1. Great Pumpkin Dash Trail 5K Run/Walk
When: Sunday, October 11th at 8:30 AM
Where: Blydenburgh County Park, Blydenburgh County Park Campground Playground, Smithtown, NY
Get into the Halloween spirit at the Great Pumpkin Dash 5K at Blydenburgh Park! Enjoy a scenic run or walk through the park’s beautiful trails, then celebrate your finish with killer swag and tasty treats from All Round Foods and Waterloo Sparkling Water.
2. Port Jefferson Scarecrow Walk
When: Oct 08, 2026 through Nov 02, 2026 (daily)
Where: Port Jefferson Village, East Main Street, Port Jefferson, NY
Enjoy the Port Jefferson Scarecrow Walk from October 5 through November 2! Stroll along East Main Street and admire creative, handmade scarecrows designed by local businesses and community groups. It’s a fun and festive way to enjoy the fall season in Port Jefferson!
3. The Hot Sardines
When: Saturday, October 10th at 8 PM
Where: Staller Center for the Arts, 100 Nicolls Rd, Stony Brook, NY
From underground Brooklyn parties to sold-out concerts around the world, The Hot Sardines have captivated audiences with their infectious energy and unmistakable jazz style. Experience this exhilarating ensemble as they bring their vibrant, vintage-inspired sound and unforgettable live performance to the stage.
4. Long Beach Fall Festival
When: Oct 10, 2026 through Oct 11, 2026 (daily)
Where: Kennedy Plaza, 1 West Chester Street, Long Beach, NY
Celebrate the season at the annual Long Beach Fall Festival! Stroll through Kennedy Plaza and enjoy thousands of pumpkins, a pumpkin patch, carnival rides, hay wagon and fire truck rides, fall crafts, and a Ferris wheel with beautiful beach and bay views. Kids can also take part in the Saturday costume parade, with prizes and special treats. With more than 50 vendors, delicious food, local shopping, and a 21+ Beer, Wine & Food Experience Area, there’s something for everyone to enjoy all weekend long.
5. Kidtoberfest
When: Sunday, October 11th at 10 AM
Where: Schnitzels, 77 Main Street, Stony Brook, NY
Celebrate fall with the whole family at Kidtoberfest at Schnitzels in Stony Brook Village on Sunday, October 11, from 10 AM–4 PM! Enjoy a fun-filled day of pumpkin painting, face painting, pretzel making, games, festive Oktoberfest activities, and delicious German food. Bring the kids and join us for a fun family day in the heart of Stony Brook Village. Reservations are highly recommended, so call Schnitzels to reserve your table!
6. Commack Day Festival
When: Sunday, October 11th at 11 AM
Where: Commack Day Festival, 74 Hauppauge Road Commack, Commack, NY
Join us for this year’s Commack Day Festival as we build on last year’s incredible turnout of more than 4,000 residents! Celebrate the community we call home while supporting meaningful causes, including the FealGood Foundation, Commack Fire Department, Commack Ambulance Corps, and the Eric Spinato Foundation’s student scholarships. Come together with local families, businesses, and community organizations for a day of unity, celebration, and making a difference.
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