Weekend Trips from NYC to New England Worth Planning Ahead For

When it comes to weekend trips from NYC, Rhode Island’s Block Island is the first place that comes to mind. Equal parts low-key and luxe, it’s like the Hamptons’ cooler, quieter cousin. Hop on the ferry and find yourself in the world of picturesque beaches, bike rides, and seafood that’s always fresh and always local. Don’t miss the sunset picnic scene at Mohegan Bluffs, or grab a glass of rosé and enjoy the ocean view on this getaway that’s both relaxing and elevated. 

For accommodations that match the bill, opt for The 1661 Inn, a resort for people who believe casual elegance is a way of life. Just a short walk from Historic Old Harbor, this inn is opulently restored and furnished with many of their lodging rooms featuring ocean views, whirlpool tubs or fireplaces, and private baths. 

Looking to stay on the beach? Block Island's only beachfront location, Block Island Beach House, might as well be calling your name. Laid-back and cozy, there’s no better place to enjoy surf fare, killer sunset views, and a great night’s rest after a day on the beach.

Looking for a weekend getaway in New England? Sounds like a trip to Nantucket is in order. This Massachusetts island is the definition of coastal cool: think blooming blue and white hydrangeas and lobster smothered in butter atop a crispy, fluffy roll. From NYC, arrive by ferry, swapping city stress for salt air, cobblestone streets, and vintage bikes with wicker baskets. Boutique shopping, beach walks, and sunset dinners on the water make it effortlessly charming, regardless of who you choose to bring along. 

Looking for the perfect place to stay? You’re in luck. 21 Broad Hotel is just the place. Here, urban style embraces island sensibility as this hotel blends the vibrant atmosphere of the island's most bustling historic neighborhood with modern interior design. Historic yet fresh, fun yet stylish, and hip yet local, it’s where the energy of Nantucket meets an elegant, modern vibe. If you’re in search of something a bit more classic, opt for The Nantucket Inn. Nestled by the serene South Shore beaches since 1986, this family-friendly resort promises both comfort and convenience, making it an ideal retreat just outside of downtown Nantucket.

Woodstock couldn't be cozier. This tiny town is pure New England charm complete with covered bridges, general stores that make you feel like you’ve stepped back in time, and maple everything. With crisp air, brick fireplaces, and rolling hills ready to be hiked, it’s the perfect weekend reset from the stresses of the city. Whether you’re hiking, antiquing, or settling down with a book and a latte, Woodstock is where you should be as the summer shifts into the fall.

Here’s where to stay: The Shire. Tucked away in the picturesque New England landscape, this riverfront hotel is a spacious getaway next to the river. This airy property is brimming with natural light and invites you to disconnect from the bustle and embrace nature. 

People often ask what is the best road trip from New York? In our opinion, Bar Harbor is the ultimate “clear your head, reset your soul” kind of escape. Tucked along Maine’s rugged coast, it’s where Acadia National Park serves up peak sunrises and lobster shacks casually change your life. In other words, it’s very New England. Hike, sail, bike, and sip on something local all weekend long. If you’re in search of a crunchy coastal getaway, Bar Harbor is the answer.

Minutes from the Hulls Cove entrance to Acadia National Park and bustling downtown Bar Harbor, Salt Cottages is a lively seaside haven for vacation. This stylish retreat overlooking Frenchman Bay is a combination of coastal style and luxe details—a chic take on the classic Maine getaway. 

Hartford might not be the first place that pops up on your weekend getaway radar, and that’s exactly why it should be. Understated and unexpectedly artsy, this Connecticut city is synonymous with historic charm mixed with modern culture. Think Mark Twain’s house meets fresh galleries, indie coffee shops, and craft cocktails. It’s the kind of spot where you can slow down without ever feeling bored.

Once you’re there, you’ll need a place to call home. What used to be a landmark 19th-century residential building is now a hotel that uniquely fuses the history of Connecticut’s capital city with contemporary style. The Goodwin is a cultural experience that combines old money elegance, modern comforts, and personalized hospitality. It’s distinctive from a distance, and truly unforgettable once experienced.

New England Inns and Resorts was founded in 1907 and has been devoted to providing unforgettable experiences ever since. With over 300 hotels, inns, and resorts located across New England, we support exceptional hospitality with a dedication to keeping it local at every location.