There are Valentine’s Day gifts…and then there are Valentine’s Days gifts. While a scarf or a new perfume will always suffice, a surprise getaway definitely falls in the latter category. Something about impromptu travel is just so exciting—and it’s the gift of experiencing something together, creating memories that will last a lifetime, which is way cooler than a bathrobe...just sayin'.
But that doesn’t mean you need to be in a relationship to jump on these Valentine’s Day deals. Maybe you want to surprise your mom with a much-deserved vacation, or maybe your bestie will cover the flight miles if you take care of the hotel. Or maybe you want some true R&R and are thinking of embarking on this adventure solo. There are no wrong or right moves here—skiing in Jackson Hole or sunning in Anguilla can never, ever be wrong—but the clock is ticking on these discounted hotel rates, so you’ll need to take advantage of the sale prices as soon as possible. And once you do book, go here and here for some packing inspo.
THE SKI WEEKEND – JACKSON HOLE, WYOMING
If your loved one is happiest on the slopes, then Jackson Hole will be their happy place. Flanked by the Teton and Gros Venture ranges, the town encompasses the valley between the mountain that was originally descended on by fur trappers and frontiersmen in the 1800s. Today, it's dotted with art galleries, high-end restaurants, bars and, oh yeah, world-class skiing.
The Lodge at Jackson Hole Hotel
Teton Mountain Lodge & Spa
Four Seasons Resort Jackson Hole
THE SUN ’N SAND WEEKEND – ANGUILLA
Quickly becoming one of the ritziest isles in the Caribbean—and one that is suddenly on equal footing with St. Barth’s in terms of celebrity devotees—Anguilla is home to several pristine white sand beaches perfect for snoozing on all weekend long. The island also boasts some incredible reefs for snorkeling or diving and manages to maintain its charming local charm and culture (despite the five-star resorts cropping up).
Oyster Bay Beach Resort
Hotel La Plantation
THE MOST ROMANTIC WEEKEND – PARIS, FRANCE
If you’re looking to bask in the love this Valentine’s Day, there’s really no better place to head than Paris. Whether you want to tackle the Louvre the moment its doors open, or walk hand-in-hand along the hilly cobblestones streets of Montmarte, you will be taken by the city’s history, charm, and beauty. Regardless of your itinerary, be sure to make time for idling at a café while enjoying a glass of vin.
Terrass Hotel Montmartre by MH
InterContinental Paris le Grand
Le Royal Monceau Raffles Paris
THE TOURIST WEEKEND – CHARLESTON, SOUTH CAROLINA
There’s no better place to be a tourist in than South Carolina’s oldest city, Charleston, with its cobblestone-and-oak-lined streets and horse-drawn carriages. The town oozes charm—which we’ve all witnessed again and again, as the backdrop to Southern Charm. History buffs will enjoy the Nathanial Russell House museum and taking in a performance at the nearly-200-year-old Dock Street Theater, while foodies and shopping aficionados will be equally satiated.
The Dewberry Charleston
Belmond Charleston Place
THE WINE-DRENCHED WEEKEND – NAPA, CALIFORNIA
Let us be clear when we say that Napa is never a bad idea. Tasting wine amidst gorgeous vineyards and winter sunsets? Yeah, like we said, never a bad idea! Riding bikes from winery to winery by day, and eating some of the best food being made in the country by night, Napa is the perfect mix of culture and relaxation. Did we mention its known for its spas, too?
The Meritage Resort and Spa
Villagio Inn & Spa
Harvest Inn by Charlie Palmer
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