Washington Irvings' Headless Horseman from Sleepy Hollow Cemetery with the "Upstate Weekend Plans" text written across the Hudson Valley, NY photo.

What to Do in the Hudson Valley This Weekend Oct 25 – Oct 27

By inside + out | October 23, 2024

All Hallows Eve is just around the corner! Get ready for frights, treats, tricks, and more! And if that’s not your thing, check out the Apple Fest or Makers Market over the Hudson River. There is always something for everyone!

🎭 Tivoli, Fri Oct 25th – Sun Oct 27th, Birdsong of the Common Ground by Storyhorse Theater.
A LIVE documentary about survival in small-town America written by Jeremy Davidson and directed by Mary Stuart Masterson. Read more about this unique community theater project. Completely worth checking out! Info HERE.

👻 Big Indian, Fri Oct 25th, 8pm – 11:30pm. EPIC Halloween Bash at Peekamoose Restaurant & Tap Room.
Ghoulish decor, haunted photo booth, costume contest (prizes!), tarot card reading, DJ and dancing, tasty bar vittles and Deanna’s fabulous libations. Who’s ready to get spooky? Info HERE.

🧌 Sleepy Hollow, Fri Oct 25th + Sat Oct 26th, 8pm – 9pm. The Man Behind the Legend at Sleepy Hollow Cemetery.
Washington Irving will visit from beyond the grave to regale you with stories and tales! Info HERE.

👺 Beacon, Fri Oct 25th, 9pm. The Monster Bash at Roosevelt Bar.
Costume contest, drag roulette, House of Drama + more! Info HERE.

🎃 New Paltz, Fri Oct 25th – Sun Oct 27th. Halloween Haunts + Happenings at Mohonk Mountain House.
Come alive with Halloween crafts, a costume dance party, trick-or-treating, a mysterious “Night Watchman Tour,” + even a haunted mini golf extravaganza! Info HERE.

🛠️ Saugerties, Sat Oct 5th, 10am – 2pm. Saugerties Repair Cafe.
Bring a beloved item for repair to the Frank D. Greco Memorial Senior Citizens Center and a volunteer will fix it for free. Info HERE.

🏃‍♂️‍➡️Rosendale, Sat Oct 26th, 11am – 1pm. 14th Annual UlsterCorps Zombie Escape.
Kick off your Halloween at UlsterCorps’ Zombie Escape 5k timed trail run, 2k walk, and free 1k Fun Run for kids. Enjoy the spectacular fall foliage and beautiful trails while passing zombies and other spooky surprises hiding in the woods, tunnels, and caves. All runners, including kids, will receive a themed race medal. Info HERE.

🧺 Highland, Sat Oct 26th + Sun Oct 27th, 12pm – 5pm. Walktoberfest Farmers + Makers Market.
A curated selection of Hudson Valley’s finest producers: farms, distilleries, breweries, wineries, restaurants, artisans + more on the Rail Trail + Walkway Over the Hudson. Info HERE.

🧙 Marlboro, Sat Oct 26th, 2pm – 4pm. Trick or Treat in Marlboro.
Collect treats while meeting local businesses and community organizations. Enjoy dance performances, costume contests, prizes, music, ice cream sundaes, baked goods, food, kids crafts, Halloween games, a hay maze, photo-ops, a petting zoo + more! Info HERE.

🎻 Stone Ridge, Sat Oct 26th, 2pm – 5pm. Applefest at Stone Ridge Orchard.
Enjoy an afternoon filled with live music, fiddle contest, swing and square dancing, pumpkins, apples, raffles + more. Info HERE.

🚀 Kingston, Sat Oct 26th, 2pm – 5pm. MyKingstonKids Halloween Fest + Parade.
Prepare for an out-of-this-world Space-Themed adventure! Info HERE.

📺 Rosendale, Sat Oct 26th, 4pm. POLTERGEIST at Rosendale Theatre.
Feeling the need for a scary movie this time of year? Go see Steven Spielberg’s supernatural horror film about a suburban family terrorized by spirits who abduct their daughter through a haunted TV. Classic! Info HERE.

🕵️‍♂️ New Paltz, Sat Oct 26th, 5pm – 9pm. Haunted Huguenot Street.
Participate in the Historic Huguenot Street for Haunted: The Curious Case of Edward Cary. Sure to leave the hairs on your skin prickly! Info HERE.

👹 Rhinebeck, Sat Oct 26th, 8:30pm – 12:30am. 2nd Annual Halloween Bash at The Tavern at Beekman Arms.
Unleash your inner monster at the Halloween Bash. Dress up in your most creative costume + prepare for a night filled with ghoulish fun. Info HERE.

🐈‍⬛ Hillsdale, Sat Oct 26th, 6pm – 10pm. Black Cat Bash at Catamount Mountain Resort.
Get ready for a spooky night at this year’s “Monster Mash” party with DJ Casanova spinning tunes, a Social Photo Booth to capture the fun, the “Monster Stash” lounge showcasing brand partners + four costume contests offering over $1,000 in prizes. Info HERE.

💀 Hudson, Sat Oct 26th, 8:30pm – 11:30pm. Halloween Costume & Dance Party at The Greenport.
Show up to a thrilling Halloween Costume + Dance Party with DJ Ketchup, spooky surprises and nonstop dancing – don’t miss the frightful fun! Info HERE.

🗿 Beacon, Sun Oct 27th, 10am – 5pm. DIA Beacon Hudson Valley Free Day.
Hudson Valley residents receive free admission to Dia Beacon on the last Sunday of each month. Info HERE.

👨‍🌾 Explore Hudson Valley’s vibrant Fall Farmers Markets + CSA, which support small local farms, foster a sense of community, and promote healthy living.
From live entertainment to family-friendly activities, they offer a fun and diverse experience for all! Info HERE.