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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.
Located in Rockville Centre, The Breakfast Club serves up flavorful favorites including eggs, french toast and breakfast pizza in an energetic atmosphere. Use the Long Island Downtown Deals Travel Pass for a discounted mimosa 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 signature with 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.
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.
Rooftop 32 is a unique staple is Rockville Centre serving up flavorful cocktails in an open-air atmosphere.
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.
Set on 7 acres, the property is an AAA Four Diamond hotel featuring 269 guest rooms including 16 suites and a private Club Level on the 9th Floor. The Patio Bar, King Bar and Salt Room are legendary chef David Burke’s restaurants.
Start the day with brunch and try David Burke’s signature Candied Bacon on a Clothesline and the chef’s patented Himalayan sea salt dry-aging technique.
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
Head to this elegant estate and formal gardens with over 200 acres to explore. Snap an insta-worthy pic with the fall foliage. While you’re here, grab lunch at the Café in the Woods at Old Westbury Gardens. The café serves up sandwiches, salads, baked goods and an afternoon tea.
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.
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.
Take part in the 6 attraction combo and drive in horror movie experience for the ultimate thrill. Walk through the horror houses and become immersed in Halloween haunt.
Located at Planting Fields, spend the morning at the estate and gardens and enjoy breakfast on the lawn.
Originally landscaped by the Olmsted Brothers, Planting Fields features 409 acres of greenhouses, rolling lawns, formal gardens, woodland paths and outstanding plant collections. The original historic estate buildings remain intact including Coe Hall, a 65-room Tudor Revival mansion designed by Walker & Gillette.
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!
History comes to life at this 1738 structure which was the home of Samuel Townsend, a merchant who was forced to give much of his home to redcoats in the Revolutionary War. The Townsends were part of George Washington’s spy ring.
Stop for lunch at Café Al Dente in Oyster Bay serving up comfort food and Italian favorites.
A nautical themed brewery on the Gold Coast, Oyster Bay Brewing serves up IPAs and seasonal ales including Honey Ale, Barn Rocker Ale as the official partner of the New York Islanders and Pumpkin Ale.
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!
Stop at Milleridge Village for specialty shops and seasonal stores. During the season it is decorated as a spooky Halloween Village.
Serving up Mediterranean cuisine, Opus is a Scotto Restaurant serving up steaks and sushi paired with a wine list of over 600 selections.
The Great Jack O’Lantern Blaze debuts on Long Island for 23 nights from Friday, October 2 through Sunday, November 1 at Old Bethpage Village Restoration. The outdoor walk-through experience takes visitors through wooded pathways, orchards, and gardens of historic sites. Over 7,000 hand-carved pumpkins are on display and illuminated with more than two dozen elaborate displays including the Pumpkin Planetarium, NASA’s Lunar Module and a 12-foot tall Welcome to Long Island pumpkin postcard.
OHEKA is listed on the National Register of Historic Places and a member of Historic Hotels of America®, boasting 32 luxorious guestrooms and suites.
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.
Start the day with brunch at OHEKA’s CASTLE, OHK Bar & Restaurant.
Animal farm, pumpkin picking, sing-a-long hayrides, painting pumpkins, taco shack, hot dogs, roasted corn and more.
Playground access, Long Island’s largest straw pyrmaid, mini golf, photo ops, hayride wagon rides and more.
Adventureland is nearby, check their website for a list of upcoming events including drive-in movie nights.
Serving up American comfort food and made from scratch meals. Don’t forget to take a picture by the iconic wing display in front.
Family owned and operated serving fresh, local craft beer. A must try is the pumpkin IPA.
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.
This historic home provides an eco-friendly experience coupled with water views, healing services and organic farm to tabe breakfast.
Grab drinks in the walking village of downtown Huntington. Use the Long Island Downtown Deals Travel Pass for savings at local spots.
Family owned coffee shop serving up organic coffee and tea along with vegan and gluten options. Our favorite is the rainbow cookie crumb cake paired with a flavorful coffee.
In town, head to The Whaling Museum & Education Center. Fun fact, Cold Spring Harbor was a whaling port in the 19th century.
Located in Cold Spring Harbor on the North Shore, once a dairy farm, this 97-acre preserve offers picturesque trails and bird watching through meadows and forests.
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.
Located in Northport since 1971, Robke’s serves up Italian favorites including pasta, fish and steak.
Located on the rolling hills of Northport, Long Island’s Gold Coast, Del Vino Vineyards is family owned & operated. The vineyard offers extraordinary scenery, a sense of serenity and seclusion, and a providential climate for wine. Pair their wine with a pizza.
Located on the Northport Harbor, head to Whales Tale for dinner serving up flavorful tacos.
Enjoy a movie on the 43-acre estate of the elegant Spanish-Revival mansion. Save $1 on general admission with the Long Island Downtown Deals Travel Pass.
Located in Centerport, the Inn includes complimentary continental breakfast, outdoor space and fitness center.
Known for it’s cow themed space and country breakfast menu complete with french toast and pancake specials.
Founded in 1954, this family farm continues to grow beautiful flowers and fresh vegetables. Go visit the greenhouse for unique plant finds.
Pick up a bottle of wine at Whisper Vineyards, they even have signature cocktails
Visit this quaint, country house located in Stony Brook since 1710. Enjoy live music on Fridays and large menu selections from the Brunch offerings.
Stop at the Long Island Museum to explore exhibitions on American art and history with a Long Island connection.
Shop this walking village for a selection of over 30 shops, 7 restaurants, year round events, performing arts, package vacations and historic sites.
This small, organic farm includes many family-friendly activities including pumpkin picking, animal encounters, colonial programs, haunted hayrides and more.
Located in the historic and nautical village of Port Jefferson, spend the evening overnight at Danfords and have dinner at their restaurant, Wave Seafood & Steak at Danfords.
Located in Port Jefferson Village, grab a fall seasonal Boo Brew at Port Jeff Brewing Company. Dogs are welcome!
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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