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Ultimate Fall Trip

Ultimate Fall Trip

6 Days

Spend 6 days on Long Island for the best 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

Family Fun Tip

Experience family fun at the Center for Science Teaching and Learning. Take part in the Spooky Fest from 6:30pm-9:30pm. 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.


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

Insider Tip

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


Day 3

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!

Dining Tip

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

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.

Insider Tip

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

Insider Tip

Schmitts Farm Haunt is nearby with a haunted house, lights out and clown takeover haunted corn trail, axe throwing, and concessions for a spooky late night attraction.


Day 4

Dining Tip

Start the day with brunch at OHEKA’s CASTLE, OHK Bar & Restaurant.

Family Fun Tip

Adventureland is nearby, check their website for a list of upcoming events including drive-in movie nights.

Insider Tip

Use the Long Island Downtown Deals Travel Pass for buy 1 admission ticket, get 1 admission ticket free at the Walt Whitman Birthplace State Historic Site & Interpretive Center.


Day 5

Insider Tip

In town, head to The Whaling Museum & Education Center. Fun fact, Cold Spring Harbor was a whaling port in the 19th century.

Family Fun Tip

Cold Spring Harbor Fish Hatchery & Aquarium is hosting not-so-scary Haunted Hatchery with games, crafts and tick-or-treating on October 24th from 2PM – 5PM.

Dining Tip

Located on the Northport Harbor, head to Whales Tale for dinner serving up flavorful tacos.


Day 6

Wine and Dine Tip

Pick up a bottle of wine at Whisper Vineyards, they even have signature cocktails

Insider Tip

Stop at the Long Island Museum to explore exhibitions on American art and history with a Long Island connection.

Insider Tip

Located in Port Jefferson Village, grab a fall seasonal Boo Brew at Port Jeff Brewing Company. Dogs are welcome!

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More From Long Island

Travel Guide

Explore world-renowned beaches, historical lighthouses, culinary delights, premiere golf courses, Gatsby-era Gold Coast mansions, and award-winning vineyards on Long Island – New York City’s Beachfront Backyard. Download a copy of the Travel Guide for inspiration and more information to plan your perfect getaway.

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