Before you board the train back to the city, spend a few quiet minutes watching the sunset over the Hudson at Long Dock Park. 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. It houses the Dia Foundation’s permanent collection of works from the ‘60s on, including minimalist sculptures by Anne Truitt and Dan Flavin’s work with fluorescent lights. What to do: Walk five minutes from the train station to Dia:Beacon, a modern art museum housed in a former Nabisco box factory. This quaint city in Dutchess County boasts exceptionally good eating, drinking and art scenes for its size. Aside from the dreamy decor, gorgeous views and an outdoor fire pit, there’s also a ping-pong table. Book your stay at the Grand Silo Tower Suite located in Tyringham, MA in the Berkshires. Where to stay: Want to stay in a magical cottage that looks like it came straight out of a fairytale or The Lord of the Rings ? Of course, you do.
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Each challenges your fear of heights with high wires, zip lines, balancing logs, rope ladders, suspended bridges and more. Make your way to the 15-foot-high central platform, which is the nucleus for eight aerial obstacle courses. The park is divided by a ravine, and the two halves are connected by a 200-foot suspension bridge hanging over the water. What to do: If peace and tranquillity start to get a little tiresome, head over to Ramblewild (110 Brodie Mountain Rd, Lanesborough, MA 84 ), an adventure park and ropes course with a backdrop of more than 1,400 acres of forest. Known for its literary and musical culture (Louisa May Alcott’s Orchard House was the setting for Little Women Edith Wharton had a home there), the Berkshires are where the Boston city slickers go for a taste of the good and quiet life. And don’t worry: Tentrr provides queen-size cots, because you’re too pretty to actually sleep on the ground. It’s basically Airbnb for campers, touting fully-equipped campsites on private properties all across the Catskills.
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The idea is simple: Book a tent and arrive to a set-up campsite stocked with food and drink. is a campsite service available in Woodstock and elsewhere upstate. Or, trade in four walls and a ceiling for something a little more portable.
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Where to stay: Stay at Woodstock Way, a comfortable and contemporary retreat near the center of town right next to the Tannery Brook Waterfall. This local favorite is a café-cum-art-gallery that serves fantastic all-day breakfast and lunch. Besides all the camping? If you’ve grown tired of that smoky campfire smell and yearn for a real table and chairs, pop into Oriole 9 (17 Tinker St 84, ) in town. The General Store of Catskill (356 Main St, Catskill 51, ) is another draw, located on the town’s historic Main Street and offering an array of locally-made bath, body and wellness products.
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What to do: A hiking trail on Overlook Mountain leads to the Instagram-worthy remnants of an unfinished luxury hotel and views of Echo Lake. (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. 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.