Three days of makers and antique dealers at the Dutchess County Fairgrounds, with two music stages and parking included.
Stay nearby: Clove Creek Cabin
Events
Calendar of Events
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$28
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4 events,
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Free admission and free parking on the mountain, with a stein holding contest at 1 and pie eating at 1:30.
Free
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Pig races, magic shows, a petting zoo, live music and the orchard's own craft hard cider, both days 10 to 6.
$22 – $37
Featured
Hunter's fall festival opens with the Scenic Skyride over the first color, live music both days and a VIP tasting option. |
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2 events,250+ makers, artisans and designers on the Kingston riverfront at Hutton Brickyards, with live music and local food. Kingston's music, art, comedy and wellness weekend, headlined by Lucero, with a free Saturday block party uptown. |
9 events,Windham's Main Street fair, 32 years running: 50+ vendors, live music, hay wagon rides, axe throwing and chainsaw carving. Apple picking, wagon rides and a corn maze, with live music, cider donuts and the Treasury Cider Bar. The 56th year of the airfield flea: hundreds of vendors with antiques, collectibles, crafts and food. Workshops, an open jam and a square dance on Saturday, then the headline concert Sunday at Roxbury Arts Center. A 25-year farm tradition: fresh-pressed cider, hayrides, a silk marionette show, live music and a pie contest.
Featured
Second weekend of Belleayre’s free Fall Festival: gondola foliage rides, craft vendors, food, and live music noon–4 both days.
Featured
Hunter Mountain’s second October weekend: Bavarian food, craft drinks, SkyRide foliage and live entertainment Saturday 11–6 and Sunday 11–5. |
9 events,
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The Sunday market on Water Street: produce and local goods, open through the last Sunday of October. |
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Oktoberfest weekend at Subversive Malting & Brewing: bratwurst, spaetzle and pretzels, and the Mountain Märzen release on Saturday. |
8 events,
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Fiber artisans, sheep shows, herding demos and workshops at the Dutchess County Fairgrounds. Kids 11 and under free.
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Kingston's Revolutionary War weekend: colonial camps, reenactments and talks across the uptown Stockade District. Night hayrides and haunted attractions in Ulster Park, open Friday through Sunday this weekend. Apple and pumpkin picking, a corn maze, food trucks and live music on the cider porch. The last weekend of Hunter Mountain's fall festival: live bands, steinholding and a costume contest and parade both days. Free admission and parking.
Free
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The Hudson Valley Renegades' fall fest at the ballpark: live music, seasonal beers, games, inflatables and apples. |
9 events,
Featured
A free riverside festival with two solar-powered music stages, food and craft vendors, and free sails on the sloop Woody Guthrie.
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The Sunday market on Water Street: produce and local goods, open through the last Sunday of October. |
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Hundreds of booths of gothic crafts, oddities and steampunk wares, live performances, trick-or-treating and a haunted house. 2026 tickets are free. |
13 events,
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Candlelit tours of the Central House, a 19th-century inn in Palenville, at 8 pm and 10 pm. Period-instrument Mozart and Haydn in Hunter, the night before the program plays Lincoln Center.
Featured
A 90-minute, eight-mile round trip with a stop where each rider picks a pumpkin to take home. The hayride, six haunted houses, a corn maze and a circus sideshow: 13 attractions on one ticket. Čapek's 1921 play, the one that gave English the word "robot", in the LUMA Theater at Bard. A corn maze, live music noon–4 and the cider bar 11–6. Pick-your-own by reservation. A full moon ceremony with Alex Grey and Allyson Grey, then a masquerade ball with live painting, fire performers and a bonfire.
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Beacon's free Halloween parade on Main Street, with trunk-or-treat, a scavenger hunt and a family costume contest.
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A noon-to-midnight cannabis-culture festival, with the Sam Grisman Project and Skeleton Crewe after 6 pm.
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A Halloween dance party with DJ Michael V, a $500 best-costume prize and a cash bar. |
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