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Tannersville’s Deer Mountain Inn looks more like a gigantic personal home than it does a hotel, but therein lies its charm. Set on 168 acres in the Catskills, the gorgeous property features six rooms in an Arts and Crafts-style summer home dating back to 1880, along with a couple of cottages for groups or those seeking extra space. Each room is individually decorated with details like big stone fireplaces, wood-paneled ceilings, and wainscoating, and most have lovely views of the surrounding lawn and forest. There’s no shortage of hiking trails on and around the property and the hotel can arrange bicycle rentals on request. For something a bit more relaxed, there’s a cozy game room with an antique pool table, and regular outdoor painting sessions for the artistically inclined.

Perched on stilts above its own patch of sand, Sound View Greenport is a peaceful retreat, offering a variety of rooms and apartments with up to two bedrooms. Bright and airy, accommodations come with either shared or private sea-facing decks, which provide direct access to the hotel beach. Other amenities include a pool deck with plenty of loungers for guests to sun themselves, plus a bocce court, putting green, and multi-purpose sports court. For meals, Sound View’s gorgeous seafront restaurant, The Halyard, features gourmet dishes inspired by sea and land. There’s also a charming piano bar, decorated with wood-paneled walls and nautical oil paintings. Adding substance to style, the hotel hosts a smattering of cultural events, including musical performances and educational talks.

I Kriti (Greek for “Crete”) has been serving some of Athens’ best Cretan cuisine long before the island’s hearty cuisine became fashionable in the mid-2000s. A charming, utterly unpretentious tavern tucked into a nondescript arcade passage near Omonia Square, Kriti serves fare that will leave you reeling with pleasure—dakos (barley bruschetta topped with grated tomato, crumbled myzithra cheese, olives, and pickled samphire), smoked Cretan pork, snails in garlic, Crete-made sausages, spicy cheese dip, and baked pies, all at excellent prices and with real Cretan hospitality (the owners don’t really speak English, but it doesn’t matter). Expect to wait for a table but then, once seated, to spend some time here. And don’t forget to wash each dish down with some Cretan raki, a strong grape distillate similar to grappa.

According to the Book of Deuteronomy, it was from Mount Nebo that Moses first saw the Promised Land. Today, the Moses Memorial Church sits next to a viewpoint offering a dramatic—and windy—opportunity to see for yourself what Moses saw. Information boards point you in the direction of Jericho, Bethlehem, and Jerusalem, and also remind you that you’re standing in the center of the Holy Land. After taking in the vistas, explore the church, which, though modern in style, was built over a 6th-century basilica and features some of the most charming and well-preserved mosaics in the country (the animals in the hunting and herding scenes are particularly delightful). Below the church, a small museum excellently describes the history of the surrounding site.

Enjoy private candlelit dinner at Zamas

Once summer has arrived in all her glory, city folk yearn to escape the concrete jungle. The cheap and chic solution for locals is to pack a picnic and head for a beach day on the Toronto Islands, just a short ferry ride away. Of the three primary islands, all of which are connected by paths and bridges, Centre Island boasts the highest number of visitors; people head straight to its main strip to get to the beach and the amusement park. Ward’s Island offers more charm: In addition to the sandy shore, there are small summer cottages and gardens. Those intent on exercise can rent bicycles or paddleboats.

When someone tells me they’re traveling to Spain and looking for recommendations, San Sebastian (Donostia, in Basque) is my first thought for city destinations in the northern part of the country. It’s charming, beautiful, and steeped in history. Mount Urgull, the hill that stands on the right side of the bay, epitomizes all those characteristics in one easy to explore package. Mount Urgull is an easy walk from anywhere along the Promenade, and you can either walk up from Parte Vieja or walk around by the aquarium and the point to see views of the Bay of Biscay. I’ll recommend that you start with the second way and, coming back down, drop right into Parte Vieja. That way you get the best of both.

One block west of the Bund you can find the Rockbund Art Museum, housed in Shanghai’s former Royal Asiatic Society building (1932). Like many of the grande dame Bund buildings, RAS was dreamt up by British design firm Palmer and Turner and done to the nines in art deco style. The museum hosts its share of heavy hitters from the contemporary art world, such as Zhang Huan, Cai Guo-Qiang, and Felix Gonzalez-Torres. Rockbund is small but charming, especially the tranquil top-floor café and lounge, which give way to a small terrace overlooking the Pudong skyline.

At Little Italy’s Herb & Wood, Chef Brian Malarkey’s wood-fired dishes include roasted parsnips with pickled raisins, parsley-shallot verde, and molten Marin County brie; roasted beets with sherry, walnut pesto, jamón Ibérico, and burrata; and grilled flat bread with whipped eggplant, za’atar, onions, and pine nuts. But the Mediterranean- and California-inspired menu isn’t the only big draw here: The industrial-boudoir aesthetic is equally inviting, with tufted sofas, soft lighting, and feathery fronds under the soaring ceilings of this onetime warehouse. A charmingly tattered edition of Emily Post’s Etiquette book has pride of place on the hostess stand. But the restaurant is unlikely to call guests on any manners infractions except one. In calligraphy at the bottom of the menu, you’ll find the following note: “Substitutions and additions politely declined.”

One of the most charming towns we visited during our May trip to Italy was Pienza, situated in Tuscany between Montepulciano and Montalcino (also worth a visit if you’re in the area). Pienza is best known for its delicious pecorino cheeses, arguably the best of which is its “sotto cenere,” or “under ashes,” variety, produced between October and July and seasoned for up to two months to develop its distinctive flavor. Another reason to visit Pienza is its incredible, prototypically-Tuscan postcard views of the rolling hills, cypress trees and rustic estates in the Val d’Orcia surrounding the town. When visiting Pienza, make sure to bring your appetite - between its rich cheeses, delicious meats and bold wines, Pienza is a culinary treat!

This elegant family-run restaurant in the charming village of Sulzburg was founded by Hans-Paul Steiner and his French wife, Claude. Today, it’s helmed by their daughter, Douce Steiner, who, after learning the ropes from her father and then training in France, is now the only female chef in Germany with two Michelin stars.

Simply decorated with antique furniture, cozy carpets, and wooden walls hung with photos, the restaurant keeps the focus firmly on the food. The traditional menu ranges from fresh sea bass, turbot, and red mullet to duck, quail, and desserts like a divine chocolate cake with locally grown cherries, while the wine list showcases some 500 labels (Claude still works as the sommelier). Should you want to make a weekend out of your visit, head upstairs to the associated hotel, which offers comfortable rooms and breakfast in the restaurant every morning.

Nestled on beautiful Playa Dorado in Puerto Plata, this elegant hotel features 50 stylish suites, complete with neutral decor, flowering orchids, and private furnished balconies. Some suites can be connected, but for even more space book the penthouse, which includes three bedrooms, a large living room, and a freestanding outdoor tub. In addition to a pristine beach, Casa Colonial boasts a sleek rooftop pool, a restaurant that serves fine French-Caribbean cuisine, and a spa with a treatment gazebo above a tropical pond. When staying here, don’t miss the chance to explore Puerto Plata and its charming main square surrounded by Spanish colonial and Victorian buildings, as well as the more-than-500-year-old remains of Fort San Felipe. Fifteen minutes from the resort, you can also swim in freshwater lagoons in El Choco National Park.

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.

The large, leafy patio of this mezze restaurant in bohemian Exarchia was once the local schoolyard. Now cozy couples and animated gaggles of friends gather beneath the flowering bowers to enjoy some of the most honest and comforting food in town. Order as many dishes as you can fit on the table and share them all. Rather than traditional Greek fare, the menu is a tasty Mediterranean pick-and-mix. Try the cracked wheat salad with green apple, mint, and dried figs; meatballs seasoned with cinnamon and clove; and mini lamb kebabs. The high-ceilinged, well-lit classrooms make charming dining rooms in cooler weather. Service is unfailingly friendly and relaxed.

A school-turned-mezedopoleío serves delicious meze including bakalyaro (walnut-crusted fish fillets) and pita topped with yogurt and smoked eggplant. Bonus: a patio surrounded by bougainvillea.

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.