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What To Do In The Hudson Valley This Weekend Sept 2-5

Festivals, music, markets, and more! Stop by the Hudson Valley + Catskills this weekend for events for all ages☀️ Take your pick below…

🥨 Catskill, Fri Sep 2nd, 11:00 AM – 11:00 PM, First Friday Catskills.

An ALL-DAY celebration of our community with extended hours, sips and snacks, pop-ups, discounts, music, and FUN on the FIRST FRIDAY of every month! Info: First Fridays Catskill

🎆 Lagrangeville, Fri Sep 2nd – Sun Sep 4th, Hudson Valley Hot Air Balloon Festival.

Highlights include nightly fireworks and the evening Majestic Hot-Air Balloon Illumination Moon Glow. Early morning lift-off takes place at 6:30 am on Saturday and Sunday. Info: JP Morgan Chase & Co.

❤️ New Paltz, Fri Sep 2nd – Sun Sep 4th, 7:00 AM – 2:00 PM, Love & Hiking Date For Couples (Self-Guided).

Enjoy a fun hiking date along a selected trail for couples! Since our a date nights are self-guided you can go any time on any day. Each date night consists of a series of activities that you are guided to complete. Info + Tickets: Digital Date Nite Box

🏇🏿 Chatham, Fri Sep 2nd – Mon Sep 5th, 10:00 AM – 11:00 PM, Columbia County Fair.

Six days of fun for the whole family with nightly grandstand entertainment including a demolition derby, monster tractors, rodeo, live music, volunteer firefighting parade, daily animal shows and much more! Info + Tickets: Columbia County Agricultural Society

🏹 ​New Paltz, Fri Sep 2nd – Mon Sep 5th, Labor Day Weekend at Mohonk Mountain House.

Enjoy tomahawk throwing, family archery, hiking, golfing, evening s’mores, live music, outdoor movies, and MORE for Labor Day weekend. Info + Tickets: Mohonk Mountain House

👨🏼‍🌾 Gardiner, Sat Sep 3rd, 3:30 PM – 6:30 PM, Hillbilly Parade at The Barn at Gardiner Brewing Company.

Hillbilly Parade is a Pop-Rock Country party band. Established in 2014, Hillbilly Parade has become one of the most sought-after Top 40 Country Cover Bands in the Hudson Valley, playing more than 250 shows a year including private parties and weddings. Most known for their witty stage humor, line dancing, and high-energy tuneful sets, Hillbilly Parade is sure to get any crowd’s attention. Info + Tickets: Gardiner Brewing Company

🛍 Woodstock, Sat Sep 3rd – Sun Sep 5th, 9:00 AM – 5:00 PM, Mower’s Flea Market.

Family-owned and operated, Mower’s Saturday Market is situated on two beautiful acres, in a grass-covered field. We do not exaggerate when we tell you that you can find everything from antiques to zebras, from zithers to artwork. A vital part of Woodstock’s tradition, Mower’s Saturday/Sunday Market is a piece of Woodstock’s history, a wonderful part of its present and will, no doubt, have a place in its future. Info: Mower’s Flea Market

🧵​ New Paltz, Sat Sep 3rd – Mon Sep 5th, 10:00 AM – 4:30 PM, Woodstock – New Paltz Art & Crafts Fair Fall Show.

Carefully-curated exhibitors present work in various mediums — from fine art to jewelry, ceramics, photography, leather, metalwork, glass, woodwork, fiber art, gourmet artisanal foods, and apothecary products. Info + Tickets: Quail Hollow Events

🍷 Marlboro, Sat Sep 3rd – Mon Sep 5th, 10:00 AM – 5:00 PM, Apples and Wine Festival.

The Apples and Wine Festival will be a special experience where guests can pick your own apples, enjoy delicious apple food & drink specials, enjoy live music, and beautiful views of the farm and winery. Apple varieties vary throughout the season. Info + Tickets: Weed Orchards & Winery

​💿 ​​Woodstock, Sat Sep 3rd – Mon Sep 5th, Huge Labor Day Weekend LP Vinyl Records + CDs Yardsale.

Featuring tens of thousands of LPs , 45s, 12″s, CDs + DVDs for sale. Info: Mark Zip

🍺 Accord, Sun Sep 4th, 2:00 PM, The Tom Prettys at Arrowood Farms.

The Tom Prettys has become a favorite band in the Hudson Valley and upstate New York. Each show is rocked to the fullest, always keeping the love of Tom Petty’s iconic music at the forefront. Info + Tickets: Arrowood Farms.

🎤Accord, Sun Sep 4th, 4:00 PM – 7:00 PM, Kendra McKinley at Westward Orchard.

Kendra McKinley is a singer-songwriter whose music bursts with vibrance, sensuality and wit. Her lush blend of chamber pop, jazz, and soul draws from a deep well of inspiration. Whether she’s performing solo with a guitar and loop pedal or dancing with a full live band Kendra’s confident, honeyed voice indulges all who hear it. She currently resides in New York’s Hudson Valley. Info + Tickets: Westward Orchard


👉 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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