When autumn arrives, Long Island comes alive with crisp air, vibrant foliage, and plenty of opportunities for outdoor fun. With its mix of beaches, farms, and parks, it’s the perfect place to enjoy seasonal adventures with your furry companion.

1. Visit Dog-Friendly Beaches
Summer restrictions on many Long Island beaches lift in the fall, making it the best time for dogs to explore the sand and waves. From Montauk’s Kirk Park Beach to stretches of sand along the North Shore, your pup will love running in the cool breeze and splashing in the water without the summer crowds.
2. Go Apple Picking and Pumpkin Hunting
Long Island is home to several dog-friendly farms that allow leashed pups to join in on fall traditions. Farms like Harbes Family Farm and Woodside Orchards welcome dogs, making apple picking or pumpkin hunting a festive family outing that includes your four-legged friend.
3. Explore Long Island’s Hiking Trails
With its sprawling parks and preserves, Long Island offers endless hiking options for crisp fall walks. The Caumsett State Historic Park Preserve and Sands Point Preserve are favorites for leashed hikes, offering beautiful fall foliage and open fields where you and your pup can roam together.

4. Stroll Through Charming Towns
From Port Jefferson to Greenport, Long Island towns offer plenty of dog-friendly charm in the fall. Many have outdoor seating at restaurants and cafés where your pup can join you for a seasonal treat after a long walk along the waterfront.
5. Check Out Fall Festivals and Markets
Many of Long Island’s fall festivals and craft fairs are dog-friendly, especially outdoor events. Stroll with your pup while shopping local vendors, enjoying live music, and even finding special dog treats among the seasonal goodies.
6. Take a Scenic Drive Along the North Fork
The North Fork of Long Island is especially beautiful in autumn. Rolling vineyards, farm stands, and colorful trees line the roads. With many wineries offering dog-friendly outdoor seating, you and your pup can enjoy the scenic drive and stop for a glass of wine (for you, not the dog!) along the way.

âś… Final Thoughts
Long Island offers some of the best fall fun in New York, especially when shared with your dog. Whether you’re beach walking in Montauk, apple picking at a farm, or hiking a colorful trail, your pup will love every moment of the season.