The best day trips from New York City

Good for hippies at heart
2 hrs, 11mins by car

Though the name conjures a crowd splashed in tie-dye and the faint scent of marijuana, Woodstock isn’t actually where the 1969 festival was held. (That was in Bethel, about two hours away.) Even so, the town is a mix of retired hippies—a street there is named after the late great Band member Levon Helm—artists and city dwellers who feel the need to flee the metropolis on weekends. Woodstock the chance to connect with nature thanks to Overlook Mountain and its various trails as well as a healthy shopping scene with quaint local shops like Candlestock and the Golden Notebook and its weekend flea market, delicious food that can be found at places like Silvia and The Mud Cub and drinks at Station Bar & Curio.

Good for small town fans
1hr 20mins by Metro-North

This quaint city in Dutchess County boasts an exceptionally good eating, drinking and art scene for its size. Walk five minutes from the train station to Dia:Beacon, a modern art museum housed in a former Nabisco box factory. It houses the Dia Foundation’s permanent collection of works from the ‘60s on, including minimalist sculpture by Anne Truitt and Dan Flavin’s work with fluorescent lights. If you’d rather spend the day sampling some booze, Dennings Point Distillery on Main Street also offers tours and tastings of their bourbon, whiskey, gin and vodka every Friday and Saturday. Before you board the train back to the city, spend a few quiet minutes watching the sun set over the Hudson at Long Dock Park. — Annalise Mantz

Good for townies, thrifters and history buffs.
1 hr 50 mins by car

Once a sleepy town, the city of Kingston is experiencing a reawakening with more residents moving in these days. Dating back to the arrival of the Dutch in 1652, Kingston has a rich history as the state’s first capital. During the Revolutionary War, it was burned by the British and in the 19th century, it became a transportation hub, situated right on the Hudson. Despite the fire, you can still see the gorgeous First Reformed Protestant Dutch Church of Kingston, which was organized in 1659, and many 17th century stone buildings, including the Senate House, which was built in the 1670s. The city is divided into different sections: Uptown, which includes the historic Stockade area; midtown, which is bisected by Broadway, the city’s main drag; and Rondout, near the creek and river, to the south, according to the New York Times. A handful of trendy stores and unique hangouts like Rough Draft, a bookstore and taproom, have opened recently as well as a number of restaurants slinging delicious food like Ship to Shore and Lola. The Ulster Performing Arts Center, inside a restored 1926 theater, regularly has events and the city is also home to a number of festivals, including the Kingston Jazz Festival and the Artists Soapbox Derby. The Trolley Museum of New York even offers 1.5-mile ride on weekends and holidays along the Rondout Creek waterfront to Kingston Point Park.

Good for hikers and nature enthusiasts
2 hrs by car

Picture this: over 8,000 acres of forests, cliffs, ponds and streams that are ideal for hiking, cycling, horseback riding, trail running, rock climbing and more. Just 90 miles north of New York City, in Ulster County, Mohonk Preserve is truly a nature lover’s slice of paradise that, unlike most other hiking grounds, is also home to horseback riding opportunities within designated carriage roads that promise less foot traffic than other destinations. Make sure to start your day early to make a full day of it.

Good for those who want a mix of town and country
3hrs by LIRR or car

Beyond all the worth-the-trip views of riverside bluffs and verdant trees, New Paltz is the most historic on this list, with preserved houses that were around 100 years before we even became the U.S. of A. So, yeah. Pretty old. Learn about the lives of the 17th-century Huguenot settlers, as performers (dolled up in duds from the period) take you through 30 buildings over 10 acres, including seven historic homes and a reconstructed 1717 church. (Want to retain the back-to-basics spirit as you take in the National Historic Landmark District? Leave the selfie stick at home.) 

Good for everyone
2 hrs 50mins by car

Tucked into the Catskills, this Ulster County hamlet is a real melting pot, the kind of place where you can expect to see a conservative old-timer and a Brooklyn lumbersexual sipping Buds along the bar in perfect harmony. For every no-nonsense staple (Phoenicia Diner), there’s a hipster newbie (the Graham & Co.). Try Peekamoose if you want to be trendy—the restaurant is known as the “Gramercy of the Catskills.” If you’re looking to do something unique, float down the creek’s rapids—one of the most popular things to do in Phoenicia—or hike at Giant Ledge. The mellow, no-frills, hippie-dippie local culture makes it easy for anyone to relax here.

Good for photo enthusiasts
1hr by car

With its rolling green hills and massive sculpture installations, Storm King Art Center is tailor-made for stunning photographs. Art aficionados and nature lovers alike will enjoy wandering the 500-acre art park featuring works from more than 100 artists including Alexander Calder and Maya Lin. Take the guided tram tour around the park once to get the lay of the land, then set off on foot or rent a bike for a day of exploring and Instagramming. Visitors can even climb inside a select number of the works. The artistic flair extends to the riverfront village of Cornwall-on-Hudson, where you can dine at the eclectic restaurant–art gallery combo Painter’s. –Annalise Mantz