Fall Family Fun

3 Days

Spend a weekend or mid-week trip on the North Fork! Visit a variety of farms for apple, berry, and pumpkin picking, as well as a host of other family-friendly attractions–including corn mazes and hayrides. While you’re here, you’ll want to swing by some of Wine Country’s award-winning vineyards and scenic waterfront restaurants. Then, as you make your way back west, stop at Adventureland and White Post Farms for priceless memories and loads of excitement. Whatever you do, don’t forget to grab an apple cider donut!

Day 1

This Long Island staple is serving up renowned fruit pies, cream pies, jams, and jellies daily. Everything is made in-house using only local ingredients. We recommend stopping by early for the best selection of fresh pies. Open seasonally, hours of operation are between 9 a.m. and 5 p.m. starting…

Family Fun Tip

The whole family will love Garden of Eve Organic Market! Complete with a fun field for kids, activities include a jump pad, farm animals, and a bicycle race track. Check out the farm’s calendar of events to ensure you make the most of your visit.

  • 489 Chapman Boulevard
  • (631) 878-6644

Long Island Game Farm Wildlife Park and Children’s Zoo has been sharing a love for animals and wildlife with the public since 1970. Join us to connect with wildlife and the environment in a safe, welcoming space that promotes education, conservation, and fun! Visit with alpaca, giraffe, squirrel…

Food and Beverage Tip

For craft brews and spirits head to Riverhead Ciderhouse and enjoy its flavorful seasonal ciders and collection of Long Island Spirits. A must-try is the LIV Espresso, which is distilled right here in Calverton!

  • 715 Sound Avenue
  • (631) 482-7641

Harbes Farm & Vineyard is a 100-acre farm located in Mattituck in the heart of Long Island's North Fork. Harbes began as a small farmstand nearly 30 years ago and has evolved into a North Fork destination where families can enjoy anything from fresh picked corn to pig races to award-winning wines…

Insider Tip

For animal encounters, head to Spirit’s Promise Rescue dedicated to horse rehabilitation or the Hallockville Museum Farm.

Insider Tip

Across from Harbes Farm, don’t miss Patty’s Berries & Bunches for fresh sunflowers, produce, and plants. Enjoy a delicious treat from the Ice Cream Patch, which sources all of its ingredients locally.

  • 39750 County Road 48
  • (631) 765-0200

The Sparkling Pointe tasting experience is a showcase of prestige, artistry, and finesse combined with just the right amount of spirited festiveness. Earning coveted 90+ point scores from Wine Enthusiast and Wine Spectator, Sparkling Pointe wines are consistently acknowledged as some of the best in…

Shopping Tip

Shop the many unique boutiques and antique shops in the maritime village of Downtown Greenport.

  • 111 Main Street
  • (631) 477-0627

Waterfront dining at Claudio's Restaurant, Claudio's Waterfront, and Crabby Jerry's. Claudio's Restaurant is the oldest same family-owned restaurant in the United States and is a historic landmark.

Insider Tip

Use the free Long Island Downtown Deals Travel Pass for discounts all over the island, including at New Doughnado at Ralph’s of Greenport.

  • 326 Front Street
  • 1.631.477.0066

Greenporter Hotel is a small, privately owned Green-Certified hotel located in the heart of the North Fork’s wine country in Greenport, Long Island. The Greenporter Hotel is located in the walking Village of Greenport near most restaurants, boutiques, galleries and village docks, as well as a…

Day 2

Crazy Beans is known for its delicious breakfast and coffee. Serving up omelets, eggs your way, pancakes, breakfast quesadillas, and breakfast burritos, all beautifully paired with a latte of your choice. Patrons will be happy to know that the latte flavors are just as unique as the breakfast…

The East End Seaport Museum offers a 2-hour lighthouse cruise to explore Bug Light. Originally built in 1860, Bug Lighthouse is a symbol of Greenport’s maritime heritage. The museum also offers an extended 3.5-hour-long cruise that tours additional lighthouses and attractions in the area.

When in the Peconic area, head on down to Greenport Harbor Brewing Company and enjoy sensational seasonal beers, like the U-Pick and Leaf Pile Pumpkin Ales! All of the company’s beers are made locally in two craft breweries right here on the North Fork. The newer of the two breweries also serves as…

Established in 1902, Wickham Farm is home to the oldest cider press on Long Island. Why not grab a bit of history with your U-Pick apple and pumpkin experiences?! While you’re here, be sure to stock up on freshly made jams and jellies, homemade pies, chocolate fudge, and of course, apple cider…

Insider Tip

Across from Pindar Vineyards, sits Krupski Farms which is home to a spooky haunted barn.

  • 37645 Main Road
  • (631) 734-6200

Pindar Vineyards is the largest and oldest same-family owned vineyard and winery on Long Island. We grow 17 varieties of grapes, crafting them into some 23 varietals and proprietary blends, including the well-known proprietary wines: Winter White; Spring Splendor; Summer Blush and Autumn Gold. For a…

Food and Beverage Tip

Delicious doughnut flavors await at North Fork Donut Company with new and unique flavor options daily. Stop at either its Mattituck or Bay Shore locations and make sure you grab a few extras for the road!

Reenact that famous fall scene from Charlie Brown, or simply pick your own great gourd in the large pumpkin field located at Stakey’s Farm. Here, guests can also enjoy hayrides, a corn maze, hand and arm painting, a traditional country store, and a flower house!

Photo Op Tip

Stop at Bayview Farms for fresh produce and Insta-worthy shots of their outdoor seating area.

Family-owned and operated since 1982, Woodside Orchards offers U-Pick apple experiences with 28 varieties. While you’re here, you’ll want to grab a tasting flight of the delicious hard cider and snacks to match. Munch on fresh apple cider donuts, apple bread, pies, and anything else your sweet tooth…

Insider Tip

Hallock’s Cider Mill is home to delicious baked goods, seasonal treats, and a treehouse filled with garden gnomes that kids will adore.

Food and Beverage Tip

For seasonal craft ales, stop by Long Ireland Beer Company for some bubbly brews–specifically the Pumpkin Ale, Oktoberfest, and Chocolate Porter. Traveling with your pet? Dogs are welcome here!

Located in a refurbished farmhouse with views of the Peconic River shoreline, Farm Country Kitchen is a rustic restauranteur’s dream come true. Guests can dine on the riverfront lawn with Adirondack chairs and a country fire pit or on the elegant and enclosed porch that overlooks the lawn and the…

Day 3

  • 250 Old Country Road
  • 631-351-9373

White Post Farms is a family owned and operated animal farm, farm market and nursery. Visit the animal farm for a great day of outdoor family fun. Meet Long Island's only two resident Giraffes, Patches & Ollie. Feed colorful birds in two bird aviaries. Give a treat to the playful marmosets, squirrel…

Food and Beverage Tip

For farm-fresh lunches and snacks, grab a seat at the White Post Farms Market! In addition to its massive menu of made-to-order food options, the market also has indoor and outdoor seating available.

  • 2245 Route 110
  • (631) 694-6868

Long's Island's Favorite Family Amusement park since 1962! Adventureland, conveniently located on Route 110 in Farmingdale, features over 30 adult and kiddie rides, a state-of-the-art arcade, a restaurant and a gift shop! Experience FireBall, North America's 1st and only RollerBall Coaster! Go for a…

  • 10 Pinelawn Road
  • (631) 271-7780

Our menu is truly unique, combining tantalizing steakhouse classics with amazing sushi and seafood creations. In addition to serving the finest prime dry-aged and Kobe beef, we have our own authentic sushi chef and a fabulous sushi and raw seafood bar. Plus, our sommelier can help you select the…

  • 7755 Jericho Turnpike
  • (516) 224-8100

The Inn At Fox Hollow is a Luxurious Boutique Hotel located in Woodbury (10 minutes from Melville), Long Island featuring 145 suites and has been voted Best Hotel on Long Island. Complimentary amenities include: - Full American breakfast buffet daily - Dinner buffet Monday-Thursday - Hi-speed…

Fall Family Fun Options

North Fork Sunflower Maze, Bayview Market & Farms, Hallock’s Cider Mill, Breeze Hill Farm, Wickham’s Fruit Farm, Schmidt’s, Fox Hollow Farms, Windy Acres Farm, Lewin’s Farm, Hank’s Pumpkintown, Lenny Bruno Farms, Sep’s Farm, Jason’s Vineyards (animals outside), Goodale Farm

Lodging Options

Sound View Greenport, The Greenporter, 115 on 3rd, The Menhaden, Harbor Knoll B&B, The Harborfront Inn, Ruby’s Cove B&B, American Beech, The Gallery Hotel, Wells House B&B, Sterling Harbor House B&B, Townsend Manor Inn, Forham House B&B, The Morning Glory B&B, Victorian Seasons Stirling

More From Long Island