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Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.

The first hotel to arrive in Denver‘s up-and-coming River North Art District (RiNo), The Ramble brings even more style to the increasingly trendy neighborhood. Accommodations in the 50-room boutique hotel feel both design-forward and homey thanks to antique Persian rugs, a cool color palette, and rich textures. Personal iPads make room service orders easy, and the mini-bar is stocked with carefully chosen snacks (gluten-free vegan protein bars, organic peanut butter cups). As notable as the rooms themselves are, the drinking and dining offerings—all provided by acclaimed New York bar Death & Co—are the real story. For those many days of Denver sunshine, grab a seat in The Garden, an open courtyard space. An intimate 20-seat bar with a cocktail tasting menu overlooks the lobby restaurant, where dinners feature small bites as well as family-style fare. And at the event space Vauxhall, a dedicated bar will host events like film screenings—and, of course, Broncos game viewings.

When it opened in 1969, the Fairmont Dallas set the bar high for luxury hotels, dazzling visitors with opulent interiors, a Neiman Marcus outpost in the lobby, and 11 separate kitchens. Its legendary Venetian Room hosted acts like Ella Fitzgerald, Jerry Lewis, and Ike & Tina Turner. Now an integral part of the downtown skyline, the hotel remains a favorite for a whole new generation. The 545 rooms are bright and sophisticated, with city views, marble bathrooms, and minibars stocked with organic options. In a nod to its Arts District location, the hotel hosts a unique local artist-in-residence program, and the Four Diamond–rated Pyramid Restaurant and Bar pulls ingredients from a 3,000-square-foot rooftop vegetable and herb garden for its “terrace-to-table” modern American fare. There’s no spa, but wellness is represented with a 24-hour gym and a Junior Olympic–size pool, where guests can also enjoy family-friendly “dive-in movies” and evening DJ sets in the summer.

Since opening in 1819, Australia’s first barracks has housed British convicts, female immigrants, destitute elderly women, courtrooms, and government offices until it was finally declared a museum in 1979. During a twice-daily tour, or with the help of an audio guide, visitors get a glimpse of how high-skill prisoners lived, worked, and slept (on hammocks) during the 19th century—often freely working in the city by day but sleeping alongside more than 1,000 thieves, conspirators, bank robbers, pirates, and bushrangers by night. Offered in the original convict bakehouse and store, a house-made pot pie, burger, or cake with a schooner of beer at Bakehouse is a welcome end to the experience. Outside, freedom has never felt so good.

The most stunning dining room in celebrity chef Neil Perry’s restaurant empire has got to be Rockpool Bar & Grill in Sydney. Seated amid soaring green marble columns and Art Deco windows in a space designed by Emil Sodersten, diners can choose between the finest steaks, seafood, cocktails, and wines—more than 3,000 of them—that Australia has to offer. Dry-aged beef and sustainable fish are simple yet succulent, cooked over an open flame or in the wood-fired rotisserie. Start with the signature Four Raw Tastes of the Sea before savoring the Wagyu or Cape Grim steak, or opt for classy appetizers and cocktails in the candlelit bar, adorned with 2,682 hanging Riedel riesling glasses.

Despite its unappealing name, Dead Rabbit is one of the most popular bars in all of New York City and has also charmed the judges behind the World’s 50 Best Bars list, which listed it second in 2015. Drinks are served in two discrete spaces: The first is the downstairs Taproom, where you can have “craft beer, bottled punch, and whiskeys of the world"; the second is the upstairs Parlor, which features “72 historically-accurate cocktails dreamed up by the 19th century’s most celebrated bartenders.” The names, however, aren’t very 19th-century (and frankly, not all of the ingredients are, either). Take the Snake Charmer, for instance, a concoction of mezcal, New York and Oregon gins, blanc vermouth, yellow chartreuse, and gentiane. Whatever time and place they’re trying to evoke, no one who comes to drink here really seems to care; the cocktails and service are just so great, that’s all that matters.

Amid the city’s 2008 construction boom, Delta Toronto is now at the heart of a brand-new neighborhood: South Core (or SOCO). The mixed-use area of condos and businesses sits near tourist attractions like the CN Tower. The hotel opened in late 2014, and the Canadian Delta chain is now owned by Marriott.

The 46-floor property was designed by architect Mansoor Khazerouni of IBI Architects, who drew inspiration from a glass of champagne. Look closely, and you’ll spot white flecks in the blue glass, like bubbles rising to the top of the building. In the interiors, you’ll see subtle odes to Canada, including a stairwell mural of Canada’s landscapes, from the West Coast to the Atlantic, created by artist Adrian Forrow; it’s a visual interpretation of a cross-country journey. The vibrant Brise Soleil mural in the lobby showcases Toronto landmarks including the CN Tower and Ripley’s Aquarium. Even the meeting rooms are named after Toronto’s neighborhoods.

A city crammed with ambitious young staffers willing to work long hours in hopes of shaping the country, Washington is a place that works hard and plays hard. One of the newest additions to its burgeoning boutique hotel scene, the Graham—its name a tribute to inventor Alexander Graham Bell—honors that tradition in retro-inflected style. The rooftop bar is a glam scene where the beautiful and powerful come out to play against the backdrop of the Washington Monument and Jefferson Memorial. The sultry downstairs restaurant–cocktail bar plays on the neighborhood’s historic aesthetic and the Mid-Atlantic region’s cuisine to attract discerning locals and visiting lobbyists. Rooms—mostly suites, of course—are pleasantly trendier than the District is used to, but bold pops of color and midcentury-inspired lines are balanced out by patterned wallpaper and elegant marble bathrooms that add a familiar dose of homey Southern style. Throw in a just-off-M-Street location, and the Graham just might be the quintessential Georgetown hotel.

The Bristol Hotel is a modern boutique property located near the Gaslamp Quarter. A member of the Green Lodging Program, the hotel is one of seven in San Diego to have a Green Eco-Leaf Rating. From energy-efficient technology to eco-friendly amenities, the Bristol’s commitment to lessening its footprint extends to the smallest details. All these measures don’t diminish its focus on comfort and convenience, though. You’ll find down duvets, free Wi-Fi throughout the hotel, and in-room iHome docking stations.

As you explore the property, you’ll find pop art pieces by renowned artists. Be on the lookout for Teddy Roosevelt by Andy Warhol and Oval Office by Roy Lichtenstein. Business travelers will also be pleased to know that the Bristol is downtown San Diego’s only meeting space with a retractable roof. When you’re stuck in conferences all day, you can give a new meaning to multitasking while you work on your tan.

Modern luxury meets southern hospitality at the Four Seasons Hotel, where the emphasis on service means no detail is too small. Have your loafers born the brunt of marathon city tours? The hotel provides free overnight shoe shines. Want to impress the little ones? Family-friendly touches such as a mini check-in desk, kid-sized robes, and sponge letters arranged around the bathtub to spell out children’s names won’t disappoint. No one would fault you for hunkering down in your plush neutral-hued room, which couples a marble bathroom, complete with deep soaking tub, separate shower, and C.O. Bigelow products, with sweeping views of Midtown, plus one sweet feature: chocolate-chip cookie delivery before bedtime. But there’s plenty of motivation to venture out, including a spa with an interactive aroma bar, a moody gray lounge inspired by beloved Wes Anderson character Margot Tennenbaum, and Park 75, a seasonal restaurant that utilizes ingredients pulled straight from the hotel’s terrace garden.

Inspired by the famous Fox Theatre—the Moorish-style movie palace turned performance venue is just across the street—Hotel Indigo Atlanta Midtown strikes a musical note at every turn. The experience begins at reception, where the desk resembles a drum set and a collage of show tickets from the past 30 years decorates the wall behind it. Guest rooms riff on the theme with accent wall murals that make it look like you’re either attending a concert or starring on stage, but the overall vibe is playful comfort, with pops of green on the quilts, spa-like baths with Aveda products, flat-screen TVs, and free WiFi. If you find yourself hankering for soul food, the chicken and waffles at the on-site restaurant should do the trick, but don’t pass up a drink at the black-and-white bar counter, which looks like the keys of a piano and is backed by a wine display that evokes the inner workings of a jukebox.

Sarma is the third outpost in restaurateur Ana Sortun’s Boston empire after the acclaimed Oleana and Sofra. Meyhanes—literally, “houses of wine”—have been social gathering places in Istanbul since Byzantium, and Sarma channels the communal spirit of these traditional Turkish bar/restaurants while serving up craft cocktails, local beer, and of course wine, not to mention typical meyhane snacks like parsnip fritters and lamb kofte (albeit the latter in slider form). Mezes, the eastern Mediterranean’s version of tapas, are also dished up alongside sarma wraps and shish kebab: Chef/owner Cassie Piuma gets creative with the latter, skewering and grilling scallops, quail, and barbecued duck.

Stop by Loló’s new and improved location on Valencia street for a colorful atmosphere, delicious mezcal cocktails, and a creative Jaliscan-Californian cuisine. Owned by a husband and wife restaurateur duo from Jalisco, the western Pacific district of Mexico, Loló is open for dinner and brunch, highlighting traditional Mexican flavors with fresh Californian ingredients. Order several of the smaller plates—try the panko avocado tacos or the huitlacoche and requeson, stuffed wonton ravioli—and share. Reservations available. Loló is open Mondays through Thursdays from 6 pm to midnight and Fridays through Sundays from 11:30 am to 5 pm and 6 pm to 1 am. Sunday brunch is available from 11 am to 4 pm.

Opened in 2006, the Four Seasons Centre for Performing Arts right in the crux of downtown at Queen and University is a gorgeous forum for performances from the National Ballet of Canada and the Canadian Opera Company (COC). For those looking for a frugal experience, the COC holds free concerts most Tuesdays and Thursdays at noon, and some Wednesdays at noon or 5:30 p.m. in the Richard Bradshaw Amphitheatre. Though the National Ballet’s most famous performance is The Nutcracker, performed, of course, during the holiday season, the company also performs other family-pleasing ballets including Sleeping Beauty and Alice’s Adventures in Wonderland from time to time.

In a new(ish) location overlooking the bay, this perennial Big Island favorite weaves local, organic, and free-range produce into culinary alchemy. Deceptively simple dishes dance on the taste buds; the rich umami of the mushroom potpie and the spicy ahi poke do a particularly fabulous fandango, along with the jalapeño-hamachi-belly sushi roll. The peppered beef carpaccio has a dedicated following, pairing soft grass-fed beef with sea salt and fried capers—as does the half-pound burger that comes topped with Gorgonzola. Even vegetarians can indulge here, starting with the cauliflower grilled with black-garlic aioli and moving onto a taro-quinoa veggie patty beside hand-cut fries. Make sure to save room for the legendary chocolate lava cake!