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Hudson Valley Events
High-Quality Performances
Kaatsbaan Cultural Park Annual Festival
20
SEP
9/13-10/8
$15 &Up
Arts Lover’s Dream
This festival offers a blend of world-class visual arts, contemporary dance, and music, all set in the picturesque surroundings of Kaatsbaan Cultural Park. It’s an essential stop for anyone who appreciates high-quality performances in a beautiful outdoor setting.
Kaatsbaan Cultural Park
120 Broadway
Tivoli, NY
Fall Festive Holiday Market
Vendors Wanted: Crafters, Vintage, Food
21
SEP
Spaces Limited
Vintage, Craft, Food
Vendors Wanted!
Apply now for the Fall Festive Holiday Market. Enjoy exclusive benefits like discounted accommodations, complimentary dinner, heated pools, saunas, and more. It's the perfect blend of business and relaxation! We're looking for unique, well-made goods, food & beverages, and creative experiences. Space is limited, so secure your spot today and join a community of passionate, independent vendors!
Wylder Windham Hotel
19 NY - 296
Windham, NY
Travel Back in Time
New York Renaissance Faire
20
SEP
8/17 - 10/6
$46 - $51
10am- 7pm
Family Fun Event
The Faire is a rollicking romp through Elizabethan England, set within the Majestic Groves of Sterling Forest.
Travel back in time to an age of adventure! Join Her Majesty, Queen Elizabeth I on a grand visit to a beautiful 16th-century English village. Cheer your favorite knight at the Joust Tournament. Meet Robin Hood and his Merry Band. Feast on savory sweets and tempting treats. See amazing acrobats, magical fairies, swashbuckling pirates, and more! Play a game of skill or chance. Stroll our quaint village as the music of the Renaissance surrounds you. Shop our Marketplace, featuring over 100 Artisans offering the finest in handmade wares. Where Fantasy Rules!
600 NY-17A
Tuxedo Park, NY
The Corniest Event
Corn Craze!
20
SEP
FRI - SAT - SUN 9/20 - 10/20
$15 & Up
4pm - 7pm
Explore the Maze!
Discover farm-fresh fun at Corn Craze! Navigate the twists and turns of our epic corn maze, pick pumpkins, enjoy hayrides, and indulge in seasonal treats. It's the perfect autumn adventure for families and friends!
Dogwood Acres Family Farm
749 Route 17M
Middletown, NY
U Pick Apples & Pumpkins & More
Orchard Fall Festival Weekend
21
SEP
SAT - SUN
Free to Attend
10am - 4pm
Family Fun Event
Discover over 25 varieties of apples at our orchard, with more than 500 trees, including favorites like Honeycrisp, Gala, and Macoun. Join us at our Fall Festival for a day full of fun, featuring pumpkin and apple picking, hiking, gold and gem mining, roping, pony rides, wagon rides, goat petting, and endless photo opportunities. Enjoy delicious treats at the Sugar House Store and create unforgettable memories with family and friends!
Maplewood Farm & Orchard
596 Miller Ave
Bovina Center, NY
Celebrating Farming, Cooking, & Culture
Cauliflower Festival
21
SEP
Free to Attend
11am - 4pm
Family Fun Event
Join us for a fantastic day of fun at the Cauliflower Festival! Enjoy live music, shop unique vendors, and explore community activities. Don’t miss our special events: a lively tractor parade, a 1903 auto rally, and meet-and-greets with local farmers. Discover interactive booths from Catskill Forest Association, Pure Catskills, and the Town of Middletown Historical Society. Stroll through Main Street Margaretville for local shopping, arts, crafts, and delicious finds. Visit the WMCHealth Alliance Bus to learn about services at Margaretville Hospital. There’s something for everyone—come celebrate with us!
Village Park
Bridge Street
Margaretville, NY
Lively Competition
Grape Stomp
21
SEP
9/14 -10/12
FREE
1pm - 5pm
Stomp. Sip. Win.
Get ready to stomp your way to victory! The Grape Stomp is back, and it's bigger and better than ever! Join us every weekend from September 7th through October 13th for a lively competition with modified wooden barrels, a new exciting format, and a chance to win a special prize. Grab a teammate and show us your stomping skills, while your "Mucker" collects the juice!
Enjoy live music, family fun, and delicious food and drinks from 1839 Restaurant and Bar. To compete, just drop your name in our raffle drum when you arrive—adults and kids can sign up for free! Come stomp your heart out
Brotherhood Winery
100 Brotherhood Plaza Dr
Washingtonville, NY
Staged Reading with Music
The Clan of the MacQuillins
21
SEP
SAT - SUN
Free to Attend
Premiere Event
The Clan of the MacQuillins, the most recent in Porter’s series The MacQuillin Plays, CCP offers one more captivating performance to the community in the Round Barn at Churchtown Dairy just before the cows come home. The Clan of the MacQuillins is an epic tale in twelve scenes set in Scotland, Ireland, and the New World of the 17th century. Based on a legend in the author’s family, the story unfolds around a broken romance, a blood feud, and fate, which always makes certain each of us will have to shoulder one unique burden in life, the one most uniquely difficult for each of us to bear.
Churchtown Dairy
357 County Road 12
Hudson, NY
Riverside Festival
Coxsackie Riverside Festival
21
SEP
FREE
3:30 pm- 6:30pm
Family Fun Event
This riverside festival is a family-friendly event with live music, local food, crafts, and a spectacular fireworks display to cap off the night. It’s a perfect day out by the Hudson River.
Coxsackie Riverside Park
1 Betke Boulevard
Coxsackie, NY,
Murder Mystery
Acme Mystery Co & Lasting Joy Presents: Death Takes A Bow
21
SEP
$30
7pm-???
Live Dinner Theatre
Step into a world of mystery at Lasting Joy Brewery with "Death Takes A Bow," an interactive murder mystery event! Enjoy a thrilling evening where you become part of the investigation while indulging in great food and craft beer. Perfect for groups looking for a fun, engaging night out! Grab your tickets now before they sell out!
Lasting Joy Brewery
485 Lasher Road
Tivoli, NY
Food + Music + Rides
Putnam County Feast of San Gennaro
26
SEP
THUR - SUN
FREE
6:30pm
Family Fun Event
Join us for the inaugural year of San Gennaro Italian Festival. Delicious food, live entertainment, beer, wine, rides and games. Fun for the whole family. Statue procession Thursday September 26th at 6:30PM.
Veterans Memorial Park
Carmel, NY
Animal demonstrations
Wildlife Festival
28
SEP
FREE
10am - 4pm
Family Fun Event
Animal demonstrations including kangaroos, monkeys, lynx, parrots, birds of prey, reptiles, and more!
Petting zoo, pony rides, bounce houses, climbing wall, food trucks, local craft vendors.
Dog agility skills trial
Blenheim-Gilboa Visitor Center
1378 State Route 30
Blenheim, NY
Modern Craft Show
Garrison Craft
28
SEP
SAT- SUN
$10
10am -5pm
Over 60 Vendors
Garrison Craft is a leading, modern craft show in the Hudson Valley, showcasing a curated collection of craft makers, designers, and artists. In its 54th year, Garrison Craft will feature over 60 artisans with live music by local musicians, regional food vendors, and pottery demonstrations by our teaching artists.
Garrison Art Center
23 Garrison's Landing
Garrison, NY
Last Call to Bare It All!
“Naked in a Cave”
28
SEP
$85 & Up!
Bare. Bold. Unforgettable Experience
Celebrate body positivity in an unforgettable way at the final "Naked in a Cave" event! On International Nudity Day, join 350 brave souls for a unique experience at Howe Caverns, a stunning natural wonder over six million years old. Wander through ancient passageways, sip a complimentary drink, and take home a souvenir robe—all while embracing the liberating spirit of being clothes-free in a truly awe-inspiring setting. It's your last chance to be part of this iconic, boundary-pushing event!
Howe Caverns
255 Discovery Drive
Howes Cave, NY
True Bavarian Style
Hunter Mountain’s Oktoberfest
28
SEP
9/28 -10/14 Weekends
$55
Beer + Music + Views
Celebrate Oktoberfest in true Bavarian style with this lively event featuring traditional German food, live music, and local vendors. The breathtaking fall foliage at Hunter Mountain only adds to the festive atmosphere.
Hunter Mountain Resort
Hunter, NY
1st Annual
Headstone Hunt
28
SEP
FREE
1pm - 4pm
Family Fun Event
Participants are invited to explore the historic grounds of Wiltwyck Cemetery while searching for clues and answering questions related to the cemetery’s rich history. Teams are encouraged, but individuals are welcome to join the fun as well. This event is family-friendly, but please note that all children under the age of 16 must be accompanied by an adult at all times.
Wiltwyck Cemetery
145 Pine Grove Ave
Kingston, NY
30th Annual Festival
Capital Apple & Wine Festival
28
SEP
SAT- SUN
$9 - $28
11am - 6pm
Food, Wine, Music, Activities
Get ready for an unforgettable weekend at the Capitol Apple & Wine Festival, now at the Columbia County Fairgrounds in Chatham, NY! Enjoy expanded exhibitor space, 25 wine and spirit makers, craft food shopping, live music, a Kids Zone, food trucks, and even hot air balloon rides. Don’t miss out!
Columbia County Fairgrounds
182 Hudson Ave
Chatham, NY
German Festival
Roughcut Brewing's Oktoberfest
28
SEP
Free to Attend
12pm - 9pm
Beer + Music + Food
Get ready for our 2nd Annual Oktoberfest!
This is the event you don’t want to miss! Enjoy live music that'll keep you dancing, test your strength in the stein-holding contests, win big with raffle prizes, and keep the kiddos entertained with fun activities just for them. And, of course, indulge in mouthwatering German fare that will have your taste buds singing! Mark your calendars and join us for two days of fun-filled festivities!
Rough Cut Brewing
5945 Rt. 44 55
Kerhonkson, NY
LE SACRE DE LILA
Contemporary Dance
21
SEP
$40 - $50
6:30pm
Modern Dance
Le sacre de Lila, a profoundly personal work by dancer-choreographer Ismaël Mouaraki, traces his own journey through France, Morocco, and Québec in his exploration of the mystical and musical traditions of Lila (“night,” in Arabic), the nocturnal rituals of spiritual healing that employ the trance, song, music, and dance traditions of the Sufi communities of the Maghreb.
Pavilion Theater
2980 Route 66
Chatham, NY
Finest Makers & Artisans
Handcrafted Octoberfest
05
OCT
SAT - SUN
$13
10am - 6pm
Sip, Shop, Savor!
Fall in love with Octoberfest in Rhinebeck, NY, on October 5th and 6th! Join us for a one-of-a-kind celebration featuring unique handmade goods, Hudson Valley's best wine and spirits, seasonal food, live music, horse-drawn carriage rides, pumpkin carving, and more. This isn't just any fest; it's a top-rated experience by Sunshine Artist Magazine, blending creativity, craft, and community. Bring your friends, and let's celebrate the season in style
Dutchess County Fairground
6636 US-9
Rhinebeck, NY
Poughkeepsie Farm Project
Harvest Fest 2024
5
OCT
FREE
2pm - 7pm
Family Fun Event
Presented by the Poughkeepsie Farm Project, this harvest fest helps raise funds for food access and education because PFP believes that food justice should feel and taste good. Join fellow Dutchess County natives during this day of food trucks, art, lawn games, and a makers market at Farm Lane at Vassar. Plus, enjoy live music and performances in a festival setting.
Farm Lane at Vassar
Poughkeepsie, NY
Books & Brews Fair
Books & Brews Book Fair at Lasting Joy Brewery
26
OCT
Free to Attend
12pm - 5pm
Meet the Authors, Amazing Brew, & More
We’ve got the perfect afternoon planned for you Saturday, October 26th! Mix and mingle with Olivia Muenster and a bevy of other authors, including Becca Freeman, Andi Bartz, Jessica Goodman and more! Peruse craft vendors, and sip on our extensive selection of beers, wine, cider, and cocktails. Forno Rosso will be here killing it with their wood fired pizza! See you then!
Lasting Joy Brewery
485 Lasher Road
Tivoli, NY
Holiday Craft & Vintage Market
Fall Festive Holiday Market
9
NOV
SAT- SUN
Free to Attend
NYC & Local Artisans & Vendors
Hester St Market presents: Fall Festive Holiday Market at Wylder Windham, where local Catskills artisans meet NYC’s top vendors for a one-of-a-kind shopping experience. Enjoy live music, creative workshops, hatchet throwing, tastings, and even a bit of magic! Vendors receive exclusive perks, including discounted stays and a complimentary dinner. Don’t miss this exciting weekend of shopping and fun in a stunning setting!
Wylder Hotel
19 NY - 296
Windham, NY
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