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Nestled in Maryland’s beautiful Catoctin Mountains and within miles of Camp David, the U.S. presidential retreat, is the oldest family-owned restaurant in the state of Maryland. Since 1929, Wilbur and Mary Freeze with son Jerry at the helm today has hosted Presidents (from Hoover to George W. Bush), cabinet members, world leaders, secret service, media, and press corps. Within the Cozy, the Camp David Museum showcases the history of Camp David through pictures, memorabilia, and gifts. Its neighboring country inn, the original housing of the secret service who protected FDR while in Thurmont, contain charming suites (each with a jacuzzi and gas fireplace), rooms and cottages named after the presidents, dignitaries, and news media agencies who have lodged and dined at the cozy

Few venture this far east in Jamaica, but those who do will find one of the most authentic sides of the island, and the most secluded of getaways. A charming fishing village about thirty minutes past Port Antonio, Long Bay is as peaceful and scenic as it gets, with just a handful of affordable, casual guesthouses perched atop dramatic cliffs and overlooking a long stretch of deserted beach. No frills here, just nature and culture. The fresh ocean air, the roadside fresh seafood shacks and friendly locals will have you staying longer than you planned. Be sure to drive along the coastal highway and head as far as Manchioneal, another stunning fishing village that feels thousands of miles away from the touristy side of Jamaica.

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.

Before World War II, Falls Church experienced its most significant growth during the Victorian era (1837-1901). Today, the city’s Victorian-era legacy lives on in the charming homes and churches along East Broad Street, in between Roosevelt and Washington Streets. A few years ago, the Victorian Society of Falls Church created a self-guided walking tour map for locals and visitors highlighting Victorian architectural styles and buildings like Tallwood (see above picture), an 1870 home whose previous occupants included a descendant of the founder of Yale University, and a brother of President Dwight D. Eisenhower. An important note: all houses except Cherry Hill are private residences and are therefore not open to the public.

Built as a people mover for the 1962 Seattle World’s Fair, the Seattle Monorail is a surprisingly popular attraction, especially given that it’s not very practical. It goes from downtown to the Seattle Center and back, and that’s it. The ride is short—just a couple of minutes—but if you’re staying downtown, it’s an easy way to get to places like the Space Needle, the EMP and Sci-Fi museums, the Pacific Science Center, Chihuly Garden and Glass, and Key Arena. Its midcentury-futuristic design is charming, and the view of downtown from above is unique. The monorail is wheelchair accessible (by elevator at Westlake and by ramp at Seattle Center), and reduced fares are available for children, seniors, and U.S. military members.

A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.

The name kind of says it all. The 19th-century farmhouse, renovated and turned into a restaurant, still holds rustic charms, complete with exposed brick pillars, a squeaky staircase, and a southwest-facing front porch that catches the afternoon light. Some of the homestyle cuisine, like the hardy Breakfast Burrito and the decadent Pork Belly Benny are prepared with ingredients sourced from the farm itself, and served in cast iron pans. The extended property, called Jessup Farm Artisan Village, has modern shops, a craft brewing operation, and a cozy coffee shop. The Farmhouse is open for brunch, lunch, and dinner, and is closed on Mondays.

Quinta Del Carmen’s story begins in 1916, when it was built as a weekend home for a wealthy family. Since then, this charming stucco, Spanish-style structure has served as staff housing for Aruba’s first hospital, a clubhouse for oil-refinery workers, a private residence, and finally as an elegant restaurant specializing in seafood—although there are plenty of options for carnivores and a few for vegetarians as well. You can dine inside or out, where twinkling lights and lush foliage make for a garden-like atmosphere. Specialties include the seafood paella and sucade lappen, a traditional Dutch beef stew slow-cooked in red wine, herbs, and plenty of butter until it’s fall-from-the-fork tender.

The picturesque village of Landau, located halfway between the German town of Speyer and the French town of Wissembourg, makes for a great stop along the Wine Route, especially to see the Church of the Holy Cross. A former monastery for Augustinian monks, it was built in the early 14th century but expanded throughout the centuries to include a three-aisled Gothic basilica and several attractive Baroque elements. When you’re done touring the church, head to Landau’s medieval city center, where you’ll find traditional taverns, charming cafés, some excellent restaurants, and several great boutiques.

This one-of-a-kind restaurant in Trondhiem’s old town is almost too adorable for its own good. The cramped wooden interior transports you back in time, where you’ll be greeted by a sweet Danish proprietor (she’ll remind you of your grandma no matter where you’re from) who guides you through the nooks and crannies to your table. Ignore the herring buffet and look to the main menu, half of which is taken up by a stellar range of aquavit, a clear Scandinavian liquor reminiscent of vodka and flavored with caraway seeds and spices like cardamom. Expect warming stews and hearty soups served on wobbly tables. It’s all part of the charm.

Located next to Les Praz’s par 72 golf course, La Cabane des Praz offers a charming, out-of-town dining experience, along with views of Mont Blanc and other majestic peaks. Golfers and couples alike come here to enjoy modern French cuisine by the crackling fire, or afternoon tea on the sunbaked terrace. The menu ranges from fillet of beef in Béarnaise sauce to arctic char with parsnips and mushrooms. During the week, diners can also opt for a $36 three-course lunch menu.

Built in 1947 on the banks of Lake Mývatn, this intimate, family-run hotel exudes traditional charm despite its nondescript exterior. The nine country house–style rooms are simply furnished, with peach-and-orange walls, wood floors, and beds dressed in crisp white linens; higher-level rooms come with great views of the lake’s crystal-clear waters and compelling lava formations. On the ground floor, a lounge and breakfast room is served by friendly, helpful staff, making it difficult to leave. But on warm days you can sit at one of the outside tables and watch Icelandic horses graze nearby, visit the adjacent village, or explore the surreal landscapes and rich birdlife that mark this remote region.

Maria e Susanna Sent has several shops where they sell their glass jewelry, the cutest one of them all just off the Ponte San Moisè in San Marco. This boutique is about as big as a broom closet, and that is certainly part of its charm. The real impact, though, comes from the jewelry this artistic duo started creating on the island of Murano back in 1993. Their line of mostly necklaces and bracelets is made in a unique process that creates murrine and filigree glass and plates in glass fusion. They also have shops in Murano and in Dorsoduro near the Peggy Guggenheim Museum.

The Manayunk neighborhood is a great place to spend the day, with charming Main Street shops, restaurants, and bars. Often overlooked by visitors is the scenic towpath along the canal, a wonderful spot for a leisurely walk or bike ride. The adventurous can bike to Manayunk from the Philadelphia Museum of Art via the Kelly Drive recreational path, and the super-adventurous can pass through Manayunk on their bikes on the way down the Schuylkill River Trail toward Valley Forge. Manayunk is host to several fun festivals during the year and is a lovely destination in the fall. Consider coming by in September for the Fall Streat Food Festival, which features over 50 artisan-food vendors.

Watching the river flow by with a margarita in hand is one of the best ways to while away an afternoon in San Antonio, and at Casa Rio, you can do just that. The restaurant’s colorful umbrellas have lined the River Walk since 1946, providing a postcard-perfect backdrop for sampling enchiladas, flautas, fajitas, and, of course, icy-cold margaritas. The oldest restaurant on the riverfront, Casa Rio is beloved for its authentic Tex-Mex cuisine, but its real charm lies in its ambience. Request an outdoor table and let your worries float away with the river. Just be sure to decide between frozen and on the rocks first.