Honeycrisp Festival @ Weed Orchards
2025-09-06 10:00 - 18:00, 2025-09-07 10:00 - 18:00, 2025-09-13 10:00 - 18:00, 2025-09-14 10:00 - 18:00 (America/New_York) | Weed Orchards & Winery, 43 Mount Zion Road, Marlboro, NY, 12542, United States
Enjoy the beautiful Hudson Valley views as you pick your own produce! There will be lots of family friendly activities; face painting, playground, hay rides, and live music! We will be serving special apple themed food and drinks and delicious Jane’s ice cream. Don’t forget to get your apple cider donuts! Our farm will have plenty of apples available to pick. This is a family friendly event, the playground will be open, tractor rides begin at noon, and we allow friendly, leashed dogs on the property.

Adventure Hike with the Herd
2025-09-06 12:00 - 14:00, 2025-09-07 12:00 - 14:00, 2025-09-11 12:00 - 14:00, 2025-09-12 12:00 - 14:00, 2025-09-13 12:00 - 14:00, 2025-09-14 12:00 - 14:00, 2025-09-18 12:00 - 14:00, 2025-09-19 12:00 - 14:00 and 3 more dates | Frederick Farm Goat Rescue and Sanctuary, 12 Sholam Road, Napanoch, 12458
Everything is better with goats. (It’s true) Designed for people who love being active, out in nature and love animals! Come hike with our herd of rescued goats on beautiful forest trails in a remote part of the Catskills, under 2 hours from Manhattan.
You’ll become part of the herd when we start on a 2.5 mile hike on meandering paths and over beautiful streams, enjoying the wildlife and scenery while we forage for some of the goat’s favorite treats, like leaves, acorns and pine branches. Watching the goats in a natural habitat and bonding with them is truly magical. The hike takes 1.5 – 2 hrs, depending on group pace and extra time is spent meeting our other herd of smaller breed goats.

One Life Only Community Event
2025-09-06 14:00 - 17:00 | Dietz Stadium, 127 Front Street, Kingston, NY, 2401
Join The Ulster County District Attorney’s Office & Youth Bureau for a FREE day of food, music, and games at their first annual One Life Only Community Event!

Meadowlark 2025
2025-09-12 15:00 - 21:30, 2025-09-13 12:00 - 21:30, 2025-09-14 12:00 - 21:30 | Stone Ridge Orchard, 3012 NY-213, Stone Ridge, NY, 12484
Meadowlark supports organizations that advocate for farmers in the Hudson Valley and nationally, and who are aligned with our values of promoting food security and advocacy for local farms. Artisan fair, farmers market, music, and fun for all ages!

Mainetti & Mainetti's 5th Annual Uptown Car Show
2025-09-13 11:00 - 15:00 | Uptown Kingston, Kingston
The Mainetti & Mainetti Uptown Car Show returns for its 5th year. The Pugsly’s Barbershop Stage will be at the corner of North Front Street and Wall Street with bands playing for the afternoon. Bring your friends and family to enjoy an afternoon full of cars, bikes, trucks, and entertainment in Uptown Kingston’s stockade district. We encourage spectators to enjoy the uptown shops and restaurants all within the show. Awards for best in show will be chosen by show judges for 15 different categories with 1st place trophies and 2nd place plaques. All spectators are welcome free of charge.

Woodstock School of Art Monoprint Invitational Exhibition
2025-09-13 14:00 - 16:00 | Woodstock School of Art, 2470 NY-212, Woodstock, 12498
A survey of monoprints by contemporary artists created in the Thompson Family Foundation/Alan and Sandy Siegel Graphics and Works-on-Paper Studio at the Woodstock School of Art
September 13 – October 4, 2025
RECEPTION, Saturday, September 13, 2:00 – 4:00 pm

Food Truck Fiesta
2025-09-16 17:00 - 21:00 | Bloomington Fire Department, 14 Taylor Street, Bloomington, NY, 12411
Live music, a 50/50 raffle, and more! Beer, wine & water will be available.

Shawangunk Wine Trail Presents: Harvest the Hudson - A Celebration of Cool-Climate Wines
2025-09-18 - 2025-09-28
This September, wine lovers are invited to embark on an unforgettable tasting journey during Harvest the Hudson, a self-guided event along the Shawangunk Wine Trail. From September 18–28, guests will experience the region’s most celebrated cool-climate wines—including Cabernet Franc, Riesling, Seyval Blanc, and beyond—at six participating Hudson Valley wineries: City Winery Hudson Valley, Whitecliff Vineyard, Robibero Winery, Applewood Winery, Quartz Rock Vineyard, and Warwick Valley Winery & Distillery. Guests may visit the wineries at their own pace during regular business hours. At each stop, a curated tasting flight of up to four locally grown and produced wines will be offered—no reservations required. This interactive experience offers more than just tastings: guests will discover the family legacies, vineyard terroir, and winemaking techniques that shape the Hudson Valley’s distinctive wines!

Catskill Fall Foliage Adventure @ Catskill Mountain Railroad
2025-09-20 11:00 - 15:00, 2025-09-21 11:00 - 15:00 | Catskill Mountain Railroad, 55 Kingston Plaza Road, Kingston, NY, 12401
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills from our railroad’s unique perspective aboard Ulster County’s only scenic train. Please see the website for time slots.

September Harvest Grape Stomping Festival @ Benmarl Winery
2025-09-20 11:00 - 20:00, 2025-09-21 11:00 - 20:00 | Benmarl Winery, 156 Highland Avenue, Marlboro, NY, 12542
Join Benmarl Winery for their September Harvest Grape Stomping Festival on September 20th & 21st from 11am-8pm. Enjoy wine, beer and sangria while overlooking the beautiful fall foliage. Feel free to come anytime between 11am and 8pm.

Salute2Vets @ Walkway Over the Hudson
2025-09-20 17:30 - 21:00 | Walkway Over the Hudson State Historic Park, 87 Haviland Road, Highland, NY, 12528, United States
This free family friendly event brings together all Hudson Valley Veterans as well as the community to honor our local Heroes. There will be resource tables for Veterans and Families on both ends of the Walkway. There will be food available at both ends of the Walkway, free for the Veterans! Then we will all march to the American Flag near the center and come together for a short ceremony followed by fireworks!

Headless Horseman Hayrides and Haunted Attractions 2025
2025-09-20 19:30 - 21:30 | Headless Horseman Hayrides & Haunted Attractions, 778 Broadway, Route 9W, Ulster Park, NY, 12487, United States
The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. For exact times and prices, please see www.headlesshorseman.com/tickets!

Touch A Truck and Preparedness Event
2025-09-21 12:00 - 16:00 | Raymour and Flanigan, 401 Frank Sottile Blvd, Kingston, 12401
Sunday, September 21st from 12-4pm at 401 Frank Sottile Blvd, Kingston. Esopus Community Foundation has partnered with Raymour and Flanigan for National Preparedness Month. Learn how to prepare a GoBag for any emergency with Instinct Ready, Child Safety with Ulster Police, WMC Wellness van will do blood pressure tests, UCSPCA Law Enforcement, NYS Troopers, St Remy, Port Ewen, Triple M Excavating, and many more fun and informative opportunities to prepare your families for any unforeseen event.
