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On a hilltop perch overlooking 8,000 acres of grounds designed by famed landscape architect Frederick Law Olmsted, the Inn on Biltmore Estate’s 210 rooms and suites evoke traditional 19th-century manor houses, with dark mahogany beds and desks, billowing window treatments, and comfortable overstuffed chairs; book a room with a balcony to breathe fresh mountain air while appreciating views of rolling hills—or simply take in the vista from the hotel’s veranda. The formal dining room showcases seasonal specialties using estate-raised cattle and lamb, vegetables from the on-site garden, and wine from the property’s own winery, where you can participate in a free tasting, then ride back in a complimentary shuttle. If you’re looking for something more casual, the lobby lounge and library bar offer salads and sandwiches—and no dress code. But the main attraction is the 250-room Biltmore château, the Gilded Age mansion George Vanderbilt built here in the late 1800s, and its 16th-century tapestries, Renoir and Sargent originals, and 65 fireplaces.

While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.

For families who want a full-service hotel and non-partiers who can afford it, the Four Seasons Hotel is, at 424 rooms, one of the few moderately-sized (by Las Vegas standards) upscale accommodations on the Las Vegas Strip. Without a casino and situated at the extreme southern end of the Strip, putting it out of earshot of much of the frenzy, nothing about the hotel connotes “Vegas.” It could be a Four Seasons just about anywhere: the same serene ambience, the same classically stylish rooms, the same attentive staff, and the same bending-over-backwards for children. One of the secrets of the hotel’s success, however, is that the Four Seasons is actually a five-floor hotel-within-a-hotel, with a private passageway connecting it to the casino of the giant Mandalay Bay Resort. The pairing works because Four Seasons guests have their own private driveway, entrance, check-in, and concierge service. And if the quiet pool at the Four Seasons should prove too tame for a kid with his heart set on tubing down a lazy river, the Mandalay Bay attractions are all available to him, too.

No visit to Ambergris Caye is complete without an afternoon at the Palapa Bar. Situated at the end of a dock surrounded by turquoise waters and cool breezes, Palapa Bar attracts a mix of locals, travelers, and some of the coolest bartenders on the island. On a warm day, eschew the barstools and opt instead to float in inner tubes beside the dock; you can even have cold buckets of Belize’s Belikin beers lowered down to you. In addition to beer and standard cocktails, fun creations like Scotty’s Palapa Punch (three different types of rum, triple sec, mango, pineapple, and a squeeze of lime) offer some island-inspired refreshment. Up in the palapa, recommended items from the menu include sausage dip, pulled pork sandwiches, and the immense half-pound burger. Palapa Bar is 1.5 miles north of town and easily reached by golf cart, taxi, bicycle, or water taxi, which drops you right off at the dock.

If it’s not wintertime or you can’t get tickets to see the Maple Leafs play, then the next best way to experience Canada‘s game is by visiting the Hockey Hall of Fame. Situated in downtown Toronto, the museum is located on the lower floor of the Brookfield Place shopping center. It’s a short walk from the CN Tower and other attractions. (If you’re driving, you’ll need to find either metered parking or a parking garage, as there is no designated parking lot for the museum itself.) The Hall of Fame itself contains displays about historic moments in the game’s history, iconic jerseys and memorabilia from players, interactive games for children, and a room where the entire family can get up close with the Stanley Cup trophy.

While many cities have rivers, few take advantage of their waterways quite like San Antonio does. One of the city’s most popular tourist attractions, the River Walk runs along the San Antonio River and features both quiet stretches for jogging and livelier areas lined with colorful bars, restaurants, and shops. For an immersive experience, take a boat tour and learn more about San Antonio’s history and architecture.

For a taste of the good life, head to South Beach, known for its Art Deco hotels lining Ocean Drive and Collins Avenue, glittering nightlife, and see-and-be-seen vibe. The long stretch of beach, starting with the pier at the top of historic Washington Avenue, is a great place to take in the Miami of postcards and enjoy the sunset over the cityscape. This is where you’ll find some of Miami’s best shopping, top-tier nightlife, and award-winning restaurants, not to mention great people-watching and luxury-car spotting.

Why we love it: A classic St. Pete stay with a beachfront location and retro vibe

The Highlights:
- Cabana rooms with private patios by the pool
- The largest heated pool on St. Pete Beach
- A beach bar with frozen cocktails and live music

The Review:
Nicknamed “the Santorini of St. Pete Beach” for its white-and-blue color scheme, the Postcard Inn on the Beach strikes a balance between playful and sophisticated, attracting families and young couples alike. Set right on the beach, the property boasts a large heated pool, fitness center, and beachwear boutique, plus extras like a fire pit, beach cabanas, bicycles, and fun games like ping-pong and beach volleyball. The 196 bright, breezy guestrooms feature local artwork that pays homage to St. Pete’s surfers and sun worshippers of yesteryear, plus lime, teal, and sea foam accents for a funky vibe. Those looking for a little something extra should book one of the cabana options, which come with private patios right by the pool.

In the morning, guests can fuel up with locally roasted Kahwa coffee and freshly baked donuts at on-site cafe, P.S. Grind. Later in the day, head to the Beach Bar & Snack Shack for sandwiches, frozen cocktails, and live music, or Stamps Lobby Bar and Restaurant for blackened mahi tacos, barbecue dry-rubbed burgers, and other classic American dishes.

If you are looking for a fun, buzzing eating scene in the Wall Street area, this is it. Stone Street is a narrow, cobblestone street lined with restaurants and bars and filled with outdoor, communal tables. During lunch on nice days, an energetic crowd of casual business types from the Wall Street area fill the alley with loud laughter and clinking glasses. And after work—especially on Wednesday and Thursday nights—it’s a busy social scene. Stone Street was the first paved street in NYC. It starts at Hanover Square (off William Street 2 blocks south of Wall Street). Look for the imposing brownstone India House with the famous Harry’s Bar in the basement and walk around the building. Directions may sound complicated, but once you get in the area, follow the buzz of the crowd or ask one of the locals. About ten years ago, this historic corridor had a $2 million restoration of its cobblestone streets and vintage lamp posts, which helped usher in the new restaurants and the young crowds. Popular eateries include Adrienne’s Pizza Bar, Vintry Wine & Whisky and Ulysses Pub. Also on this street is Harry’s; opened in 2006, it is a new generation offshoot of the historic Harry’s at Hanover, a high-profile eatery in the financial district from 1972 to 2003. Food festivals also attract a hungry crowd. Look for Stone Street Fest in May and the Oyster Festival in September.

It appears small from the outside, but Gale South Beach manages to pack a lot into a modest space, including Italian restaurant Dolce, a cocktail lounge, and a nightclub. These attractions, and its prime location on Collins Avenue, just a block from the beach, make the Gale a social hot spot. The landmarked art deco building is, like many of its neighbors, protected from structural changes; as such, the hotel harks back to the golden age of American architecture. Inside, the decor evokes 1940s–1960s style, with throwback typography, black-and-white family photos, newspaper clippings, and mid-20^th-century memorabilia providing atmospheric design touches. The rooms are on the smaller side but tend to let in lots of natural light. The color scheme is nautical, with blue carpeting and white walls, and crisp, bright white linens embroidered with the hotel name in blue. Guests can take advantage of an outdoor bar on the fourth floor, and a rooftop pool. An annex of the hotel is set to open just a few feet away in December 2014. The Gale Suites at Kaskades is a 25-suite complex with a focus on luxury and privacy. It features rooms with Jacuzzi tubs and rain showers and has its own rooftop deck with cabanas.

The start of the path is quite easy to find in Friar’s Bay. Just walk North past Kali’s Beach Bar and past Friar’s Bay Beach Bar until you see a path marked by orange arrows. It should lead up a hill. (There appears to be another path that goes around the rocks lower down, but I wouldn’t recommend taking that one.) Once you crest the hill, the still somewhat clearly marked path opens wide in all directions. You get a clear view of the ocean on your left and grassy hills on your right. Cross through a fence. Walk past some old ruined condos. Meet up with a road. Wait, a road? I could have driven here? Yeah, well… the walk is pleasant and you’re at Happy Bay before you know it. And talk about “happy”! This secluded bay is often almost devoid of the throngs which plague some St. Martin beaches like Orient Bay. Here, there are practically no facilities (though they have been talking for a long time about adding some) so it just doesn’t attract crowds! It’s not as expansive as my favorite beach on St. Maarten (Long Bay) though… Anyway, once you take your pick of the many excellent spots to spend the day on this beach, it’s just a matter of deciding how much you’re going to take off. ;-)

This colorful, photography-friendly collection of the one-eyed glass artist’s work is more than just another tourist attractions. The Northwest room, with its ceramics, textile art, Pendleton blankets, and photography of Native Americans, is a nod to the traditional arts that inspired Chihuly’s work. Playful, brightly colored glass is everywhere: oversized spheres piled into a rowboat, sea creatures and undulating glass ribbons that evoke the movement of the ocean, and fanciful “flowers” in the outdoor garden. The gift shop is large, with a nice selection of gifts, novelties, and Pendleton blankets. King County residents get a $4 discount off admission. Great for visitors, residents, and anyone who has a nice digital camera they’re itching to try out.

Many New York hotels have style, but not all have character—the Marlton is a fine example of a property where the two are powerfully present. Originally built in 1900 as a cheap place to stay (and attracting the likes of writers including Jack Kerouac) this nine-story property was taken under the wing of hotelier Sean MacPherson (the Bowery Hotel, the Jane) and transformed into a downtown hot spot where no one seems to care that the rooms are tight on space, even according to New York standards. What square footage the rooms lack, the common spaces make up for—there’s a fire burning in the lovely lobby, complete with an espresso bar, along with a cocktail bar and French-feeling restaurant, Margaux, at the back, with a gorgeous, sunny solarium (a charming feature that has inspired many return guests). Rooms are thoughtfully designed, with inviting bathrooms. Striking the right balance between hip but not too fancy, the Marlton is a comfortable property that provides much more than just a place to sleep.

A breezy little beach hotel filled with rough wood, natural linen, and flea market finds, the Rose seems, to the uninitiated, like a pure product of quirky Venice’s hipsterfication. In fact, the historic, wood-and-stucco building was built by the beach town’s founder, Abbot Kinney, in the early days of the 20th century; rumor says it was his private brothel, frequented by such friends as Charlie Chaplin. By the 1970s, at the height of Venice’s drug culture, the building had become a flophouse of sorts, and neighbor Dennis Hopper was known to drop by. Before two British photographers discovered it, the house had turned into a mural-covered crash-pad for surfers, yogis, and beach bums of all kinds.

Looking at the low-key Rose now—the town’s first true boutique hotel, barely half a block from the beach—one would hardly know that the entire history of Venice had passed through it. The rooms are spare but stylish, with large windows, art photography, and vintage furniture. Some rooms are large enough to live in, whereas others share a hallway bathroom. Amenities are minimal—Stumptown coffee, bicycle rentals—but a relaxed beach house that attracts artists and creatives looking to delve into Venice’s eclectic, vibrant culture doesn’t need to try too hard to be cool.

In addition to providing a peaceful green space, this remarkable terraced garden near the Ponte Vecchio offers terrific views of the city. Its scale—much smaller than that of the Boboli Gardens—gives it a more intimate feel. In spite of its size, it includes an incredible diversity of garden styles. Climb the grand central staircase and wander from woodlands to an Anglo-Chinese garden, with fountains and sculptures in the mix, as well as visible fragments of the garden’s original medieval walls. The famed 19th-century art dealer Stefano Bardini lived in the Villa Mozzi (now the Villa Bardini) and it is his unique taste and vision that continues to shape this ornate attraction.