23 Fantastic Events in the Hudson Valley in September

A hot air balloon festival, sunflowers, ceramic sculptures, The Great Jack O'Lantern Blaze, and more in the Hudson Valley in September.

Hudson Valley Hot Air Balloon Festival — Union Vale

September 1–3

See dozens of brightly colored hot air balloons soar over Tymor Park. After the balloons float down, stick around for fireworks, illuminated balloon shows, and live music. dcrcoc.org/balloonfesthv.org

HV Balloon Festival
Courtesy of HV Balloon Festival
HV Balloon Festival
Courtesy of HV Balloon Festival

Sunflower Festival — Poughquag

September 1–4

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Take a hayride through five acres filled with thousands of blooming sunflowers at Barton Orchards’ fifth annual Sunflower Festival. In between enjoying food, live entertainment, and perusing local crafts for sale, snap selfies in the flower field and cut your own to take home. bartonorchards.com

Blues on the Farm: Cider, Blues, and BBQ — Stone Ridge

September 2

The name says it all. Pair Hudson Valley Farmhouse Cider’s Traditional (semi-dry and sparkling) with some ‘cue, and enjoy five blues bands throughout the day. The orchard will also host a farmers market. stoneridgeorchard.com

Capital District Scottish Games — Altamont

September 2

The Altamont Fairgrounds will once again host a day packed with sporting competitions, vendors, Highland dancing, and more. Immerse yourself in Scottish Pride by watching a pipe band perform, a stone-throwing challenge, a dog show featuring Scottish breeds, and more. scotgames.com

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Stormville Airport Flea Market — Stormville

September 2–3

Antiques, handmade crafts, and collectibles—this historic market has it all. Admission is free. stormvilleairportfleamarket.com

Flea Market
Courtesy of Quail Hollow
Quail Hollow
Courtesy of Quail Hollow

Woodstock-New Paltz Art & Crafts Fair — New Paltz

September 2–4

At this beloved annual fair, you’ll find over 100 makers displaying handmade wares from ceramics and glass to fiber and leather. Plus, there’s a full food court, with everything from Jamaican jerk chicken to tofu Reubens and sweet crêpes. quailhollow.com

Hooley on the Hudson
Courtesy of Ulster County Tourism

Hooley on the Hudson — Kingston

September 3, 11 a.m.–9 p.m.

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St. Patrick’s Day isn’t the only time to celebrate Irish heritage in the Valley. Join the Ancient Order of Hibernians in T.R. Gallo Memorial Park for a day of Irish music, dance, and more family entertainment. ulsteraoh.com

Souprano’s Drag Bingo — Montgomery

September 7, 6 p.m.

A riveting game of bingo is hosted by a dramatic drag performance from the “Souprano” family. Upon arrival, attendees will be greeted with a complimentary cocktail, and can order dinner and drinks at their tables during the show. citywinery.com/hudsonvalley

Fall Crafts at Lyndhurst — Tarrytown

September 8–10

From ceramic sculptures and glass-blown jewelry to fine paintings and photographic prints, this art market has it all. Explore Lyndhurst’s 67 acres after shopping (included in your ticket), or buy a pass to tour the historic mansion. artrider.com

Photo by David Galin

A team from the City of Albany’s Department of General Services and John M. Mullins Rigging & Hauling were given a task in June: Remove the circa-1925 statue of General Philip Schuyler—a Revolutionary War hero and slave owner—from outside Albany City Hall. While unearthing the statue, they were surprised to discover a 98-year-old time capsule tucked in its base which contained a flag, medallions, an atlas, and many letters. Stay tuned for an upcoming exhibit of the capsule’s contents at the Albany Institute of History and Art. More info at albanyinstitute.org. – Francesca Furey

Cruisin’ for Inclusion Auto Show — West Nyack

September 10, 10 a.m.–3 p.m.

Hosted by United Spinal Hudson Valley chapter, this event emphasizes that people with disabilities can (and do!) share an interest in cars. Have a hot rod you want to display? Register online and bring it to Lot F at the Palisades Center. All proceeds will support individuals with spinal cord injuries and diseases. More info at eventbrite.com

Family Campout — Cornwall

September 15–16

Sleep under the stars at the Hudson Highlands Nature Museum. Bring the family to their outdoor discovery center and spend the night making s’mores around a bonfire, calling for owls on a night walk, and identifying constellations. Pre-registration required online. hhnm.org

Historic Hudson Valley
Photo by Tom NYCZ for Historic Hudson Valley

Great Jack O’Lantern Blaze — Croton-on-Hudson

September 15–17, 22–24, 27–30

Kick-off your Halloween celebrations early with the return of the annual Blaze at Van Cortlandt Manor. Walk through creative displays of thousands of illuminated pumpkins—from New York landmarks to zodiacs to wildlife. Tickets must be purchased in advance. hudsonvalley.org

Food Truck and Craft Beer Festival — Copake

September 16, 12–4 p.m.

Stationed on the first fairway of The Greens at Copake golf course, this festival is packed with local beers, food trucks, craft cocktails, live entertainment, and lawn games. Vendors like Rosie’s Empanadas, Aloha Tacos, Cousin’s Maine Lobster, and Lasting Joy Brewery will be in attendance. thegreensatcopake.com

Hudson Valley Rodeo — Amenia

September 16

Returning to Keane Stud for its third year, this rodeo features skilled displays of barrel racing, roping, bull riding, and more. After the rodeo, stick around for a concert from Grammy-nominated country singer Walker Hayes. hudsonvalleyrodeo.com

Mid-Hudson Comic Con — Poughkeepsie

September 16–17

The only convention of its kind in the region, Mid-Hudson Comic Con will feature appearances from celebs and artists, an array of exhibitors (to be announced), and several cosplay contests in categories ranging from best makeup to best costume craftsmanship. mhcomiccon.com

Best of Hudson Valley Party — Montgomery

September 20, 6–9 p.m.

Join us at City Winery to celebrate our 2023 Best of Hudson Valley winners with great food, drinks, live music, and more. Tickets available online. hvmag.com/events/best

Albany Book Festival — Albany

September 23

Calling all book lovers: this day-long festival from the NYS Writers Institute at University at Albany is packed with workshops and lectures from both local and world-famous authors. albanybookfestival.com

Photo by John Halpern

Bike for Cancer Care 5K Run/Walk — Kingston

September 24

On September 24, the Benedictine Health Foundation will host its 20th annual Bike for Cancer Care 5K Run/Walk in Kingston. The fundraiser’s mission is to help alleviate the financial burden of diagnoses by providing gas and grocery gift cards to patients in need. Want to help? Dust off your helmet and tackle 12-, 25-, or 50-mile cycling routes. You can also run or walk a 5K, support riders, donate, or volunteer. More info at bikeforcancer.org.

Port Jervis Fall Foliage Festival — Port Jervis

September 24, 10 a.m.–5 p.m.

Head to downtown Port Jervis for a street festival celebrating all things fall. Food and craft vendors line the streets, and a variety of family entertainment performances and activities are available throughout the day. Parking and admission are free! portjervisny.gov

Haverstraw Food Crawl — Haverstraw

September 24, 1–5 p.m.

Walk the streets of downtown Haverstraw and sample small plate tastings from over 20 of the village’s diverse eateries. Stop at the NY Craft Beverage Garden on Broadway and Main Street for local beers and live music. haverstrawriverwidearts.org

Brewery Comedy Tour — Highland

September 30

Enjoy a great lineup of hilarious comedians and refreshing ciders at Bad Seed Cider. badseedhardcider.com

The Garlic Festival
Photo Courtesy of Ulster County Tourism

Hudson Valley Garlic Festival — Saugerties

September 30–October 1

Presented by the Kiwanis Club of Saugerties for the 35th year, the HV Garlic Festival returns to Cantine Field. Buy garlic from local farmers, taste it in dishes from a variety of vendors, catch chef demonstrations, and enjoy live music all weekend. hvgf.org

Garrison Craft Fair — Garrison

September 30–October 1, 10 a.m.–5 p.m.

Steps from the Garrison Metro-North train station, you’ll find artisans selling high-quality furniture, glassware, ceramics, jewelry, and decorative fine arts. Exhibitors are juried by the Garrison Art Center, a regional non-profit that supports local arts. garrisonartcenter.org

Bonus: Fall Orchard & Cidery Tasting and Tour — Accord

October 1

Breathe in the crisp air and stroll amongst Westwind Orchard’s many apple trees. Make your way back to the cidery and sample varieties straight from the barrels. westwindorchard.com

Bonus: Warwick Applefest — Warwick

October 1

This Orange County town goes all out for their favorite fruit. Wander the streets of the village for dozens of craft and food vendors, live music, apple pie eating and baking contests, and more. Pennings Farm will be serving up their ciders. warwickapplefest.com

Bonus: Cider Week NY — Throughout the Hudson Valley

October 6–15

It’s the biggest hard cider event of the year! Dozens of New York-based cideries will be hosting tours, festivals, tastings, discount sales, live music, food pairings, and more to celebrate the drink’s revival. ciderweeknewyork.com

Related: What to Do at West Point: Spend 24 Hours in the Historic Town

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