Fall on Long Island is one of the most beautiful times of the year. Crisp air, colorful foliage, and the scent of fresh apples make it the perfect season to explore with family, friends—and of course, your pup! Luckily, there are some great dog-friendly apple-picking spots and breweries that welcome four-legged companions. Here are a few of our favorites:

Dog-Friendly Apple Picking Spots

🍎 Woodside Orchards – Aquebogue

📍 729 Route 25 (Main Road), Aquebogue, NY 11931
⏰ Hours:

• January–April: Sat & Sun, 11:30 am–5:30 pm

• May–July: Fri–Mon, 11:30 am–5:30 pm

• August–December: Daily (except Wed), 11:30 am–5:30 pm

Woodside Orchards is famous for its cider tastings, but dog owners will be happy to know that pups are welcome in the outdoor picnic and tasting areas (on leash). While they can’t join you in the orchard itself, it’s still a fantastic stop for fall fun.

🍎 Woodside Orchards – Jamesport

📍 116 Manor Lane, Jamesport, NY 11947
⏰ Hours: Weekends only, 9:30 am–5:00 pm (apple picking season runs mid-September through November)

This location is known for its classic U-Pick experience. Dogs are allowed in the picnic and tasting areas but not in the actual apple fields. Plan to enjoy a cider tasting after you’ve picked your apples!

Dog-Friendly Breweries

🍺 Greenport Harbor Brewing Co. – Greenport

📍 234 Carpenter Street, Greenport, NY 11944
⏰ Hours:

• Mon–Thu: 12 pm–8 pm

• Fri–Sat: 12 pm–9 pm

• Sun: 12 pm–7 pm

This tasting room has a laid-back vibe and welcomes leashed dogs both indoors and outdoors. It’s the perfect place to relax after a day of exploring the North Fork.

🍺 Greenport Harbor Brewing Co. – Peconic

📍 42155 Main Road, Peconic, NY 11958
⏰ Hours: Same as Greenport location

The Peconic location offers more space, food options, and an outdoor area where pups can lounge while you sip seasonal brews.

Why Long Island is Perfect for Pup-Friendly Adventures

Long Island offers the best of both worlds—small-town charm and big-city accessibility. From apple orchards and pumpkin patches to craft breweries and dog-friendly beaches, there’s always something to explore. It’s one of the many reasons families (and their pets!) love calling Long Island home.

Thinking About Buying or Selling on Long Island?

At the Galluzzo Real Estate Team, we know that finding the right home is about more than just bedrooms and bathrooms—it’s about lifestyle. Whether you dream of living near dog-friendly trails, farms, or beaches, we’ll help you find a home that fits both you and your pup.

📞 Call us today at 631-774-3333 if you’re ready to buy or sell your Long Island home. Let’s make your move as smooth as possible!