes the Funhouse, Dark Nature, Deadwood Gulch, Lost Souls Cemetery, Merry Krampus and more, along with the Heaven Hill Hospital and the all-new Carnivorous Creatures attractions. This is a…

First Fridays Catskill

Catskill Village Main Street, Catskill, NY, United States

First Fridays Catskill is an all-day celebration of the community on the first Friday of every month. Local shops are open late, most until 8 pm, offering specials like sips & snacks, pop-ups, music, discounts, and more.

Beacon Bonfire Music and Arts Festival

Downtown Beacon Main Street, Beacon, NY, United States

Head to Beacon for two days of music and fun at this second annual event, featuring more than 100 artists performing at more than 20 venues. Relax by one of the bonfires burning all along Main Street. Enjoy discounts on food and beverages, as well as services and retail items. Click here to see an…

Stormville Airport Antique Show and Flea Market

Stormville Airport Flea Market 428 Route 216, Stormville, United States

As seen on the HGTV show "Flea Market Flip," you can find anything and everything at the Stormville Flea Market, with hundreds of vendors offering antiques, jewelry, furniture, artwork, collectibles, crafts, new and vintage clothes and so much more. There is plenty to eat and drink. No pets are allowed.