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  • 76 Main St, Nantucket, MA 02554, USA
    Make the three-and-a-half-hour trip from Boston for seafood and salt air. Opened last year, this hotel in the heart of town has a whimsical preppy aesthetic. From $219.
  • 200 Stuart Street., Boston
    In 2012, a forgettable Radisson was reborn as the indie-luxe Revere Hotel, today one of the hippest hotels Boston has to offer. The 356-room space underwent a dramatic transformation that was completed in March of 2017, with the decor now dramatically modern. It’s the only hotel in Boston where every room has a private balcony, and with guestrooms starting on the ninth floor, everyone is guaranteed a legitimate skyline view. Personal touches abound as well, from the hotel’s pillow library to cool towels on hand for guests post-morning runs or on a hot day.

    The hotel is centrally located to downtown and the Back Bay, catering to most visitors’ shopping and dining desires, while theater enthusiasts will appreciate the close proximity to the city’s most iconic venues. Come summer, the seasonal Rooftop at Revere offers luxe cabanas, outdoor fitness classes, and one of the most popular social scenes in the city.
  • 63 Salem St
    A hot lobster roll from Neptune Oyster is summertime heaven on a butter-soaked brioche, and bivalve lovers queue up daily to sample the two dozen varieties of oysters chilling in the front window of this diminutive North End restaurant. Fresh-off-the-boat fish and creative takes on New England seafood are the draws here—the clam chowder is made to order, the fish-and-chips uses Acadian redfish (not cod), and it’s probably the only place in town where you can get lobster tacos. Yeah, it’s pricey—hot or cold, the lobster roll will set you back around $30—but share the Neptune Plateau raw-bar plate with your friends and you’ll truly feel like the king of the sea.
  • 2 Pleasant St, Charlestown, MA 02129, USA
    Like to have a meal with historic spirits? Visit the oldest tavern in MA. and one of the most historic watering holes in America. First erected in 1780 in Charlestown, George Washington dropped in for refreshments and Paul Revere counted it among his favorites. Featuring traditional tavern fare for lunch and dinner, it’s a great pit stop after burning up calories climbing the Bunker Hill Monument just up the street.
  • 25 Evans Way, Boston, MA 02115, USA
    Rembrandt, Vermeer, and Degas, where art thou? That’s a question the staff has been asking at the Isabella Stewart Gardner Museum since 1990, when thieves made off with 13 of the museum’s most valuable pieces, worth an estimated half a billion dollars. Rather than sulk, however, museum officials left empty frames on display both to educate visitors and to serve as hopeful placeholders awaiting the artworks’ eventual return. Meanwhile, you can visit the museum’s lovely courtyard and vast collection of historic and contemporary art at Fenway Court, built to resemble a Venetian palazzo and packed with paintings, sculpture, furniture, and textiles gathered by Gardner, an avid art collector and philanthropist, during her lifetime. Pro tip: Wear a Red Sox hat or shirt to get a $2 discount on admission—as stipulated by Gardner after her beloved Sox won the 1912 World Series (also, you get in free if your name is Isabella).
  • Gott Ave, Rockport, MA 01966, USA
    Poised on sheets of 440 million year old granite, the view across the ocean from Halibut Point seems to go on for ever. The quarry itself is a dramatic site and the surrounding tidal pools and hiking trails a great spot to explore. The Visitors Center {closes after Columbus Day} spotlights the history of this former Cape Ann industry where granite that now lines the streets and buildings of Boston was quarried.
  • 46 Waltham Street
    Walking down the alley to the courtyard of Patch NYC, you’ll probably think-Where is she sending me? Trust me, there’s gold at the end of the tunnel! In the beautifully designed shop, you’ll find the the work of a highly curated group of vendors, vintage flea market finds, as well as the lifestyle collection of the owner/designers. Don Carney and John Ross have collaborated with such high profile clients as Anthropologie, Barneys and most recently Astier de Villatte. Their home decor and fashion accessories includes costume jewelry, original artwork and scarves and special occasion handbags.
  • 25 Charles St, Boston, MA 02114, USA
    Housed in side-by-side 19th-century townhouses amid the gas streetlights and cobblestoned streets of Boston‘s Beacon Hill, the high-end Beacon Hill Hotel retains a distinctly European feel. The original owners and neighborhood residents Peter and Cecilia Rait bought the properties with the intent of opening a hotel and bistro. Nowadays, the property is managed by Saunders Hotel Group, but the who’s-who clientele hasn’t changed. Since the hotel opened in 2000, the intimate property has hosted innumerable A-listers seeking a lower profile, including Todd English.

    Each of the 13 rooms has plantation shutters, pedestal sinks, flat-panel TVs with DirecTV, and windows that actually open for fresh air. The second-floor common area invites guests to meet and mingle. Plus, the hotel has a private, residential-feeling roof terrace overlooking Charles Street, perfect for morning coffee or afternoon reading.
  • 523 E 17th Ave, Denver, CO 80203, USA
    If the name of this place reminds you of the Boston landmark, you’re on to something. It was named after Steuben’s, a Beantown hot spot from the 1940s well into the ’60s, known for jazz, big band shows, and parties. Steuben’s in Denver aspires to all that. The restaurant serves American comfort food like meat loaf, chicken and waffles, milkshakes, and lobster rolls in a retro-groovy diner setting. The formula has proven so successful that another location in nearby Arvada opened in 2016.
  • Bradley Wharf, Rockport, MA 01966, USA
    Less than an hour’s drive north of Boston, you can find the building that graces more canvases and paper than probably any other in the world. Located on Bearskin Neck wharf, it’s a central location for exploring the cultural center of this small quintessential New England town. An easy walk will take you thru galleries, shops and restaurants, as well as leading to the harbor that provides coastal vistas the area is known for.
  • 6 Birch St, Roslindale, MA 02131, USA
    The village of Roslindale is filled with unlikely gems. Joanne Rossman Design is at the top of that list. Billed as a Purveyor of the Unnecessary & the Irresistible, it’s a destination filled with treasures you never knew you couldn’t live without. Charming artwork, wonderful cookbooks, scented natural soaps, divine fragrances and a collection of vintage accents for your home, each deserving of their own special place. Make sure not to miss the designers own handmade slippers, scarves and throws. Each is one of a kind, and created from the extensive selection of antique trims, fabrics and buttons that Joanne has culled over the years from all corners of the globe. The neighborhood has a slew of good restaurants, so it’s easy to spend an afternoon perusing the area.
  • 215 Charles St, Boston, MA 02114, USA
    While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

    The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.
  • 853 Main St
    There’s a reason chef Tony Maws has developed a cult following at Craigie on Main. For years, the cozy restaurant has been turning out beautiful food in a space that feels like it might be your friend’s dining room. Its commitment to regional, organic sourcing has been called a tad obsessive, but once you’ve eaten there, you’ll appreciate the attention to detail. The menu is created only after the best of the day’s ingredients have arrived; the wine, beer, and cocktail list also features the same local flavor. If you want the full experience, the chef’s seasonal tasting menu is a must. The corned-beef hash on the brunch menu is one of the reasons the restaurant regularly ends up on “Best of Boston” lists. (House-made doughnuts in a pool of golden caramel sauce don’t hurt either!)
  • Governor Phillip Park, Palm Beach NSW 2108, Australia
    This Hawkesbury river boathouse looks like it’s come straight from a shoot with Vogue. Elegant and casual, fun and cheery, it’s worth taking a day trip to Palm Beach for. Red-and-white awnings hang over charcoal-painted tables where the white umbrellas don’t reach. Tin pots of orchids and tulips sit on stools. It’s lazy, albeit very busy (be prepared to queue), and linen, jeans and flip-flop clad diners order from a large blackboard. The signature beer battered flathead and chips are light and crispy, served in a little wooden box. The pot of herby Boston Bay mussels are small and sweet. For breakfast, the fluffy French toast, piled up with mixed berries and drizzled with maple syrup and mascarpone, and the Boathouse baked beans are hard to beat.
  • Shop 6132, 19 Dock Rd, Victoria & Alfred Waterfront, Cape Town, 8001, South Africa
    While South Africa isn’t known for its sushi, you can easily satisfy your craving in Cape Town at Willoughby & Co. The menu at this waterfront restaurant is encyclopedic—there’s everything from Boston clam chowder and spaghetti marinara to prawn curry and teriyaki chicken ramen, but sushi is the star. Try the chili-seared tuna sashimi or the tuna roll with caviar sesame seeds.