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Travel Newsletter
A converted 1810 armory. Long Island's only oceanfront hotel. Two very different takes on staying in Manhattan, plus a century-old landmark on the tip of Cape Cod. The Northeast doesn't need to shout—these five properties prove that history, water views, and a little local character go a lot further. Spanning New York City, Long Beach, Provincetown, and Middletown, here's where to stay.
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Hotel Hugo NY
New York, NY
Tucked between SoHo and the Hudson River, Hotel Hugo echoes its neighborhood—industrial bones softened by midcentury lines and warm wood tones. The Loft Suites are especially inviting, with separate sitting areas and sunlight that pours across wide-plank floors. Mornings start at Felix Roasting Co., where locals mingle over coffee; evenings often end on the rooftops, where the river and skyline stretch out in every direction. The atmosphere is relaxed but design-minded, echoing Hudson Square's creative energy. It's a stay that feels downtown in the best way possible—unpolished, stylish, and a little bit cinematic.
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Hyatt Herald Square New York
New York, NY
Right on 31st Street between Broadway and 5th Avenue, Hyatt Herald Square New York plants guests two blocks from the Empire State Building and Madison Square Garden, with 5th Avenue shopping just a block away. The energy of the city carries straight into the building—stylish rooms come with extra vanities, and the rooftop terrace delivers sweeping views of the Empire State Building and Herald Square below. The Den & Library Bar anchors the dining scene with a bookshelf-lined, living-room feel, serving breakfast and dinner daily alongside artisan cocktails and bistro dishes built around fresh, seasonal ingredients. Up on 20, the hotel's rooftop bar and event venue, adds gourmet plates and skyline views suited to everything from a quiet drink to a celebration. For meetings, the hotel offers intimate function spaces and a rooftop that doubles as a filming location for its Manhattan backdrop.
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Provincetown Inn
Provincetown, MA
At the far west end of Provincetown, where the King's Highway meets the water, Provincetown Inn has anchored this stretch of Cape Cod since the 1920s—a spot near where the Pilgrims first landed and drew up the Mayflower Compact. The historic, LGBTQ+-friendly property keeps things rustic and unfussy, with rooms looking out over the harbor, the pool, or lush gardens. Provincetown's largest outdoor waterfront pool anchors the grounds, and The West End Lounge covers coastal dining on-site. Commercial Street's shops and bars, Race Point and Herring Cove beaches, MacMillan Pier, and the Province Lands Visitor Center are all a short trip away. A genuinely old-school Provincetown stay, long on charm and short on pretense.
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Allegria Hotel
Long Beach, NY
Long Island's only oceanfront hotel, Allegria puts every guest a floor-to-ceiling window away from the Atlantic, with sunsets that make the case for the address on their own. Rooms and suites—from the King Room up through the King Ocean Suite—lean chic and casual, closer to a private beach house than a standard hotel room. Atlantica, the on-site restaurant, sits on the mezzanine level with sweeping ocean views for meals that don't require leaving the building, and an infinity pool and terrace round out the property for milestone celebrations or a quiet evening. The Long Beach Boardwalk, miles of open beach, and the area's restaurants and live entertainment are all just outside the door. A seaside stay close enough to Manhattan to feel convenient, far enough to feel like an escape.
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Inn at Middletown
Middletown, CT
Set inside a former Connecticut National Guard armory on historic Main Street—itself built in 1810 as a bank president's residence—Inn at Middletown carries a genuine history that most boutique properties can only borrow. The 100 guest rooms and suites keep things current with Sealy premium mattresses, 300-count linens, and workspace built for actually getting things done, while the two-room Executive Suites add upgraded amenities and a plusher edge. The Tavern at the Armory, under Executive Chef Kyle Bates, serves New England classics like clam chowder, lobster rolls, and braised short ribs, with courtyard seating in summer and a fireplace for the colder months; the Tavern Pub handles late-night drinks and apps. Goodspeed Opera House, Brownstone Exploration & Discovery Park, and Connecticut River cruises are all a short drive out. A landmark stay in the middle of the Connecticut River Valley.
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