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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.

Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

Dominating the intriguing Jewish quarter on the Pest side of the city, the Great Synagogue is a must-see for lovers of culture in general and Europe’s Jewish history in particular. This is Europe’s largest operating synagogue (the largest, in fact, outside New York City) on Dohány Street, which was once the boundary for the Budapest Jewish Ghetto. Inside are stunning Romantic and Moorish architectural elements like rose windows and a monumental organ. Other parts of the complex include a Jewish cemetery, a small prayer area called the Heroes’ Temple, and the Hungarian Jewish Museum and Archives, built on the site of the home in which Theodor Herzl, the originator of modern Zionism, was born.

Designed by Oscar Niemeyer and Roberto Burle Marx, this expansive park was meant to be an improvement to Central Park in New York City. Home to an impressive amphitheater, museums, water bodies, and lots of paths with some impressive landscaping, it’s well worth a visit. Come for a stroll, jog, picnic, open air concert or bike voyage on a Sunday. Various food vendors are strewn throughout with agua de coco and snacks. It’s best to check the website for events if you’ll be visiting on a weekend.

The first true boutique hotel on L.A.’s east side, the Hotel Covell fits into its trendy Los Feliz neighborhood so well that it feels like it should have been there for years. Created by a veteran of the Los Angeles bar and restaurant scene, the nine-room hotel takes its inspiration from a fictional character’s life: George Covell, an imaginary writer, started out in Oklahoma in the 1930s and ’40s before dividing his time between New York and Paris, where his daughter Isabel grew up. Each distinctively (and painstakingly) decorated suite is based on a place George or Isabel lived, from a rustic-chic Oklahoma house to a 1970s Parisian apartment.

New York, Washington D.C., and Chicago get a lot of the good press when it comes to the arts and art museums, but the Detroit Institute of Arts helps Detroit give these cities a run for their money. The diverse collection is spread out over 100 galleries and includes African, Asian, Islamic, and modern and contemporary art (and the list goes on). But don’t ignore the local contributions to the art world. Make sure you take proper time to stand before Diego Rivera’s enormous Detroit Industry fresco to give you some historical context before exploring the rest of the city.

In 1939 France sent a large bronze staue to the New York World’s Fair. In 1941, after the Fair the Women’s Club of Stuart, Florida acquired the statue and wanted to place it in Haney Circle in downtown Stuart. The Community objected saying they were offended to the placement of a statue of a naked lady in the middle of town. The Women’s Club was forced to place the statue elsewhere. It was placed on the courthouse grounds. The town of Stuart suffered as economic downturns occurred in the 60’s. By the late 80’s plans for reviving Stuart were well under way and finally, in 1991, “Abundance” was moved to Haney Circle as part of the revitalization of Stuart. The “Naked Lady” was home! To me the bronze fountain and her melodious waters are an example of the peace and laid back yet vibrant, elegant setting that is Stuart, Florida. I enjoy the Lady and while walking and shopping in Stuart I make a point I to pass this beautiful work of art and admire it. I salute the Women’s Club of Stuart. Thank you, Ladies.

Why we love it: An architectural landmark beautifully transformed into a five-star hotel

The Highlights:
- Elegant design touches like marble-inlaid floors and a gold-leafed stairway
- Urban hot springs for soaking even in the snow
- A rooftop lounge with views of the city and Lake Erie

The Review:
Opened in 1913 at the height of Buffalo’s boomtown years, this historic building originally served as office space. At six stories, it was considered a Chicago-style skyscraper and enjoyed pride of place as one of the city’s tallest buildings. It was added to the National Register of Historic Places in 2008 and underwent a $25 million makeover in 2017 to become the Curtiss—Buffalo’s only five-star hotel. The renovation added elegant touches like marble cornices, which are illuminated by brightly colored lights each evening, and a fountain at the main entrance, where iron taps stream into marble basins. Other extraordinary design moments include the marble-inlaid floor in the foyer, a gold-leafed stairway, and the glamorous Jazz Age mosaic by artist Christopher Guy behind the front desk. Lest it start to feel stuffy, however, the hotel also includes contemporary touches like “urban hot springs” where guests can soak outdoors no matter the season.

Set in Buffalo’s thriving Theatre District, the Curtiss has 68 rooms with premium linens, bedside control panels, and marble bathrooms with luxurious showers. Some even feature Toto toilets with heated seats, as well as steam showers and aromatherapy jetted tubs. When it’s time for drinks, high-speed elevators whisk guests to the VUE Rooftop Lounge, complete with three bars, a massive fire pit, and sweeping views of downtown Buffalo. For dinner, there’s also the standout Chez Ami restaurant, which features year-round patio seating and Western New York’s only revolving bar.

There’s no shame in taking a break from the beach to do a little shopping. You’ll need new beach togs and some locally-made chocolate for your stay, and a bottle or two of tequila to take home. From the hotel zone to Playa del Carmen and beyond, the shopping malls, flea markets, and souvenir shops around Cancun and Riviera Maya are stocked to please.

From beers at open air bars in beach towns to craft beers and cocktails on dance floors in San Jose, Costa Rica’s bars serve up good times. There’s plenty of live music to pair with whatever you’re drinking (and plenty of new friends to make among locals and tourists at dance clubs) so go, have fun and enjoy Costa Rica’s spirit of pura vida.

Upon first entering the famed blue doors of Per Se, located inside the Time Warner Center overlooking Central Park, the dining room has the air of a wake, filled stiff collars and hushed tones. But no matter the attitude, the fact is that everyone in the dining room waited at least a month for this moment. At Per Se, you can only make a reservation one month in advance (maximum), and, if you procrastinate a day or two (say 28 or days or less before your desired date) you’ve likely missed your chance. (Do take note that you cannot cancel a reservation within seven days without being charged $175 per seat reserved.) This is an experience that will last up to four hours, where you are served from five to nine courses (depending on the menu you select), with many surprises in between, including personalized menus with your name and event (if you’re celebrating anything) on each. Now, if you’re still interested and not frightened away by the potential cost, then you’re in for an amazing afternoon or evening of small plates with the most amazing tastes you’ll ever come across. Do not be deterred by the portion sizes as you will most certainly leave full. It might even be best if you arrive on the borderline of famished, as it is a crime to leave anything behind.

Sailing is Anguilla’s national sport, but it’s also the best way to explore the island’s dreamy Caribbean shores—and the best way to explore its marine life while in transit. Spend the day with Tradition Sailing Charters, gliding across iridescent blue waters on a 1978 50-foot sloop, drifting from one cay to another. You’re welcome to watch and learn how to sail if you’re a newbie, or to participate if you have experience. After a lunch stop at the only restaurant in Prickly Pear Cays, get underwater to check out this reef-protected bay where sea turtles, blue tang, and numerous other tropical critters thrive. There’s also a brown booby colony on land here.

Why we love it: A design-forward property that captures the Detroit zeitgeist

The Highlights:
- Spacious rooms stocked with Shinola products for sale
- A lobby lounge that attracts a who’s who of downtown
- Thoughtful design from local partners

The Review:
From Detroit-based companies Shinola and Bedrock comes this boutique stay in downtown’s burgeoning shopping district. By combining Shinola’s signature craftsmanship with Bedrock’s knack for urban revitalization, the two companies have created a hub for a rapidly changing city, with the lobby lounge serving as a de facto clubhouse for Detroit’s cool kids. Both in the lobby and throughout the hotel, guests will find a pleasingly eclectic art collection (be sure to check out the Nick Cave piece and the wall panels by Detroit artist Margo Wolowiec), curated by local gallery Library Street Collective. Also not to be missed are Southern Italian restaurant San Morello and the speakeasy-style Evening Bar, both run by chef Andrew Carmellini of New York’s NoHo Hospitality Group. An outdoor beer hall and fried chicken spot are forthcoming this spring.

The Shinola marries two historic buildings—the former T.B. Rayl & Co. department and Singer sewing-machine stores—with three new annexes. Since the 129 rooms span all five buildings, guests can expect 50 unique layouts, all designed in a residential style by Gachot Studios. Camel, grey, blush, and deep green tones complement oil-rubbed bronze, soft leather, plush mohair, and American white oak—a palette inspired by London social clubs. (In the hallways, cream walls are accented with “Shinola blue,” a signature color that was developed from a lone paint chip unearthed in the Singer building.) The furniture, wall coverings, and accessories are custom-designed and primarily manufactured in the U.S.; the wallpaper mimics marble found in the basement of the Rayl building; and the bathroom fixtures take cues from the caseback details of Shinola watches. Stocked with some of Shinola’s most iconic products (the Power Supply Extension Cord, shoe polish and leather care, Runwell turntables in the suites), rooms also feature items made specifically for the hotel, from bedside clocks and cashmere blankets to leather throw pillows and bath amenities inspired by Rayl’s. Raid the minibar for local staples like Great Lakes Chips and Vernors Ginger Ale or cozy up in a bathrobe embroidered with “Detroit.”

Hop on a small barge-ferry to be whisked out to a larger boat for an unusual dinner on the water. Dine on the covered top deck, if you can snag a table, for an alfresco meal with a glittering night view of Montego Bay’s coast and the Caribbean. The menu is for seafood lovers but has options for everyone. The cozy, warmly lit nautical interior lends a relaxed and intimate vibe. Your fellow diners will most likely be locals, so you can feel like a Jamaica insider—previous passengers on the House Boat have included Steve McQueen, the Duchess of York, and the Beach Boys.

Why we love it: A food-focused retreat in the scenic Willowemoc Valley

The Highlights:

• 600 acres of private land for hiking, fishing, and more
• A nine-course dinner included with each stay
• Cozy common spaces for soaking up the peace and quiet

The Review:
Set on a ledge overlooking the Willowemoc Valley and its namesake river, The DeBruce brings a touch of sophistication to an otherwise quiet corner of the Catskills. Here, in a restored inn from the 1880s, guests find 14 modest rooms spread over three floors. Designed to create a sense of calm, all feature down duvets, Sferra linens, and tile-and-marble bathrooms stocked with Malin & Goetz toiletries, while some also include clawfoot tubs and expansive views of the surrounding scenery. Guests spend little time in their rooms, however, as The DeBruce is home to several cozy common spaces, including the Great Room (filled with antique couches and wingback chairs), the Conservatory (with an original fieldstone fireplace and comfy reading chair), and a serene pool (surrounded by lounge chairs, a firepit, and manicured gardens). The property also sits on nearly 600 acres of private land, which spans two mountains, a river, and several ponds. Simply walk over the private bridge for access to trails for hiking, birding, snowshoeing, and cross-country skiing, as well as a half-mile of river for fly fishing.

At the center of all of this is the restaurant—a glass-walled dining room overlooking the valley, where guests enjoy the a la carte breakfasts and multiple-course dinners included in their stay (one night is always a nine-course tasting menu). Chef Aksel Theilkuhl, formerly of BLT Steak Group in New York City, draws from a bounty of local, seasonal products for every meal, impressing with dishes like smoked trout and mushroom three ways. Should guests prefer something more casual, there’s also the Club Room in the basement, where Theilkuhl serves bar classics and small plates in an intimate setting. For more insight into The DeBruce’s culinary program, sign up for sessions with Theilkuhl and help with kitchen prep, sample new dishes, or forage the hotel grounds for ramps and more. Other activities like Pilates and yoga classes, exploratory nature walks, and fly-fishing lessons are also on offer, giving guests plenty of ways to while away their days in the Catskills.

Overall:
Housed in a restored 19th-century inn, the 14-room DeBruce is a warren of cozy common spaces that invite travelers to linger in wingback chairs next to stone fireplaces or chat on porch swings hung from the verandah. Guests may take a dip in the outdoor pool or join a fly-fishing or foraging excursion, but the main event is dinner. Chef Aksel Theilkuhl, formerly of BLT Steak Group in New York City, serves a nightly tasting menu in a 32-seat dining room facing the lodge’s ponds and rolling hills.