8 Last-Minute 2019 Memorial Day Weekend Deals to Book Now

In a protected harbor along the rocky shores of Penobscot Bay, historic Camden is a postcard-perfect town popular with summer vacationers since the late 1800s. It’s home to a clutch of luxe boutique hotels including the white-clapboard Camden Harbour Inn, an 1870s Relais & Chateaux property that's been fully restored into one of Maine’s chicest overnights, with a Netherlands-meets-New England style—the owners are a Dutch couple—and cozy rooms featuring featherbeds and Molton Brown bath products. For a quintessentially Downeast start to summer, book the Memorial Day Package, which includes a morning sailboat excursion aboard a local schooner, an hour-long couple’s massage, and a five-course tasting dinner for two at the Inn’s award-winning restaurant, Natalie’s.

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Many New Yorkers escape the city during Memorial Day Weekend for the Hamptons or the forested Hudson Valley, but for those seeking an ultra-urban getaway, we suggest checking out Manhattan’s newest hotel—the just-opened Times Square Edition—which is attracting style-conscious travelers to the once-too-touristy Crossroads of the World. The brainchild of nightlife impresario turned hotelier Ian Schrager stands is a chic respite from its frenetic Times Square surroundings: 452 sound-proofed rooms feature a soothing color palette accented by living plant walls, rich wood paneling, and garden-like terraces. With its Stay A While offer, guests who reserve three night stays, including over the holiday weekend, will enjoy 15 percent savings.

Colorful antebellum mansions, palmetto trees on every corner, and a buzzy restaurant scene... Charleston continues to be one of America’s most alluring destinations. Late May, just before the summer heat takes hold, is an ideal time to visit. In historic downtown, Belmond Charleston Place’s 435 spacious rooms and suites pile on the Southern Charm with their muted colors with elegant floral accents. Its seasonal Savings in Full Bloom special, which lasts through Memorial Day, earns guests a room upgrade and an afternoon sail—with drinks—on the 84’ Schooner Pride.

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With the hordes of ski bunnies gone and the prices mercifully down, Vail during the off-season is a savvy choice for summer travelers. Its slopes open up for hiking, zip-lining, and horseback riding while valley creeks surge with meltwater—perfect for whitewater rafting. With the Summer Escape package at the Arrabelle at Vail Square, a Rock Resort, stays of three nights or more get you 15 percent off. One of this posh town’s most exclusive sleeps, the 81-room Arrabelle takes its design cues from nineteenth-century Europe, with stone fireplaces, dark wood furnishings, and canopy beds—plus a massive spa with Alpine-inspired treatments.

For an wildlife-filled long weekend with a dose of subdued luxury, look no further than Amangani, just outside of Jackson Hole. Guests who book its Adventures in the Wild special (minimum stay of four nights required) enjoy a four-hour, sunrise or sunset wildlife tour in a BMW X5. In late May, expect to see moose, elk or bison—and their young calves!—plus sightings of grizzly bears just out from hibernation. The package also includes a picnic lunch and a one-week pass to Grand Teton National Park. After your fill of hiking (the park features 242 miles of trails), retreat to one of Amangani’s 40 airy suites, whose design—think neutral-tone fabrics and Oklahoma sandstone fireplaces—is purposefully understated, complementing (rather than competing with) the mountain views visible from floor-to-ceiling windows that lead to a private terrace or balcony.

Fresh off a multimillion dollar, top-to-bottom renovation, Hotel Figueroa is a stylish downtown LA hotel with Spanish Colonial vibes—wrought iron detailing, tapestries, and ornate fireplaces—and a serious cool factor. Opened (by women) as a women’s-only hotel in the 1920s, it’s still got a feminist bent: a residency program highlights contemporary female artists, and parties—many hosted at the iconic garden pool—turn the DJ booth over to women. With the Summer in the City special, enjoy 20 percent savings on the hotel’s individually-designed rooms, plus complimentary access to its exclusive pool parties (drink tickets included).

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May is one of the best times of year to visit the Aloha State, thanks to plenty of sun without as many sunseekers. At Four Seasons Maui, in the tony beachside community of Wailea, attentive service and indulgent amenities draw discerning jetsetters to its 380 guestrooms and suites, most of which have ocean views. Wile away the weekend in a complimentary cabana, either by one of the two pools or along the 2,000-foot-long beach. If the spirit moves you to explore, the resort’s exceptional staff can hook you up with a helicopter tour, snorkeling excursions, or a guided drive on the Road to Hana, famous for its 617 hairpin turns. For the long weekend, reserve the Experience More package and enjoy up to $200 in credits for resort activities and expenses, which you can redeem at the AAA Four Diamond restaurant Spago or the open-air spa.

Just because it’s a U.S. holiday doesn’t mean you have to stay stateside. The Waldorf Astoria Los Cabos Pedregal, overlooking the Sea of Cortez from its beachside perch in Cabo San Lucas, is planning a weekend of festivities this Memorial Day. Renowned Houston grill-master Ronnie Killen will be on hand serving Texas-meets-Baja-style barbecue while a pop-up Clase Azul pop-up tequila station doles out cocktails poolside. As part of its ten-year anniversary, guests booking the Decade of Luxury offer receive a complimentary night for a future stay. Once you’ve seen your room, with its private plunge pool and ocean views, you’ll be ready to start planning that return visit.