New York Cider Week Festival

Finger Lakes Cider House 4017 Hickok Road, Interlaken, NY, United States

Fall Tour and Tasting. Sign up for an immersive experience at the Finger Lakes Cider House

$22

Sunset Sensations Wine & Food Event at Locust Grove Estate

Locust Grove Estate 2683 South Road, Poughkeepsie, NY, United States

Come to Locust Grove and enjoy a magnificent Hudson River Sunset while sipping fine wines paired with culinary creations! Hors d’oeuvres feature heirloom vegetables from the Estate kitchen gardens. Visitors are also treated to cooking demonstrations by featured chefs, expert wine pairing presentations, and a tour of the gardens, our inspiration for the series.

$35

Fall Fun Day at Lucas Farms

Cayuga Wine Trail Ithaca, NY, United States

Celebrate the Finger Lakes harvest season at Lucas Vineyards with live entertainment, food from SILO Food Truck, wine, beer & wine slushies!

free

Afternoon Music at Knapp Winery

Cayuga Wine Trail Ithaca, NY, United States

Join Knapp Winery for live music by Sam Swanson, tastings, wine by the glass, slushies, food offerings, and cocktails!

free

Beacon Sloop Pumpkin Festival

Riverfront Park 1 Flynn Drive, Beacon, NY, United States

Enjoy fresh, local Hudson Valley pumpkin treats alongside live music, environmental speakers and displays, crafts, and food vendors. An all ages event, there will be plenty of free activities for kids!

Free

NYS Sheep & Wool Family Festival

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

Browse colorful vendors and be inspired by cooking demos. Shop for crafts, watch a fashion sow, and eat your favorite food while enjoying entertainment. Learn something new at fascinating workshops. See competitions in knitting, crocheting, hand spinning, and wool combing. Kids love the Mad Science show, Ed the Wizard, and making friends at the Two by Two Petting Zoo.

$12 – $15

Wizarding Weekend Festival

Boozy B's 41 South Main St., Wilkes Barre, PA

Boozy B’s will be creating magical Hogwarts favorites! Including Butterbeer floats, Pumpkin Juice floats, Polyjuice Potion ice cream (made with Absinthe, to help bring out the visions of hippogriffs) served in a Boozy B’s souvenir glasses, Mulled Cider w/ Brandy, Spiked Hot Butterbeer, Cauldron Cakes, Whiskey Caramel Chocolate Frogs, and Spiked

Kids & Adults Trick or Treat in the Hamlet of Marlboro

Meet Me in Marlboro 1 Western Ave., Marlboro, NY

Come stroll through the quaint hamlet of Marlboro, meet & greet many local business owners, civic/school groups and community organization representatives. Adults get a treat by receiving local business information /coupons / savings and kids get tasty treats! Join in many Halloween festivities: Dance Performances, Country Line Dancing, Costume Contest, Prizes, Festive Music, Ice Cream Sundaes, Bake Good Samples, Food, Kids Crafts, Halloween Games, Hay Maze, Photo-Op Area, Petting Zoo and and Much More!

Haunted Wine Walk

Cayuga Wine Trail Ithaca, NY, United States

Travel to 3 different spooky stations for haunted wine and food pairings (indoors!) within the winery. But wait, there’s more! Enjoy live music, a food truck, spooky slushies, games, attractions, prizes, and more! Reservations are booked 30 minutes apart and will last approximately 1 hour. No reservation is required to stay and enjoy the attractions! Costumes are more than recommended! 21+ only: no children, please.

$35

Wilderstein’s Harvest Tea

Wilderstein Historic Site 330 Morton Road, Rhinebeck, NY, United States

Festive holiday event featuring a variety of tea, finger sandwiches, homemade cakes and cookies. Tour of the mansion included, and reservations are necessary, as limited seating fills up quickly.

$50

Sunset Sensations

Locust Grove Estate 2683 South Road, Poughkeepsie, NY, United States

Holiday edition of wine pairing and food samplings featuring local chefs. Back for the 12th year, "Sunset Sensations" is inspired by heirloom vegetables from the Locust Grove Estate kitchen gardens. Guest chefs will create three treats for you to sample, each paired with wines by Kevin Hall of South Side Wine and Spirits. Guests will also be treated to a self-guided tour of the historic mansion, extravagantly deocrated for the holidays.

$35

Holiday Open House

Bouckville, NY Bouckville, NY, United States

NYS largest outdoor antique event

Annual Buy Local Holiday Extravaganza

Meet Me in Marlboro 1 Western Ave., Marlboro, NY

Buy Local for the Holidays! Local Artisan Market with Farms & Makers – Creators – Entertainers! Many local vendors – businesses, food, desserts, crafts, entertainment, kids activities, farmers market, civic/school group fundraisers, holiday farm tractor photo opt area and a visit with Santa!

Holiday Shopping Sprees

Ithaca, NY Ithaca, NY, United States

Holiday Shopping Spree is back for its 29th year and ready to make you the thrifty multi-tasker that you are! Treat yourself while shopping for others and cross items off your gift list as you sample before you buy. Save money with your Holiday Shoppers Card. You’ll get a souvenir wine glass, a souvenir ornament, wine and food pairings, a digital recipe book, and $5 off a $35 wine purchase at every single winery! New

Holiday Shopping Sprees

Ithaca, NY Ithaca, NY, United States

Holiday Shopping Spree is back for its 29th year and ready to make you the thrifty multi-tasker that you are! Treat yourself while shopping for others and cross items off your gift list as you sample before you buy. Save money with your Holiday Shoppers Card. You’ll get a souvenir wine glass, a souvenir ornament, wine and food pairings, a digital recipe book, and $5 off a $35 wine purchase at every single winery! New

Trumansburg WinterFest

The Trumansburg Area Chamber of Commerce is pleased to present the Trumansburg WinterFest for the 23rd year. This mainstay event provides free live entertainment for kids, adults, and entire families, and is the perfect time to celebrate and reflect on what makes our community truly special. Of course Santa and Mrs. Claus will arrive to light the Village tree, and Buddy the Elf will MC. Enjoy free horse drawn carriage rides and games. Stroll through

Sunset Sensations

Locust Grove Estate 2683 South Road, Poughkeepsie, NY, United States

Holiday edition of wine pairing and food samplings featuring local chefs. Back for the 12th year, "Sunset Sensations" is inspired by heirloom vegetables from the Locust Grove Estate kitchen gardens. Guest chefs will create three treats for you to sample, each paired with wines by Kevin Hall of South Side Wine and Spirits. Guests will also be treated to a self-guided tour of the historic mansion, extravagantly deocrated for the holidays.

$35

Sunset Sensations

Locust Grove Estate 2683 South Road, Poughkeepsie, NY, United States

Holiday edition of wine pairing and food samplings featuring local chefs. Back for the 12th year, "Sunset Sensations" is inspired by heirloom vegetables from the Locust Grove Estate kitchen gardens. Guest chefs will create three treats for you to sample, each paired with wines by Kevin Hall of South Side Wine and Spirits. Guests will also be treated to a self-guided tour of the historic mansion, extravagantly deocrated for the holidays.

$35