Ultimate Fall Trip

3 Days

Spend 3 days on Long Island and enjoy the best of what the region has to offer! Dine at top spots, explore farms for u-pick adventures, tour Gatsby-era mansions, visit historic sites, celebrate fall with spooky sites, and pumpkin picking.

Day 1

The yellow themed breakfast spot serves up instagramable meals and provides flavorful weekly specials to keep you coming back. Insider Tip: The Chandelier Room is the perfect Tiffany Blue room for events and a full service bar, try the mimosa or bellini tower.

Stop here for a selection of houseplants and flowers along with family fun activities including a fall festival and gem and fossil mining.

Enjoy specialty gourmet foods made with signature herbs and seasonings. Save 10% off the total bill when using the Long Island Downtown Deals Travel Pass.

Crossroads Farm Stand is the place to go for local produce, teas, artisanal condiments, gluten-free snacks and baking ingredients, holistic body care products, savory vegan treats, and organic sweets. Enjoy Long Island sweet corn and apple cider for the fall.

Family Fun Tip

Experience family fun at the Center for Science Teaching and Learning. Use the Long Island Downtown Deals Travel Pass for $5 off your ticket to CSTL’s Dinosaurs.

Insider tip

Stop at Croxley’s Great American Ale House for Croxley’s Pumpkin Beer.

Spend some time inside on the bowling lanes. Get exclusive savings with the Long Island Downtown Deals Travel Pass for buy 1 bowling session, get 1 free.

  • 45 Seventh Street
  • (516) 747-3000

Set on 7 acres on Seventh Street, The Garden City Hotel is a veritable home away from home for a distinguished array of locals and visitors. Whether you’re on business, a world traveler or hipster in-the-know, there’s something for everyone. The iconic AAA Four Diamond-hotel, and member of Preferred…

Day 2

Family Fun Tip

Museum Row in Garden City is a one-stop destination for some of Long Island’s best family museums. Check out the Long Island Children’s Museum and the Cradle of Aviation Museum

  • 71 Old Westbury Road
  • (516) 333-0048

This elegant estate, which features a 44-room English manor house and traditional, formal gardens sprawling over 200 acres, was built by financier John S. Phipps and his wife, Margarita Grace Phipps, in 1906. The spectacular estate has been featured in over 25 movies including North by Northwest and…

Insider Tip

Stop at Hick’s Nurseries for a picture with Otto the Ghost.

For fall fun, visit this family farm business on the North Shore for a wide selection of fresh vegetables.

  • 200 Dosoris Lane
  • (646) 518-8771

Built in 1910 on the 55- acre estate of John and Ruth Pratt, The Mansion at Glen Cove boasts 187 luxuriously designed guest rooms and suites, 60 renovated rooms featuring Safavieh designs. All rooms richly-appointed with plush bedding, coffee/tea maker, 32’ flat screen HD LCD TV with cable…

Take part in the 6 attraction combo and drive-in horror movie experience for the ultimate thrill. Walkthrough the horror houses and become immersed in Halloween haunt.

Day 3

Located at Planting Fields Arboretum, spend the morning at the estate and gardens and enjoy breakfast on the lawn.

As you drive through the hilly roads of the North Shore in Oyster Bay, you may encounter a massive regal-looking English imported gate that leads up a long tree lined path. This gate is a key piece to the Planting Fields Arboretum & Coe Hall Estate which encompasses so much Gold Coast history along…

Family Fun Tip

Saturdays and Sundays from 11AM – 6PM, head to Bayville Scream Park ‘Not So Scary’. The park feature less-scary versions of the haunted houses with no live actors. Families can enjoy a Fun House and Mirror Maze, The Temple of Terror, Pumpkin Bounce, Halloween Express Train Ride, Crafts, Pumpkin Patch, Story Telling, Character Meet & Greet and more!

Long Island was a center for spy activity during the Revolutionary War and many here were credited by General George Washington for the ‘behind the scenes’ help they gave in winning the war. Although Long Island became a captured British stronghold early in the war at the Battle of Long Island, the…

Dining Tip

Stop for lunch at Café Al Dente in Oyster Bay serving up comfort food and Italian favorites.

After running around all day, grab yourself a brew and some bites at Oyster Bay Brewing Company. Not far down the road from the Dog Park at Centre Island Beach, enjoy some refreshing Long Island inspired libations with your furry friend right at your side.

Insider Tip

Did you know that Billy Joel grew up on Long Island? Catch a glimpse of Joel’s love for motorcycles at 20 th Century Cycles where his culmination of motorcycles is showcased for visitors to see.

A Long Island staple since 1820, the Jericho Cider Mill uses fresh ingredients for homemade pies including flavors of apple, blueberry, raspberry, peach, and cranberry. Be sure to get the cider!

Insider Tip

Stop at Milleridge Village for specialty shops and seasonal stores. During the season it is decorated as a spooky Halloween Village.

  • 4 Old Jericho Turnpike
  • (516) 605-1400

The latest culinary creation of Anthony Scotto, Opus Steakhouse joins sister restaurants – Insignia Prime Steak & Sushi, Blackstone Steakhouse, RARE650 Prime Steak & Sushi & One10 – as one of Long Island’s preeminent dining experiences and event venues. Located in Jericho, Opus…

  • Old Bethpage Village Restoration
  • (914) 366-6900

Thousands of hand-carved pumpkins illuminate Long Island this fall! Stroll historic Old Bethpage Village Restoration and find larger-than-life, spectacular outdoor displays, complete with synchronized lighting and an original soundtrack. See why visitors say there is no other experience like this in…

  • 135 West Gate Drive
  • (631) 659-1400

A breathtakingly beautiful historic mansion located on the famed Gold Coast of Long Island between New York City and The Hamptons. At OHEKA CASTLE guests will discover a World of charming luxury and European ambiance. OHEKA is listed on the National Register of Historic Places and a member of…

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