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
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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.
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Second weekend of Belleayre’s free Fall Festival: gondola foliage rides, craft vendors, food, and live music noon–4 both days.
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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,
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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.
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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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15 events,Fifty years of magic and mentalism from Peter Samelson on the Bridge Street MainStage.
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The last two days of Kelder's fall festival, closing with the Pumpkin Smash. The hayride and haunted attractions on 65 acres in Ulster Park, Saturday only this weekend. The Orchestra Now plays John Williams's score live to the film at the Fisher Center. The last harvest-festival weekend: corn maze, wagon rides and pick-your-own by reservation.
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A fall visit to the sanctuary's rescued animals, with tour slots in the morning.
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Trick-or-treating on the Livingston estate above the Hudson, with mansion tours.
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A pirate-themed family parade from Kingston Plaza down to the Rondout, with a treasure-and-treat hunt. |