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field + supply with the "Upstate Weekend Plans" text written across the photo for the Hudson Valley, NY.

What to Do in The Hudson Valley This Weekend Oct 6 – Oct 9

By inside + out | October 5, 2023

It’s a busy weekend in the Hudson Valley! From rock climbing to hauntings 😱 and antiques to drum circles 🥁 Upstate NY has events for all ages 🍎 Take your pick below…

🎠 Fishkill, Fri Oct 6th – Mon Oct 9th Carni “fall.”
The Town of Wappinger has partnered with McDaniels Brothers Shows to offer carnival rides throughout all 4 days of the event. Enjoy live music, food & plenty of activities for the whole family to enjoy. Info HERE.

⛑️ Kingston, Fri Oct 6th – Sun Oct 8th, 5pm 13th Annual O+ Festival.
Back with three magical days of art, music, and wellness! Info HERE.

👻 Kingston, Fri Oct 6th – Sun Oct 8th Haunted Roundout.
Experience the history & haunted happenings of the Rondout Creek and Hudson Valley. Info HERE.

🚙 Woodstock, Sat Oct 7th, 9am – 3pm British Car Show. 
Join more than 100 British car owners for a smashing display of quirky & lovable classics. Info HERE.

🪘 Gardiner, Sat Oct 7th, 10am – 5pm Make Your Own Frame Medicine Drum.
Make a frame drum from scratch with Mia Luz! Info HERE.

👜 Kingston, Fri Oct 6th – Sun Oct 8th, 10am – 6pm FALL MKRT.
A Field + Supply market at Hutton Brickyard with 300+ vendors live music + local eats. Info HERE.

🍂 Mount Tremper, Sat Oct 7th, 5:30pm – 8:30pm Catskill Center Fall Benefit.
Musical performance by Simi Stone, awards and discussions on the arts and nature. Info HERE.

🍺 Hunter, weekends from Sat Oct 6th to Oct 15th, 11am – 5pm Oktoberfest at Hunter Mountain.
FREE Hunter Mountain Oktoberfest is back this fall, featuring live music, food, drink + craft vendors in the beauty of the great northern Catskills surrounded by lush fall foliage. The Scenic Skyride will be open, weather permitting with ticket purchase required. Info HERE.

🇮🇹 Kingston, Sat Oct 7th, 12pm – 8pm Italian Festival. 
Head on out to the Rondout Waterfront for great food, live music, street performers, vendors, fun activities for the kids & more! Info HERE.

🪴 Milton, Sat Oct 7th, 1pm – 7pm Cannastock. 
Come meet the industry pioneers bringing the first recreational cannabis to the Hudson Valley, featuring over 100 exhibitors, various brands, growers, contests, & free giveaways. Info HERE.

🍻 Hudson, Sat Oct 7th, 2pm – 6pm Oktoberfest at Upper Depot.
A day of great food, fantastic beer, cider, and lively entertainment. Info HERE.

🧗 Rosendale, Sat Oct 7th – Sun Oct 8th GunksFest. 
A celebration of climbing & community here in the Shawangunks. Info HERE.

🛍️ Rhinebeck, Sat Oct 7th + Sun Oct 8th, 10am – 5pm  Oct 8th Fall Antiques. 
Barn Star Productions presents the annual fall show. Info HERE.

🍁 Windham, Sat Oct 7th + Sun Oct 8th, 10am – 5pm Windham’s 29th Annual Autumn Affair.
Main street Windham will be filled with live music, food & drink, arts & crafts vendors, kid activities, pony rides, tastings, sidewalk sales, exhibits and more! Info HERE.

🍷 Hudson, Sat Oct 7th + Sun Oct 8th, 12pm – 6pm Fall Fest at Whitecliff Winery.
A weekend of music and delicious cheeses, ciders, wines and beverages from local New York State agricultural businesses. Info HERE.

🌱 Tannersville, Sun Oct 8th, 10am – 12pm Native Seed Collection + Sowing at Mountain Top Arboretum.
Join native plant nursery owner Chris Nilan as we learn the ins and outs of growing native plants from wild-collected seeds. Ito HERE.

🌽 Hudson Valley Area, Check out the Hudson Valley Farmer’s Markets near YOU!
From year-round to seasonal markets, here’s your insider’s go-to Hudson Valley Farmer’s Markets. Info HERE.

👉 Know of more cool events happening in the Hudson Valley/Catskills area?
Leave them in the comments below.

Have a wonderful weekend from Inside+Out Upstate NY!

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