Fall Festivals Highlight Scenery, Agriculture, Culture and More in Orange County, N.Y.

Thanks to its spectacular scenery, acclaimed restaurants, hotels, famous historic sites, and delicious farm fare, Orange County has become one of New York’s premiere destinations. Travel just an hour north of New York City to experience Orange County’s landscapes dressed in their vibrant autumnal best as you celebrate unique festivals and special events in quaint villages, vineyards and other spectacular settings.

“There’s nothing better than fall in Orange County,” says Orange County Tourism Director Amanda Dana. “Take in the views while listening to live music, shopping local vendors, sipping farm-to-glass spirits, and picking apples and pumpkins. Taste cider donuts and artisan pies still warm from the oven.” Here are a few upcoming Orange County fall festivals for your calendar: New York Renaissance Faire, 600 Route 17A, Tuxedo Park, Saturday, August 4 – Sunday, September 30, 10:00 a.m. – 7:00 p.m. Watch four decades of culture come to life during the 41st annual New York Renaissance Faire, featuring period specific art, music and theater along with great food and drink, 300 costumed characters, dancers, strolling minstrels and storytellers in a Tudor style marketplace of crafts and games. For more information, visit www.renfair.com/ny

General Montgomery Day, Clinton and Union Streets, Montgomery, Saturday, September 8, 2018, 9:00 a.m. – 10:00 p.m. This quaint village, celebrating its namesake, hosts a day chock full of events including an 8K race, parade, soap box derby, live entertainment, tons of vendors, food and more. Stay to enjoy an evening of fireworks! For more information, visit www.villageofmontgomery.org .

New York Air Show, New York Stewart International Airport, New Windsor, Saturday, September 15, 2018 – Sunday, September 16, 2018: The U.S. Air Force Thunderbirds jet demonstration squadron headlines a full complement of performers at the 2018 New York Air Show. Gates and ground displays are open 9:00 a.m. – 5:00 p.m. each day. Flight performances take place 12:00 pm – 4:00 p.m. Purchase tickets online or by phone. Parking fee. For tickets and information, visit http://airshowny.com .

Palaia Winery Fall Festival, 10 Sweet Clover Road, Highland Mills, Saturday, September 22, 2018, 2:00 – 6:00 p.m.: Celebrate the fall harvest at a scenic vineyard to the sounds of “The Peach Project,” an Allman Brothers Tribute Band. Family-friendly activities include pumpkin picking, wagon rides, pumpkin painting, pumpkin bowling and bounce slides. Hot cider, mulled wine, beer, food and more will be available. For more information, visit www.palaiavineyards.com .

Cornwall Fall Festival, Main Street, Cornwall, Sunday, September 23, 2018, 10:00 a.m. – 5:00 p.m.: Enjoy a day of live entertainment, delicious food, vendors, raffles and more along Cornwall’s historic Main Street, lined with gift shops, taverns and restaurants. Kid-friendly activities include inflatables, a hay maze, petting zoo, pony rides and tie-dye t-shirt demonstrations. For more information, visit www.cornwallchamber.org .

Port Jervis Fall Foliage Festival, Jersey Avenue, Port Jervis, Sunday, September 23, 2018, 10:00 a.m. – 5:00 p.m.: This popular celebration of the fall foliage is held in the City of Port Jervis, the southern gateway to the Upper Delaware Scenic Byway on the beautiful Delaware River. The celebration features continuous live entertainment, as well as food, antiques, craft vendors, antique cars and much more. Held rain or shine.


Warwick Applefest, South Street, Warwick, Sunday, October 14, 2018, 9:00 a.m. – 5:00 p.m.: Celebrate the harvest in Warwick! This day-long event of family fun fills the streets of the historic village of Warwick with hundreds of craft and food vendors, numerous musical acts and entertainment, a farmers’ market, carnival rides and an apple pie baking contest with slices for sale. For more information, visit www.warwickapplefest.com .

Enhance your visit with a stay at a cozy B&B or book a hotel convenient to your itinerary. Be sure to check out Orange County Tourism’s full online events calendar and Facebook page: Orange County Tourism NY to keep up on all of the memorable experiences available to visitors.