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Inside+Out Upstate Weekend Plans

What To Do This Weekend in the Hudson Valley Oct 29 – Oct 31

October 29, 2021

Halloween weekend is here and there’s so much fun to be had! Here are some of our favorites:


👻   Hudson, Oct 29-31, Fri-Sun, 21st Annual Ghostly Gallop

Support the Hudson Area Library -compete in their 21st annual – and 2nd virtual – Ghostly Gallop 5k! Register, run or walk a 5K by Oct 31st, and submit your time on the Ghostly Gallop website. The fastest runners receive a Cranna Cup. Get more info + register at

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🐸   Kerhonkson, Oct 29-30, Froggy Daze Family Hoppy Halloween Hotel.

Get spooky with the Hoppy Froggy Haunted Hallways contest for Scariest Hallway Haunt. There are 2 Stages, 25+ Bands, an indoor pool, craft vendors, trick or treating & Hudson Valley Resort will be hosting Froggy Diner & late-night munchies. Get Hoppy Passes at

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🏠  Kingston, Saturday, Oct 30th, 10:00 AM – 2:00 PM, Closing Day of Persen House 2021.

Take a self-guided tour or meander through at your own pace. Make sure to check out the exhibits and seasonal displays before they’re gone. Get more info at

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🌻   Kingston, Sat-Sun, Oct 30-31, 10:00 AM – 4:00 PM at Seed Song Farm.

Enjoy u-pick pumpkins and sunflowers, live music, corn maze, hayrides, hay bale scramble, scavenger hunts, farm animal visits, farm-fresh food & refreshments RSVP and pay at ​ ​

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🎃   Woodstock, Sun, Oct 31, 5 PM – The Secret City Hosts this Year’s Annual Woodstock Halloween Celebration!

The Secret City & The Woodstock Chamber of Commerce present the annual Woodstock Halloween extravaganza! Join the fun on the Village Green (corner of Tinker Street and Rock City Road) and stop by CPW pop-up studio with photographer Dion Ogust for your portrait. Don’t miss the after-party at the Bearsville Center! Get more info HERE

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🐒  Millbrook, Saturday, Oct 30th, 10:30 AM – 5:00 PM, Howl & Holler Weekend

Get free treat bags with orangutan-friendly Halloween candy, free activity kids’ booklets + special activities & food trucks. Wear your Halloween costume! Registration is required at

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🕰   High Falls, Sunday, October 31 @ 9:00 AM – 4:30 PM, High Falls Flea Market

Presented by D&H Canal Museum, this event is an open-air market offering a variety of art, antiques & collectibles. Learn more at


Have a spectacularly spooky weekend!

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