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Why we love it: A condo-style property near Pier 60 that’s perfect for traveling families

The Highlights:
- Spacious, residential-style rooms with kitchenettes
- A kids’ club for children and rooftop cantina for adults
- A prime location steps from the Gulf and Pier 60

The Review:
Steps from the ocean and famous Pier 60 stands the flamingo-pink Hyatt Regency, favored for its friendly, attentive service. A residential-style property, the hotel boasts 287 generously sized rooms and suites, complete with some combination of walk-out balcony, kitchenette, dining table, living area, and workspace. Also on site is a 24-hour gym, a serene spa with sun-warmed shell massages, and a heated pool on the eighth floor overlooking the beach.

Though rooms here cater to those who like to prepare their own meals, the hotel still shines with dining options. Guests can start the day with freshly brewed coffee and pastries from the grab-and-go Market and end it with a handcrafted cocktail at Off SHOR or the Latin-inspired Tropicana Rooftop Cantina (order your drink in a souvenir glass and it will come in a coconut carved into a monkey’s head). For dinner, there’s SHOR American Seafood Grill, which boasts a spacious patio and regional seafood dishes like whole local snapper and line-caught Florida swordfish.

Maui’s quiet town of Wailuku is home to some of the world’s most artful doughnuts. The owner of Donut Dynamite!, who goes by her nom de cuisine “Madame Donut,” started the business as a food truck. In 2016, she opened this brick-and-mortar location after she won the “Backyard Barbecue” episode of the Cooking Channel’s Sugar Showdown. Trained at the Culinary Institute of America, she brings a high-concept approach to her signature sweets, with standout flavors including bacon-maple, cheesy hammy, and a lush purple number featuring Molokai sweet potato and poi (a Native Hawaiian staple made from taro roots). Don’t miss the legendary Cinnamon Toasty Crunchy, topped with finely diced croutons made in-house, and be sure to get to the shop early—it opens at 6 a.m. and often starts running low on doughnuts by 9 a.m.

Why we love it: A conveniently located stay that’s perfect for families visiting Dollywood

The Highlights:
- A family-first design, including some rooms with bunk beds
- Perks like discounted tickets and a free shuttle to Dollywood
- Two on-site pools with views of the Smoky Mountains

The Review:
When Dolly Parton came up with the idea for her DreamMore Resort, she was hoping to create a “front porch” for Dollywood, a place where families could relax and share time together after a day of fun at the park. To that end, almost every detail of the property is designed with families in mind, including 11 different guest room configurations with amenities like bunk beds and adjoining doors. The resort also offers discounted passes and a free shuttle to the theme park.

An expansive pool area features waterfalls, a splash pad, and more placid areas for adults, all within view of the stunning mountains that surround the resort. For when parents need a break, there’s also a luxurious salon and spa with treatments designed to relax and rejuvenate. The food and beverage offerings at DreamMore aren’t fancy, but they offer good value for families, including an ample buffet at Song & Hearth and grab-and-go fare at DM Pantry. After the kids have gone to bed, end your day with a nightcap in The Lounge, which serves Southern-inspired cocktails in an old-timey ambience.

Why we love it: The first luxury boutique hotel in Chattanooga, with mid-century cool to spare

The Highlights:
- Every room is different, so guests can discover a new favorite on each visit
- Attention to detail all the way down to thoughtful room amenities like electric kettles and a welcome cocktail on weekends
- Surprisingly affordable rates for such a refined property

The Review:
As much gallery space as boutique hotel, the 16-room Dwell occupies an early 20th-century building in downtown Chattanooga. Bold wallpaper in the public spaces and individually designed guest rooms lend the property a modern-art vibe, while furniture and fixtures are more in line with the building’s history. It’s all the vision of first-time hotelier Seija Ojanpera, who has created a haven for business travelers seeking a stylish spot to rest up for meetings, as well as tourists eager to explore “The ’Noog.”

Each room is designed differently and sports a unique name, allowing guests to request specific lodgings. Some feature working gas fireplaces, while all come with soaking tubs and rain showers to promote relaxation. Some balcony rooms offer views of downtown, but with enough separation to ensure a quiet night’s sleep. That is, unless you stay up late at The Dwell’s stylish cocktail lounge, Matilda Midnight, where talented bartenders serve expertly prepared drinks and small plates for snacking until the change of day.

Broadway Oyster Bar wears many hats. First and foremost, it’s an oyster bar, serving bivalves in a variety of fashions, from raw and char-grilled to fried and Rockefeller style. It’s also a solid bar, where a lot of folks come to party both before and after Cardinals games. Finally, it’s one of the finest music venues in St. Louis—or at least the most fun—with live shows twice a day, save for Fridays when one act plays the whole night. Expect local and national bands, plus a lot of New Orleans artists, playing anything from bluegrass to rock and reggae. Between all the eating, drinking, and music, take some time to learn the history of BOB. It’s housed in a building from the 1840s—one of the oldest in the city that’s still in use—that has served as a boardinghouse, Chinese laundry, record store, and bordello over the years. Naturally, it’s said to be haunted.

Why we love it: A boutique property with a strong sense of place

The Highlights:
- Cleanly designed rooms hung with local art
- A prime location in one of Duluth’s coolest neighborhoods
- Friendly owners who are ready with restaurant suggestions

The Review:
Opened in the fall of 2018, Hotel Pikku has quickly become one of Duluth’s most sought-after stays. With a name that means Little in Finnish, the boutique property has just three suites, decorated in clean, Scandinavian style with vintage couches, brass side tables, and paintings by local artist Patricia Canelake. Bathrooms feature walk-in showers and cedar-and-citrus-scented bath products, and suites 1 and 3 come with kitchens, which the hotel owners suggest stocking with snacks from the Dovetail Cafe or the Corktown Deli, across the street.

While there’s no permanent on-site staff at Hotel Pikku, the owners are available by text or telephone from 9 a.m. until 9 p.m. Rooms are bookable on Airbnb and guests check in themselves, making for a seamless stay. Out the front door, the burgeoning Lincoln Park Craft District is home to some of Duluth’s best restaurants and breweries. The hotel is surrounded by several studios and galleries, and is within easy walking distance of the Superior Hiking Trail, Lincoln Park, and entrances to the Duluth Traverse mountain biking trail system.

Why we love it: A casually elegant stay where you can relax but still be surrounded by it all

The Highlights:
- A top-notch bar stocked with rare whiskeys
- A rooftop hot tub that’s open year-round
- Boat and motorcycle rentals for exploring in style

The Review:
Located on the St. Croix River in the hip town of Stillwater, the Hotel Crosby offers a unique type of laid-back luxury. A mix of historic details and modern design, the 55 rooms, including five suites, feature exposed brick, wood beams, and high ceilings alongside leather furniture and subway-tiled bathrooms. Available in eight different layout—from standard double queens and premium kings to studios and deluxe suites—they accommodate a range of needs, whether you’re traveling with your partner or bringing your entire extended family.

To further pamper guests, the hotel offers cozy common spaces decorated with local art, as well as MatchStick Restaurant & Spirits, which serves farm-to-table small plates and 700 rare whiskeys. There’s also a fitness center, a rooftop hot tub that’s open year-round, and an on-site spa offering everything from facials and massages to body-contouring treatments. Should you wish to venture out, the hotel enjoys a convenient location on Main Street, surrounded by boutiques, restaurants, breweries, historic sites, and galleries. An outdoor activities coordinator is on hand to make suggestions or help arrange boat and motorcycle rentals to aid in your exploration.

Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.

When Rush Creek Lodge opened in the summer of 2016 less than a mile from the park’s west gate, it was the first new resort in Yosemite in 25 years. A classy, family-friendly addition, it’s set amid 20 forested acres about 25 miles from Yosemite Valley—close enough for exploring the park by day, then leaving the crowds behind at night. The vibe here is log-cabin chic, with contemporary furnishings and amenities like Keurig coffee machines, satellite radio, and feather pillows. TVs were deliberately left out to encourage “an authentic and rewarding mountain experience,” but each room comes stocked with games as well as a private deck for leisurely tree-gazing. The 143 rooms fall into three types, most created with families in mind. Lodge rooms can accommodate up to four; suites feature sliding barn doors that separate the bedroom from the living area, which includes a queen sofa-bed and cast-iron fireplace; and large one- and two-bedroom hillside villas can fit up to six people. The onsite tavern serves the same impressive menu as the restaurant but in a more casual setting, plus there’s a bar in the pool area for sandwiches and snacks. There’s also a huge game room with billiards, shuffleboard, and a climbing structure as well as nightly s’mores by the fire.

Gramercy Tavern in the Flatiron District can fairly be described as a New York institution. When the restaurant opened in 1994, Tom Colicchio, who has gone on to fame as much as a television chef as one who cooks in his kitchens, presided over the restaurant. In 2006, he passed the reins to Michael Anthony. Gramercy Tavern is actually two restaurants in one. The Tavern, in the front, is a lively, buzzy space where the menu is à la carte; the more formal Dining Room, in the rear of the restaurant, also has an à la carte menu—as well as prix fixe and tasting ones—at lunch, though only set menus at dinner, when a three-course version is $129 and a seasonal tasting one is $179. The vegetable tasting menu at dinner, for $159, is perhaps among the most gourmet vegetarian meals anyone will ever experience. (All prices include gratuities.) The dishes in both spaces could be described as American comfort food elevated with some gourmet touches. You can expect fresh produce to be emphasized in plates like the duck meatloaf and the cobblers and pies—the restaurant is known for its desserts.

An antidote to hectic modern life, Travaasa Hana, on Maui’s remote eastern coast, feels like a step back in time. There are no televisions, radios, clocks, or air-conditioning (ceiling fans and panoramic sliding doors capture ocean breezes) in nearly all of the 70 cottages and suites, but you won’t miss them. Your days will be spent soaking up Hawaiian culture, whether that means fishing with throw nets, making traditional ti leaf leis, or enjoying an open-air ukulele lesson. Of course, no visit to these parts is complete without a journey along the legendary Road to Hana, which lies to the north and west and promises primordial views of waterfalls, gardens, and secluded swimming holes. Upon your return to the resort, savor the fresh-caught specialties at the Preserve Kitchen & Bar, overlooking Hana Bay.

Opened in 1916, this Upcountry Maui icon draws hordes of locals and savvy tourists with its racks of sweets, including legendary cream puffs and amazing stick doughnuts. The menu here also features pies, rolls, bread, cookies, cupcakes, turnovers, and irresistible guava malasadas (Portuguese doughnuts), but the bakery is best known for its Long Johns—yeast-risen pastry bars coated with glaze or icing. Go early, as the crowds pick the trays bare by 10 a.m., and be sure to check out the memorabilia of bygone eras tucked among the postcards, pantry staples, and fishing gear for sale.

An ancient atoll, Molokini lies 2.5 miles off Maui’s south coast, where the water is calm, clear, and teeming with marine life. Here, snorkelers and scuba divers can expect up to 150 feet of visibility, allowing for perfect views of yellow tang, parrot fish, black triggerfish, bluefin trevally, and even moray eels. To explore it for yourself, book a tour with Maui Classic Charters, which sails to Molokini in a 55-foot catamaran with a glass-bottomed viewing room. Choose one of the early-morning trips for a better chance of calm seas and bigger sea creatures like octopus and eagle rays, and bring along snacks, sunscreen, and, for those who run cold, perhaps a rash guard or thin wet suit, especially in the winter months.

Built in a former auto garage in Nashville’s Gulch neighborhood, this five-room boutique hotel replaces industrial vibes with low-key sophistication: The whitewashed rooms—some with loft-style living spaces—feature high ceilings, custom furniture, and high-end amenities like Sferra linens and Turkish cotton robes, and the subway-tiled baths gleam with vintage taps.

There is no front desk, but guests receive a passcode for the entry keypad before arrival, and a concierge service is always on call. Have some down time? A comfortable sitting area is set up with board games and a large sideboard stocked with complimentary refreshments and coffee throughout the day, which makes the 404 the perfect spot for urban explorers who like to come and go as they please. But don’t miss dinner at the 404 Kitchen. Housed in a shipping container and accessed through another keycode doorway, it’s one of the city’s top restaurants.

If you happen to be in town for Cherry Creek’s annual arts festival in July, Halcyon makes a great base for exploring the neighborhood’s shops and galleries. Crisp white guest rooms with masculine touches have Nespresso machines, smart TVs, and sculptural turntables, as well as subway-tiled bathrooms with brass fittings and peekaboo showers; upgrade to a terrace room for a private outdoor space in which to bask in the Colorado sun. In keeping with its surroundings, the hotel displays more than 700 works by local artists, with an original piece in each room, but there’s plenty of reason to linger in the public spaces. A rooftop pool is lined with neutral-hued cabanas and white cushioned chaises, and two restaurants satisfy every kind of craving: Departure Restaurant + Lounge’s Asian-fusion menu covers miso ramen and roasted-duck fried rice, while Quality Italian offers shareable lasagna, dry-aged steaks, and cannoli prepared tableside. Just don’t be put off by the $30 per day amenity fee on your bill. Though it includes standards like WiFi and pool and fitness-center entry, it also gets you snacks and drinks at the Kitchen Counter, plus access to a Range Rover shuttle for stops around the neighborhood and the Gear Garage, which lends out everything from snowshoes and a Piaggio scooter to Leica and Go Pro cameras during your stay.