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With its white, single-story exterior and dark window frames, this 12-room inn on the Saratoga Race Course looks like a Tudor take on a vintage motor hotel. Once inside, however, visitors realize the boutique property is much more luxurious than a roadside motel. Rooms feature light-wood bed frames and equine-inspired art, while the bar offers an excellent wine and cocktail menu, which regular happy hours featuring Moscow mules served in copper mugs. There’s also an outdoor patio, where the hotel can arrange barbecue meals on request, and free bike rentals for those who wish to venture farther into town.

Why we love it: A reimagined motel with quirky design, mineral pools, and a spa straight out of a Wes Anderson movie

The Highlights:
- Three different mineral pools for soaking in the sun
- A laidback spa with a twist on Calistoga’s classic mud baths
- Fun amenities like bikes, lawn games, and Polaroid cameras

The Review:
Inspired by classic roadside motels, Calistoga Motor Lodge sits at the end of the Silverado Trail, offering guests a casual, quirky stay in Napa’s northernmost town. The boutique property features a design by New York-based firm AvroKo, with lots of midcentury-modern furniture, bright pops of color, and retro details to transport visitors back in time. Simple yet cozy, rooms feature bold carpets, vintage-inspired fabrics, and cheeky art (think needlepoint signs reading “No selfies in the bathroom” and fabric animal heads mounted on the walls), plus tiled bathrooms with rainfall showers and signature bath products from on-site MoonAcre Spa. In addition to custom-designed hoodie bathrobes and freshly ground pour-over coffee, guests can look forward to unconventional extras like hula hoops, Mad Lib books, and Etch A Sketches for passing time between activities. If you bring along your pet, the hotel will even provide a dog bed, water and food bowls, and treats to make your four-legged friend feel at home.

Committed to local culture, Motor Lodge often hosts community events like group hikes, outdoor movie nights, and festivals. On Maker Mondays, local artisans even pop up at the hotel to host lessons in print making and more. When it comes time to relax, guests can repair to the three on-site mineral pools, all fed by natural geothermal hot springs and surrounded by loungers and cabana beds, or the whimsical spa, which offers everything from massages and body scrubs to less-traditional mud baths and salt soaks in clawfoot tubs. Afterward, soak up the sun in the spa garden, play a round of cornhole on the lawn, gather around the firepit, or grab a complimentary bike and make the short ride into town. Just be sure to borrow a Polaroid camera from the lobby so you can document your adventures at the surrounding wineries, boutiques, and galleries.

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.

Montauk State Park sits at the head of the Current River, where seven springs converge to form a breathtakingly beautiful area. The park is popular with anglers who come to fish for rainbow trout in the cool waters, but also offers ample opportunity for hiking, biking, and picnicking in shady groves. Visitors can even learn a bit of history during tours of the old gristmill, built in 1896 at the center of what was once a thriving community. For a relaxing day in nature, follow the locals to the river, where they float in canoes with coolers of cold drinks in tow, then spend the night at one of the modern campgrounds, rental cabins, or motel rooms that dot the park grounds.

Hailed as one of the country’s first true boutique hotels, Hotel San José started its life as a 1930s tourist court and became a 1950s roadside motel before falling into disrepair in a bad part of town. In the mid-1990s, Liz Lambert bought it and transformed it into a minimalist, mid-century–inspired hot spot, the first of her distinctive Bunkhouse hotels, and the South Congress neighborhood changed with it. Although it’s now a must-visit for out-of-town hipsters (and its bar a hangout for trendy locals), the hotel stays true to its roots; a majority of the furniture was made by local artisans from reclaimed wood and Texas leather, the three most affordable rooms have a shared bath, and Lambert’s experience renovating the hotel and contributing to the neighborhood’s gentrification prompted her to make the documentary The Last Days of the San Jose.

Nowadays, SoCo is Austin’s hottest neighborhood, and Hotel San José is in the heart of the action, hosting local and touring bands in its courtyard and parking lot, and offering some of the city’s best coffee at Jo’s, its affiliated café. Plan to spend at least one evening making new friends over Shiner Bocks at the long tables in the courtyard lounge.

Why we love it: A Travelodge-turned-hip-hotel with an exciting bar and restaurant

The Highlights:
- Mid-century modern design that’s simple but stylish
- A bar serving some of the best cocktails in Boise
- Food courtesy of James Beard semifinalist Nate Whitley

The Review:
What started as a humble motel is now one of Boise’s hottest places to stay. At the Modern Hotel & Bar, mid-century furnishings and a rowdy atmosphere make the property a must for anyone who values good design and even better entertainment. Here, 39 courtyard-facing rooms surround a fire pit that serves as a hangout on summer evenings. Inside, bartenders mix classic cocktails with a twist, like the El Mundano with tequila, lemon juice, Cynar, smoked pineapple, and habanero.

The food is exciting, too. A semifinalist for a James Beard Award, chef Nate Whitley experiments with local ingredients to create novel—and delicious—dishes. Delicata squash comes drizzled with chili sauce and cashew cream, while sockeye salmon arrives swimming in bacon-ginger dashi.

Perhaps it’s the fizzy wine-in-a-can served at the reception bar, or the cornhole on the lawn in the pool and hot tub area—this 42-room hotel exudes a young, trendy vibe. The Coachman is set in two ‘60s-era motels that were joined as one, then renovated and reopened in 2016 by new owners who wanted to capture the feel of an old-time mountain retreat while injecting it with a clean, modern aesthetic. Though on the small side, the rooms have been given thoughtful touches, like a rubberized entrance for storing wet skis, heated toilet seats, and 43-inch Apple TVs. There isn’t a restaurant on site (though there is a complimentary continental breakfast), but the property is just a short walk to Stateline’s bustling nightlife, as well as restaurants and dining at Heavenly Village; the property also gives guests free access to nearby Lakeside Beach. And you don’t have to leave your fur-babies at home: For a small additional fee, they are welcomed with their own gift bag.

Want to avoid the crowds? At an elevation of over 8,000 feet, the remote North Rim of the Grand Canyon gets just 10 percent of annual park visits, making it a quieter experience preferred by couples and serious hikers. The only place to stay is the rustic Grand Canyon Lodge, a historic limestone-and-native-timber landmark that has been in operation since 1936. Accommodations are spare yet clean, ranging from no-frills motel rooms to more modern cabins with two queen beds plus a full bath, mini-fridge, coffeemaker, and spacious porch—some of which back up to the rim. The main building houses a dining room with expansive views of the canyon and a saloon serving cocktails and beer, but many grab something to go from the lodge’s Deli in the Pines to enjoy while soaking in the copper-hued sunset on the veranda. Owing to early snows, the lodge is only open from mid-May through mid-October; head there in September, when the changing colors of the region’s maple, birch, and oak trees put on a show that rivals the best New England foliage tours.

The Saguaro Scottsdale is among the handful of downtown Scottsdale hotels that embrace the urban Southwest vibe. Although it began life as a 1970s chain motel—evident in its blocky structure and the compactness of most rooms—this now-hip address has blossomed into the visual equivalent of desert wildflowers at the height of a wet spring. Especially striking against the desert tan that coats just about every other structure in Scottsdale, both outside and in, are a riot of colors that go beyond orange and purple and pink and yellow to such wildflower shades as California Poppy and Red Desert Globemallow. Just as vibrant is the Saguaro’s pool-party scene, aided, no doubt, by water temps chilled or heated as the season dictates. A complete redo of the Saguaro’s rooms in January 2017 gave them a modern Southwest vibe (think pastel-colored prints of cacti and desert-hued furnishings), but not so much that guests will be asking the concierge where to shop for cowboy boots (which would be Saba’s, just down the street, in Old Town).

Located on seven-mile-long Estero Island, Fort Myers Beach is precisely the sugar-sand playground you come to Florida’s Gulf Coast to enjoy. Named among the best in America, the beach is long and wide, making it perfect for a stroll or bike ride—especially at low tide. Vendors here sell everything from umbrella and chair rentals to parasailing adventures and eco tours. There are also accommodations, including hotels, inns, and small, family-run motels to fit nearly every budget.

You can’t beat the atmosphere and scenery at this Swiss-styled lodge, built 1913–14, on the scenic shore of the largest lake in Glacier National Park. The historic main-lodge rooms with lake views, as well as outlying cabins sitting on the pebbled beach, are often booked a year in advance. This leaves many travelers, who accept that nature is the main amenity, to make do with rooms in the characterless four-story modern motel wing. The soaring lobby lounge with a huge, pictograph-carved stone fireplace, vintage hand-painted lanterns, and deer, elk, and mountain goat trophies, as well as the sensational views from the pier and beach, make up for minuscule bathrooms, spartan room furnishings, slow Wi-Fi, and iffy cell phone signals. Self-drivers use the lodge as a base for the famed 50-mile Going-to-the-Sun Road across the Continental Divide. Hikers explore paths, including the wheelchair-accessible Trail of the Cedars, surrounding the 10-mile lake; the U-shaped valley branches into smaller glacier-carved “hanging” valleys dotted with waterfalls. In summer, guests also enjoy horseback riding and tours on the DeSmet, a vintage cruiser.

Reservations required—and no wonder. The tours at the Neon Museum sell out months in advance. A walk through the museum’s famous “Boneyard” (where neon goes to die) is fascinating, from motel row to the first integrated casino (one that shut almost as soon as it opened), and the Stardust, with its nuclear testing-inspired font. All of this comes alive thanks to the museum’s famous docents, all art history buffs with loads of family history or other personal anecdotes.

In its newest incarnation, opened in 2012 and soaring 55 stories at the corner of Bay and Yorkville, the Four Seasons Toronto embodies founder Isadore Sharp’s vision to focus on the guest, which has positioned the brand as a leader in the luxury hotel market. This is the flagship property, arguably Toronto’s most elegant hotel and a blueprint for the brand’s subsequent hotels globally. It’s the first hotel in Canada ever to be awarded both the AAA Five Diamond and Forbes Travel Guide Five-Star ratings. The contemporary design aesthetic from Yabu Pushelberg brings sophisticated neutral tones throughout the spacious rooms. The sunlit, ninth-floor spa is a favorite among both visitors and locals.

Why we love it: A seaside sanctuary that marries high design with local adventure

The Highlights:
- The mix of Mediterranean and mid-century California style
- Working record players and vintage vinyl libraries in place of TVs in guest rooms
- Complimentary morning yoga, plus an “Adventure Collection” full of bikes, kayaks, surfboards, and hiking and snorkeling gear

The Review:
Opened in 2018, Hotel Joaquin pairs downtown cool with coastal elegance. The property comes courtesy of Paul Makarechian, who grew up in Orange County and now owns Auric Road, a collection of “petite resorts” that also includes Korakia Pensione in Palm Springs and Sonoma Coast Villa Resort & Spa in Bodega, California. Once a roadside motel, Joaquin now blends elements of St. Bart’s, the Mediterranean, and mid-century SoCal beach culture for an exclusive yet relaxed feel, with curated artwork and vintage finds around every corner. Light floods the guest rooms, some of which have balconies and private patios (book La Vue for the hotel’s only picture window, framing views of the ocean and Catalina Island). Each room also includes a working record player and vinyl library, as well as Anichini linens, Le Labo bath products, and artisanal snacks curated by Farm to People. The bathrooms pull out all the design stops with imported marble, hand-painted tiles, and brass fixtures.

At on-site restaurant Saline, guests can enjoy smoothies and other light fare for breakfast, wholesome salads and sandwiches for lunch, and Mediterranean-inspired share plates for dinner, along with house spritzes and creative cocktails all day long. When not lounging at the pool, take advantage of the hotel’s Adventure Collection, which includes complimentary surfboards, diving gear, bicycles, and more for exploring Laguna Beach. Should you prefer to hang on the beach, hotel staff will even set up your chairs, pack you a picnic, and deliver water sport equipment to Shaw’s Cove, just a two-minute walk from the property’s garden gate.

Note: You must be over 21 to reserve a room and at least 18 to stay at Hotel Joaquin. Service animals only.

Why we love it: A stylish but mellow alternative to the glitz of Los Cabos

The Highlights:
- Chic rooms, some with soaking tubs, outdoor lounges, or ocean views
- On-site restaurant Benno and its creative Mexican-Mediterranean fare
- Proximity to Todos Santos and the chance to connect with the local community

The Review:
Liz Lambert has made a name for herself converting quirky motels into cool-kid haunts in Texas and beyond. With Hotel San Cristóbal, she brings her magic to a transcendent Pueblo Mágico in the Baja Peninsula. Now she’s bringing her magic to a transcendent Pueblo Mágico in the Baja Peninsula. Just outside of Todos Santos proper, on the small fishing beach of Punta Lobos, the whitewashed, cubist property houses 32 serenely chic rooms, complete with crisp Sferra linens and serape-inspired duvets, vibrant ceramic-tiled bathrooms, and windows that overlook sunny Pacific waves (keep your eyes peeled for migrating gray and humpback whales).

Resist the urge to confine yourself to your Coco-Mat mattress, however. Adventure awaits in the form of surfing off nearby Playa Cerritos, learning to make pottery in an off-site class, or accompanying chef Edgar Palau on a trip to source fresh fish from local anglers. There’s also a beautiful central pool and lounge, a library, a seaside mirador, and a small retail shop on property. When hunger strikes, head to Benno, where biodynamic meals that fuse Mexican and Mediterranean flavors pair perfectly with small-batch mezcals and sustainably harvested regional wines.