Road Trips

Fan of Leaf Peeping, Antiquing and Apple Picking? Hit the Road on a Fall Day Trip from NYC

There’s plenty to do in the Big Apple come fall, but when the leaves start to change and the farms start to open up their orchards and pumpkin patches, it’s time for a change of scenery.

Whether you want to leaf-peep in Hudson Valley, go antiquing in Connecticut, or squeeze in one last beach day without the crowds, these six day trips—all just a few hours from NYC—are worth setting aside a Saturday for.

Philadelphia, PA

Interested in trading cities for a day? It’s time to ditch the car (who needs traffic, anyway?) and hop a train for the 90-minute journey to Philly.

We all know the city’s great history—Hello, Liberty Bell! Hello, Independence Hall! Hello, Elfreth’s Alley! (America’s oldest inhabited street)—but the food scene here is making a serious case for itself, from Michael Solomonov’s acclaimed Israeli restaurant Zahav to French-New American at Top Chef alum Nicholas Elmi’s Laurel—one of the hottest tickets in town.

A great place to start your tour is Rittenhouse Square, a beautiful park in the center of it all. Be sure to catch a glimpse of the Cy Twombly works at Philly’s Museum of Art before retiring to Wm. Mulherin’s Sons for even more incredible food (oxtail agnolotti; corn ravioli with ricotta and chive) and the chance to sleep it off in one of the four stylish bedrooms upstairs.

Litchfield, CT

day trips from new york city
(Photo: Alamy)

Antiquing is a favorite fall pastime, and there’s arguably no better place to do it than the pastoral towns of rural Connecticut—Kent, Goshen, Litchfield—which are known for their independent retailers and barns turned storefronts.

Have a taste for wine? Litchfield’s Haight-Brown Vineyard pairs their chardonnays and bold reds with cheeses and chocolates.

Beacon, NY

To capture that fallscape selfie of the moment, head to Beacon’s Storm King Art Center, a 500-acre, large-scale sculpture garden that stretches across bucolic hills, woodlands, and wildflower fields in the heart of Hudson Valley—just an hour-and-a-half train or car ride from Manhattan.

The leaf-peeping here is second to none, but it’s also worth carving out some time to check out Dia:Beacon, a beautiful, light-filled former box-printing factory turned museum showcasing an impressive collection of 60s-era art by the likes of Richard Serra and Andy Warhol.

Is it happy hour already? Visit Dennings Point Distillery for a taste of their artisanal whiskeys; afterwards, retreat to the Roundhouse for dinner (stout-braised pork cheeks; an autumn salad of heirloom carrots, young beets, and roast pear dressing) with a view of Beacon Falls.

New Canaan, CT

Philip Johnson’s Glass House is a kind of design-lover’s mecca, but you don’t have to be an architecture major to appreciate the beauty of this 47-acre estate and ground-breaking all-glass home, just an hour by train outside the city.

day trips from new york city
(Photo: Alamy)

The grounds come alive in September, when New England’s legendary foliage begins to turn; take it all in during a stroll through the rooms and satellite galleries housing 20th-century paintings.

For even more immersion, follow up your visit with a spin by Grace Farms, a cultural center by Pritzer Prize-winning Japanese architecture firm SANAA whose serpentine glass structure (housing an amphitheater, café, gym, tea pavilion, and library) emerges seamlessly from the hilly landscape.

Sleepy Hollow, NY

With Halloween just around the corner, there’s no better time to plan a trip up the river to Sleepy Hollow—where American author Washington Irving based “The Legend of Sleepy Hollow.” You’ll find his grave at the local cemetery—along with a few other notable natives including Astors and Rockefellers.

day trips from new york city
(Photo: Getty Images)

At the weekly farmer’s market, you can pick up pumpkins, wines, cheeses, and glimpse locations that inspired Irving’s horror story. (For even more fear factor, book a tour at Horseman’s Hollow, open seasonally every October, for a fright-filled through a haunted house. It’s a far less spooky affair in nearby Tarrytown at Blue Hill at Stone Barns, where guests are treated to ingredient-driven tasting menus sourced right here in Hudson Valley.

Asbury Park, NJ

Manhattan’s summer weekenders that crowd onto Asbury Park’s beach and boardwalk fizzle out by fall—all the better, we say, for enjoying a game at Asbury Lanes without the competing riffraff.

While years of neglect saw Bruce Springsteen’s hometown disappear into the shadows, a recent surge of development—including said hotel and the new Asbury Festhall & Biergarten—has put it back on the map.

By fall, the Atlantic might be too chilly for a dip, but afternoons are better spent strolling the boardwalk and hitting all the great stops, including the legendary Stone Pony and Antique Emporium for all your thrifting vintage needs.

This article was published through a partnership with Jetsetter magazine. Read the original story: 7 Beautiful Fall Day Trips from NYC by Lindsey Olander, a regular contributor to Jetsetter.

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