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Keswick Hall was originally built in 1912 as a family estate and was later a country club before being transformed into a country hotel in the 1990s, and it continues to evolve as a luxury resort in its second century. Experience a bit of the historic grandeur with an elegant al fresco dinner overlooking the countryside at Fossett’s restaurant or with a cocktail at the Villa Crawford bar (named for the original home), before retiring to your room on a bed fit for royalty. (Indeed, the handmade Hypnos mattresses are also commissioned for the British royal family.) Each of the 48 uniquely designed rooms and suites overlook the golf course or gardens, and have minibars stocked with local goodies. You’ll need a good night’s sleep to properly enjoy a full day’s activities on property: a round of golf on the Pete Dye–designed Full Cry course, a tennis match on one of seven courts, or a game of croquet or horseshoes (just a few of the games on offer). Wind down with a massage, signature vinotherapy facial, or raindrop therapy with essential oils at the spa. If you can bear to leave the lush grounds, downtown Charlottesville and the Monticello estate are each a 15-minute drive away.

Opened in 2012, the Alpina is one of only two newly built, five-star hotels in Gstaaad in more than a century. Situated in a wealthy hilltop area in Oberbort, the hotel offers stellar views of the Bernese Alps (including the Spitzhorn and Oldenhorn) and the valley scenery of the Saanenland—as well as an impressive amount of discreet luxury. Built in traditional Swiss chalet style, the limestone-and wood-structure contains 56 rooms and suites that pair antique and artisan furnishings (wardrobes, tables, carved ceilings) with contemporary design pieces. All rooms have great views, though the higher the better; on the 5th and 6th floors, you’ll find the jaw-dropping, duplex Panorama Suite, with separate dining and working areas, and a fireplace. Furthermore, throughout the hotel’s public spaces, guests can see art by famous artists like Barbara Kruger, Tracey Emin, and Bosco Sodi.

The hotel facilities are some of the best in Switzerland, ranging from an authentically Cuban-style cigar lounge to multiple Michelin-starred restaurants. The hotel’s Six Senses spa spans a whopping 21,500 square feet and includes an 80-foot-long lap pool, while an immaculately landscaped garden, designed by French garden designer Jean Mus, brims with Alpine plants and corresponding fragrances in the summer.

One of my favorite discoveries in Chicago is the Empire Ballroom inside The Palmer House. It’s just up the stairs from the hotel’s magnificent lobby and has a rich history most anyone working at the hotel will be willing to tell you more about. This room with its shiny wood floor and opulent chandeliers is where Frank Sinatra used to perform. While the ballroom itself is beautiful, it’s most interesting feature is what’s hidden behind the mirrored wall in its corner. Push on the last panel and you’ll stumble into a dressing room where famous acts - including Sinatra - used to get ready to go on stage. Several autographed pictures are still hanging on the walls.

Just when it seemed like the Riviera Maya Riviera had become nothing but a sea of all-inclusive beach resorts, you stumble upon the quaint little Mexican village of Puerto Morelos. There are almost no huge developments, no shopping outlets, and no chain restaurants. The place is absolutely magical and is like traveling back in time. There is a small town square or plaza lined with palm trees, small cafes, and local boutiques. You can always find a good margarita to sip on at the super hip little bars scattered around the small town. If you find yourself on the Yucatan peninsula don’t miss this opportunity to travel back in time 50 yrs and experience the “old” Mexico.

After Carcassonne in southwest France, Visby lays claim to the most important and best-preserved medieval city walls in all of Europe. The town’s citizens began building the original six-meter-high (20-foot) fortified walls in the 13th century, and they eventually grew to over 11 meters (36 feet). Today, the wall still stretches for 3.4 kilometers (2.1 miles). Walk in its shadow and explore the 36 intact medieval towers as well as numerous gateways. The North Gate offers the most impressive view of the wall, providing a sense of its enormous scale. St. Mary’s Cathedral, a few blocks inland, also dates to the 13th century.

Located in the heart of Whalers Village on Kāʻanapali Beach, Hula Grill is a busy hangout with live music seven days a week. You can sit for a meal in the open-air dining room, but the real party happens at the restaurant’s Barefoot Bar, right on the water’s edge. Kick off your shoes and sink your feet in the sand, then order a Barefoot Brew (made specially for the bar by Maui Brewing Co.) or cocktails like piña coladas, mojitos, and Maui Mules with organic vodka. Also on offer are a range of non-alcoholic drinks, from house-made sodas and fresh-squeezed juices to local kombucha and pure coconut water, as well as a solid food menu that highlights Hawaiian farmers and fishers. For a great deal, head here for Aloha Hour, which takes place daily from 2:30 p.m. to 5 p.m. and includes special prices on pupus and drinks.

Encompassing early 200 acres of rolling parkland, Villa Borghese is Rome’s verdant heart and everyone’s favorite place for an afternoon walk. The vast gardens are criss-crossed with picturesque paths, where visitors can meander past ancient statues and fountains, sit by a lake or caffè, and take in a film at one of two cinemas. For culture vultures, there is a Shakespearean Globe Theatre with a robust summer schedule, a historic puppet theater, and several world-renowned museums including Galleria Borghese with its enviable collection of Bernini sculptures and Caravaggio paintings. Younger kids enjoy playgrounds, electric train rides, and a kids museum, while children of all ages can get active with skate, bike, and paddleboat rentals.

Don’t let the umlaut throw you off. Vestibül restaurant occupies an original vestibule in the Burgtheater, known for having one of Vienna’s most gorgeous interiors. And the space is not just any vestibule, but includes both the porte cochere for the Hapsburg coaches that would arrive at this famous imperial theater and the marble-lined hallway leading to the guests’ private loges. Located across from City Hall on the Ringstrasse, Vestibül is under the guidance of one of Austria’s most celebrated chefs, Christian Domschitz. His menu is not flashy, but rather rests on superb takes on traditional dishes, such as his signature Hummerkrautfleisch—creamy cabbage with lobster.

The Habsburgs were, generally speaking, lovers of art and many of the works of the Kunsthistorisches Museum come from their collections. While the grandiose interior alone may be reason enough to visit, the collections here are outstanding. The Egyptian and Near Eastern Collection, Collection of Greek and Roman Antiquities and Coin Library are just a few of the collections to get lost inside. The Picture Gallery includes works by Albrecht Dürer, Jan van Eyck, Pieter Brueghel the Elder and Peter Paul Rubens.

Glendalough, or Gleann Dá Loch in Irish (which means “valley of two lakes”), is a quiet, picturesque valley near the Wicklow Mountains. Its 6th-century monastic settlement founded by St. Kevin is one of the most important in Ireland, and it’s surrounded by dewy grass and heather, lush hills, mossy rocks, and an impressive variety of wildlife. Monastic City itself includes the remains of ancient stone churches, a priests’ house, a stone fort, and a 100-foot round bell tower. The cemetery is fascinating with its lichen-covered headstones tilted every which way amid unkempt vegetation. Generations of Irish family histories are contained in this small plot of land, which is an integral part of this site. Glendalough is about 90 minutes’ south of Dublin and makes for a worthwhile day tour that includes sightseeing and hiking followed by a visit to a cozy local pub.

I love all of the McMenamins properties I’ve stayed at over the years on travel through the Pacific Northwest, but I may have a new favorite: McMenamins Edgefield in Troutdale, right at the western mouth of the Columbia River Gorge. As always, the hotel honors the past of the building it now resides in, it has great food and drink, and every inch is covered in whimsical art that demands you have a good time. Historic Edgefield was built in 1911 as the county poor farm, and it’s now a 74-acre hotel and playground, home to award-winning farm-to-table cuisine, a winery, a brewery, three pubs, movie theater, golf course, you name it. With 100 guest rooms and hostel accommodations, the instant you step on the grounds you’ll be able to tell that community and creativity are cherished here. If you’re traveling solo or out on a long trip and looking to save some money on the hotel part, I’d encourage you to look at their rooms that don’t have a private bathroom en suite. Instead, you head to the large, comfy, and private communal restrooms to get cleaned up. Brilliant. This is a great spot to launch your explorations along the Columbia River Gorge, and if you live in the Portland area, it’s a great place to gather for a weekend bike ride, grub with fellow friends, and a few cold pints around the outdoor fire pits when things get cold. With films and live music nightly, it’s hard not to want to just live here forever.

In a valley only five miles from the Pacific Ocean, Folktale Winery lives up to its name: The Old World French-style château appears like a castle from childhood fables amid the vineyards and oak trees. On arrival, visitors are greeted with a taste of sparkling brut (NV). Like many winemakers in the area, Folktale focuses on chardonnay and pinot noir, but its wines stand out for their bright acidic style and the minerality of the terroir. Daily tasting hours run into the early evening, and individual glasses and bottles are available, as well as flights of Folktale and reserve wines from single vineyards. The restaurant serves such seasonally inspired small plates as brie and pear bruschetta, shared plates (the crispy octopus is a local favorite), salads, and cheese or charcuterie boards. Pro tips: Save room to sample wine ice cream pops, made of rosé or grenache. Tours (which require reservations) include visits to the vineyards, cellar, and barrel room. And check the winery’s events calendar for yoga classes in the vines, special workshops, and concerts.

Seoul Forest is the city’s equivalent of New York’s Central Park. Divided into five unique areas, it covers a massive 12.4 million square feet, making for an oasis in the middle of the city. There’s no shortage of activities for families here—children can feed deer in the Ecological Forest, view rare insects in the Butterfly Experience Zone, or spot rabbits along park trails. In the summer, they can escape the oppressive heat at the Jumping Fountains. While the kids cool off, adults can stroll the sculpture park, picnic by the lake, or rent bikes and explore the forest’s many gardened paths.

Travelers looking to trade the urban confines of Hobart or Launceston for a more rugged experience without sacrificing on comfort should consider a weekend away at Cradle Mountain Lodge, a wilderness resort and spa that’s tucked away in Tasmania’s Central Highlands. While the forested location on the edge of Cradle Mountain–Lake St. Clair National Park and ample hiking opportunities are enough of a draw—it’s not uncommon to see rambling wombats or, occasionally, more elusive Tasmanian devils in the immediate surroundings—Cradle Mountain Lodge operates as a destination unto itself, with a glass-walled spa that looks onto verdant King Billy pines and hotel-style suites and stand-alone cottages with gas and log fireplaces and private balconies. Rough-hewn wood, leather, and stone greet you in the Highland Restaurant, which impresses with its extensive wine list and strong emphasis on locally harvested ingredients (think ratatouille ravioli and wallaby porterhouse with pumpkin cream).

Affordable diffa (Moroccan-banquet-style) dinners can be frustratingly elusive in this town, so sweet little Darori is a breath of fresh air if you want to go all-out traditional without blowing the budget. It occupies a cozy courtyard dining area furnished with old French dressers and saffron-hued carpets—ignore the rather jarring tourist-board video projections, or ask to sit facing away from them, and focus instead on digging into Fassi favorites like pigeon pastilla, beef and prune tagine, and pastries like the old Moroccan standby of mille-feuille with lashings of crème anglaise and seasonal fruit, all for an affordable price.