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  • 515 Leedsville Rd, Amenia, NY 12501, USA
    Although Troutbeck’s current incarnation only opened in 2017, the estate property has stood in the Upstate New York town of Amenia for considerably longer. It started in 1765 as an inn and tavern and, over the years, has hosted some of America’s most celebrated literary greats, from Mark Twain to Ralph Waldo Emerson. While the historic home now includes plenty of modern comforts, it also retains many of its old-fashioned features, from the wood paneling in the cozy living room to the enchanting Walled Garden, which was constructed over a century ago to house the then-owner’s collection of clematis. The property also has a lovely outdoor swimming pool, tennis courts, an elegant ballroom that’s popular for weddings, and a range of stylish rooms and suites, many with big windows, four-poster beds, and deep soaking tubs.
  • 1701 Wynkoop Street, Denver
    From its location in Denver’s Union Station, Mercantile Dining & Provision makes delicious and nutritious meals accessible to commuters and travelers passing through. This is the second eatery by Alex Seidel, a committed restaurateur who purchased a farm east of Denver to better understand the journey food takes from field to plate. The on-site market offers artisan-made provisions from spices and pickled beets to jams and jellies to coffee and potato chips. In the dining room, chef and partner Matt Vawter serves dinners so good you may miss your train—the spicy mussels (served in a tomato-butter broth perfect for mopping up with bread to console yourself after the shellfish and fennel sausage are gone), the housemade pastas, or the rotating selection of fire-roasted meat and fish entrees, can make the most fastidious traveler lose track of time.
  • 10 Albright Ave, Grand Canyon Village, AZ 86023, USA
    Though it doesn’t have the same rustic charm as the Bright Angel or El Tovar lodges—its neighbors on either side—the 1960s-era Thunderbird Lodge hasn’t lost that fun Mad Men vibe. Just yards away from the South Rim, it looks more like a college social sciences building from the outside, but the 55 updated rooms are comfortable and spacious, with geometric-patterned rugs and headboards, marble-topped furnishings, and stone-tiled bathrooms, plus creature comforts like satellite TVs, Keurig coffeemakers, and in-room refrigerators. Many have decent views of the canyon—a steal at only $20 more. And while there’s no restaurant on site, dining options at El Tovar, Bright Angel, and the rest of the village are only steps away. Best of all, the Rim Trail is right outside your door.
  • 541 Edgewood Ave SE, Atlanta, GA 30312, USA
    Named 2016’s best new restaurant in America by Bon Appétit, Staplehouse is still Atlanta’s hardest reservation to score. Husband-and-wife team Ryan and Jen Hidinger dreamed up the restaurant after a series of successful supper clubs, which they hosted in their own home. Before they could open, however, Ryan was diagnosed with stage IV gallbladder cancer. Atlanta’s restaurant community rallied around the couple, raising money for Ryan’s treatments and eventually founding the Giving Kitchen charity. Eventually, the Hidingers leased a space and brought in Ryan’s sister Kara and her boyfriend, Ryan Smith, to run the restaurant. Ryan passed away in 2014 but his legacy lives on at Staplehouse, where Jen now serves as the business manager. While Ryan’s story is at the heart of the restaurant—a portion of the proceeds goes toward his charity—it’s Smith’s seasonally inspired menu that has kept Staplehouse on top.
  • 2327, 833 W Washington Blvd, Chicago, IL 60607, USA
    Chances are you’ve seen Maria Pinto’s works at some point in recent years—she’s known for dressing the likes of First Lady Michelle Obama, Oprah Winfrey, and Brooke Shields. That fan base is only growing with the opening of her West Loop Style Studio, where women can shop M2057 by Maria Pinto, a ready-to-wear collection inspired by urban architecture and design. Created for the time-pressed but fashion-forward woman, Pinto’s pieces marry runway ideas with a low-maintenance aesthetic (the upscale fabrics might be imported from Italy, but they’re also machine-washable and wrinkle-resistant—perfect for travel). In addition to plenty of day-to-night options like dresses, skirts, tops, and pants, the boutique also carries belts and jewelry by outside artists, curated by Pinto.
  • 310 Peabody Street
    When Nashville natives Ann and Jack Waddey decided to open a hotel within walking distance of downtown, they went all out to make guests feel at home. In lieu of a traditional reception area, visitors check in using their mobile device at the virtual front desk, and though daily housekeeping services are available, staff goes off duty at night. The property’s 24 residence-style suites feature bedrooms with separate living areas, each decorated with dramatic tropical wallpaper offset by white furniture, as well as full kitchens with stainless-steel appliances and penny-tile backsplashes; naturally, they’re stocked with hyperlocal goods like Bongo Java coffee, or whatever you wish should you opt in to the hotel’s grocery program. Rounding out the list of homey amenities are C.O. Bigelow products and velvety robes in the bathrooms, plus dry cleaning services and free parking.
  • 5736 NE 33rd Ave, Portland, OR 97211, USA
    Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popular Alberta Arts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don’t leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room.
  • 2063 Middle Street
    Chef Jacques Larson operates on the fringes, creating destination restaurants far off the Charleston peninsula, first with his Johns Island trattoria, Wild Olive, and now with this seafood-and-pizza-focused outpost on Sullivan’s Island. His signature ricotta gnocchi with short-rib ragù and horseradish gremolata sets tastebuds salivating and inspires frequent return drives to the beach, as do pizzas like “Old Danger,” featuring pancetta, black pepper, and a farm egg over melted mozzarella and parmesan. Weekend brunch is in especially high demand, but the well-designed, nautical-but-not-kitsch dining room and wraparound raw bar stay packed for lunch and dinner every day of the week. Downstairs, there’s an in-house coffee-and-gelato shop, BeardCat’s, that doles out breakfast sandwiches and lattes in the morning and 20 flavors of house made icy goodness all afternoon and evening.
  • 21 E Battery, Charleston, SC 29401, USA
    Thanks to its views across Charleston Harbor, the Edmondston-Alston House is one of the city’s most popular historic homes open to the public. Its hyphenated name joins that of its builder and of the rice planter who purchased it from him just a decade later. The mansion, with its Corinthian columns and rooftop piazza, is a prime example of the Greek Revival architecture popular in the early 19th century. The house was at the center of several key Civil War events: as a lookout spot for Confederate general P.G.T. Beauregard during the siege on Fort Sumter in April 1861, and as a refuge for General Robert E. Lee on the night of the Great Charleston Fire of 1861. The mansion is owned by the Alston family, and its interior is preserved to look much as it did 150 years ago.
  • 224 Ponce De Leon Ave NE, Atlanta, GA 30308, USA
    If you ask anyone who’s visited Atlanta for restaurant recommendations, they’ll almost certainly suggest Mary Mac’s Tea Room. While the spot is a favorite of tourists—and celebrities, for that matter—it’s also a classic American eatery that locals frequent for special occasions. The space itself is sprawling, covering dozens of rooms and feeling much like a teahouse—although the only tea you’ll be drinking here is sweet and cold. The menu has remained relatively unchanged since Mary Mac’s opened in 1945 and includes hearty portions of fried chicken, fried green tomatoes, and Georgia peach cobbler. Go with a group, order several items to share, and don’t be alarmed when goodwill ambassador Jo Carter comes by your table to rub your shoulders. It’s all part of the experience here.
  • 1531 14th Ave, Seattle, WA 98122, USA
    Inside Spinasse’s charmingly rustic dining room, you’ll feel like you’ve left Seattle for an Italian trattoria. The roasted beet salad with cherries, radishes and marinated La Tur cheese is tangy and refreshing, while the hand-cut egg pastas are buttery and rich. No matter where you sit, you’ll have an excellent view of the open kitchen; step around to the side to see the pastaio making fresh pasta. For the full foodie experience, try the degustation menu, a family-style tasting of every antipasto, primo, and secondo on the menu.
  • 10 Ave Of The Arts, Philadelphia, PA 19102, USA
    Set within a century-old, Pantheon-inspired former bank building, the Ritz-Carlton, Philadelphia raises Center City living to classical heights. When the building opened in 1904, the Girard Trust marble dome was the largest in the country, and its columns and styling matched its inspiration down to its oculus 142 feet from the floor, the exact height as the Roman original. Today, every stay starts in this grandiose rotunda, where staff man the immaculately preserved bank-teller booths. Guest rooms and suites are in the attached 30-story office tower, gutted and transformed into a hotel by Ritz-Carlton.

    All 299 rooms and suites bring classic Ritz-Carlton elegance, with wood furnishings matching gold, sage, and pumpkin hues. High ceilings and picture windows with stunning city views enhance the vibe, while spa-style marble bathrooms have rain showers.
  • 1800 Upper Canyon Road
    The artist Randall Davey (part of the Santa Fe Art Colony) painted and worked at this former studio turned National Audubon Society on Upper Canyon Road. The land is now a preserved wildlife sanctuary (with a vast variety of birds like the goldfinch) with several trails and a cultural, educational and historical center. Take a hike with stellar views and later tour Davey’s home and art studio with various personal effects. Closed in the winter. And, make sure to call ahead for times when the house is open.
  • 113 Kit Carson Rd, Taos, NM 87571, USA
    The rugged American frontiersman and trapper Kit Carson purchased this territorial style 4-room adobe in 1843 for his wife. Step back into time; furnished rooms remain as Carson and his family once dwelled. The adventurer and military buff will appreciate the display of old rifles, stunning beaded leather cases, Caron’s Masonic hat and early Taos artifacts and antiques. The courtyard reveals a cool adobe baking oven (called a horno). It’s a small museum with deep, historical roots. The onsite gift shop carries comprehensive Carson and southwest biographies.
  • 7501 Avenger Way, Santa Fe, NM 87507, USA
    The real deal for vintage. A well-regarded, strong-word-of-mouth gem on the south side of Santa Fe hovers at over 2,000 square feet of denim, cowboy boots, belt buckles, Navajo blankets and moccasins, leather World War II flight jackets, vintage flags and old photographs. It’s virtually endless. There’s something unique for the traveler looking for that one-of-a-kind item. Make certain to call ahead, the shop is by appointment only. And, for those who want to stay downtown, the proprietor recently opened a smaller shop called Santa Fe Vintage Outpost.