THE HUDSON VALLEY HIT LIST · WEEKEND EDITION
☀️ Happy Thursday, Hudson Valley
Weekend plans, sorted. Here are 15 things to do this weekend (Oct 9–11), five in each corner of the valley: farmers markets, fall festivals, Oktoberfest, live music and plenty for the kids.
🥕 Farmers Market · 🍔 Food Festival · 🎪 Festival · 🎵 Music · 👨👩👧 Kid Friendly
Can’t-miss pick: O+ Festival in Kingston, Friday through Sunday. Art, music and wellness all over the city, and wristbands are pay-what-you-can.
Jump to your region: Lower · Mid · Upper
LOWER HUDSON VALLEY
5 Things to Do This Weekend
Westchester · Rockland · Putnam
Photo by Jakub Kapusnak on Unsplash
🎪👨👩👧 Eastchester Columbus Day Carnival: Fri 6–11pm, Sat 1–11pm & Sun · Lake Isle Country Club, Eastchester. A holiday-weekend carnival with rides, games and food that runs through Monday. Free admission; $35 ride wristbands Sat–Mon 1–5pm, and no unaccompanied minors. Details →
🎵 Yonder Mountain String Band: Fri 8pm · Tarrytown Music Hall, Tarrytown. The Colorado jamgrass band brings its long, fast-picking bluegrass sets to the historic music hall. Tickets around $50. Details →
🥕 Pleasantville Farmers Market: Sat 8:30am–1pm · Memorial Plaza, Pleasantville. One of Westchester’s biggest weekly markets, with local farms, bakers and prepared food by the Metro-North station. Free. Details →
🥕 Cold Spring Farmers’ Market: Sat 9am–1pm · Boscobel House and Gardens, Garrison. Local produce, meat, cheese and baked goods on Boscobel’s grounds, with Hudson Highlands views at peak foliage. Free to shop. Details →
🍔🎵 Oktoberfest Concert with BoStyx: Sun, doors 6:30pm, show 8pm · Tilly Foster Farm, Brewster. Classic rock under the open sky, with beer and concessions for sale. $30 GA or $75 VIP with an Oktoberfest buffet; parking $10. Bring a chair or blanket. Details →
MID-HUDSON VALLEY
5 Things to Do This Weekend
Dutchess · Orange · Ulster
Photo by Michael & Diane Weidner on Unsplash
🎵🎪👨👩👧 O+ Festival Kingston: Fri–Sun · Venues across Kingston. Kingston’s annual art, music and wellness festival takes over the city for the weekend. Wristbands are by donation and no one is turned away; many events are family-friendly. Details →
🎪👨👩👧 Sugar Loaf Fall Festival: Sat & Sun 10am–5pm · Sugar Loaf hamlet, Chester. Artisan vendors, live music and food throughout the craft village, plus a kids’ zone, face painting and a petting zoo. Free. Details →
🥕 Rhinebeck Farmers Market: Sun 10am–2pm · Municipal lot, 61 E. Market St., Rhinebeck. 30+ Hudson Valley farms and food makers in the middle of the village, rain or shine. Free. Details →
🎪🎵👨👩👧 Fall Harvest Festival at Fishkill Farms: Sat & Sun 9am–6pm · Fishkill Farms, Hopewell Junction. Pick-your-own apples, wagon rides, a corn maze and live music in the courtyard, plus cider donuts and hard cider. Tickets needed for picking, wagon rides and the maze. Details →
🎪🍔👨👩👧 Highland Falls Fall Foliage Festival: Sun 10am–4pm · Main Street, Highland Falls. The 33rd annual street fair just outside West Point, with craft vendors, food trucks, a DJ and a petting zoo. Free. Details →
UPPER HUDSON VALLEY
5 Things to Do This Weekend
Columbia · Greene · Sullivan
Photo by Taylor Foss on Unsplash
👨👩👧 Peace, Love & Pumpkins: Fri–Sun 6:30–10pm · Bethel Woods, Bethel. A walk-through trail of hand-carved jack-o’-lanterns and glowing pumpkin art on the Woodstock festival grounds. $25–$30 adults, $15–$20 ages 3–17, under 3 free. Details →
🥕 Hudson Farmers Market: Sat 9am–1pm · 6th & Columbia Sts., Hudson. Columbia County’s go-to Saturday market for local produce, meat, cheese and baked goods. Free. Details →
🍔🎵 CiderFest at Little Apple Cidery: Sat 1–6pm · Little Apple Cidery, Hillsdale. The cidery’s annual fall party: cider, apple cider donuts, Wildling Pizza and Aloha Tacos, an apple toss, barrel rolling, a pressing demo and live music from Frank Migliorelli. No admission listed; food and drinks are pay as you go. Details →
👨👩👧 Tannersville Pumpkin Walk & Lighting: Sat 7–9pm · Rip Van Winkle Lake Park, Tannersville. Bring a carved pumpkin and a candle to help light the lakeside path; the lighting is at 7:45pm and prizes go out at 8:15pm. Free. Details →
🥕 Callicoon Farmers Market: Sun 11am–2pm · Callicoon Creek Park, Callicoon. A producer-only market with farms plus local wine, hard cider, pasta, baked goods, maple syrup and crafts, right by the Delaware. Free. Details →
HUDSON VALLEY YOU
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Have a great weekend,
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