Hudson Oktoberfest

Upper Depot Brewing Co. 708 State Street, Hudson, NY

We'll be closing down State Street in front of our brewery and some of our friends will be pouring their brews: Hudson Brewing Co., Return Brewing, Union Street Brewing, and Old Klaverack Brewery! Event will also feature live music, guest food trucks, and contests throughout the event. Fee for those over 21, with free admission…

$28.75

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

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…

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.

Hunter Mountain Oktoberfest

Hunter Mountain Resort 64 Klein Ave, Hunter, United States

Hunter Mountain Oktoberfest is back for three weekends of fun! Enjoy German-themed live music, beer tents, food trucks, kids games, the doxie derby, hiking, scenic skyrides, and more. Visit huntermtn.com for more details, including vendors and live performance schedule.

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…

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 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,…

Event Series New York Renaissance Faire

New York Renaissance Faire

New York Renaissance Faire 600 State Route 17A, Tuxedo Park, NY, United States

Saturdays, Sundays & Labor Day Monday, 10:00 AM – 7:00 PM The New York Renaissance Faire is a Renaissance faire located in Tuxedo, New York off New York State Route 17A.The 65-acre faire comprises permanent structures and has twenty stages and more than 100 shops. Spend the day in the SPIRIT of IMAGINATION and PLAY!…

Event Series Barn Star’s Fall Antiques at Rhinebeck

Barn Star’s Fall Antiques at Rhinebeck

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

The annual Fall Antiques at Rhinebeck Show will open to the public this Columbus Day weekend! What you will find at the show spans not only centuries but cultures as well! From Oriental rugs to fine, designer and costume jewelry, American and Continental furniture, vintage clothing and accessories, fine porcelain and ceramics, fine and decorative…

Fall Craft Fair and Drive-In Movie Double Feature

Four Brothers Drive-In Theatre 4957 NY-22, Amenia, NY, United States

Enjoy a craft fair followed by a double-feature movie event at Four Brothers Drive-In Theatre — one of Dutchess County’s most unique family-friendly destinations! Browse through the wares of about 30 vendors selling everything from handmade jewelry and tee shirts to candles and books. Grab a bite to eat at Four Brothers Pizza Inn next…

Event Series Brews & Views at Belleayre Mountain

Brews & Views at Belleayre Mountain

Belleayre Mountain 181 Galli Curci Rd., Highmount, NY

Sample craft beers and cider from local breweries while enjoying live music, craft vendors, yummy food and of course the wonderful views of the Catskill Mountains and Fall foliage. Scenic gondola rides available. Belleayre’s Fall Festival will be happening simultaneously at the mountain.

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…

16th Annual Italian American Festival

Beloved annual festival brings together food vendors, street performers, live music, and Italian culture to the Rondout Waterfront. By far, the delicious food is the biggest draw each year with a plethora of food vendors providing an international array of cuisines to enjoy. In addition, there will be Italian wines, street performers, dancers, singers craft…

Free

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

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…