Greenville can feel especially dreamy with the right person by your side. Spend a whole day exploring together and enjoy the spark of these 10 ardently selected stops.
And, don't worry about the weather. Greenville's average low is 51° and average high is 72°, so most likely you can still celebrate Valentine's Day or any other special occasion, year-round.
9:00 am
Perk Up
Ready for a sumptuous cup of coffee or stellar breakfast sandwich? Welcome to Coffee Underground, a Greenville java institution that serves up breakfast, lunch, dinner, and dessert in its cozy, brick-walled space.
10:00 am
Picnic Pickup
Stroll south one block on Main Street and stop in Sully's Steamers to assemble your tasty picnic spread from what seems to be an unlimited array of bagel sandwiches. They've got hot and cold sandwiches, BYOB (Build-Your-Own-Bagels), and lots of sides to add including chips, drinks, cookies, and fruit. If you're in a hurry and staying in a downtown hotel, just order online and Sully's will deliver directly to you!
10:30 am
Scenic Byways
A straight shot from downtown (be it by Uber or your own ride), the Poinsett Highway leads to the gorgeous backcountry roads of Camp Old Indian, home to the Poinsett Bridge, SC’s oldest surviving bridge. The Gothic stone arch was part of the old State Road connecting Charleston to Upstate SC, and its design has been attributed to none other than renowned architect Robert Mills, the designer of the Washington Monument.
11:00 am
Enchanted Arcade
Little Gap Creek runs under the Poinsett Bridge. Explore the lush surroundings of our Carolina foothills, enjoy that delicious picnic, skip rocks, hike, walk, and photograph. It’s good luck to kiss under the parapet, so capture the moment with one darling selfie.
1:00 pm
Sit & Sip
Ready for refreshment? Pop over to Hotel Domestique and enjoy a sip in an auberge courtyard overlooking the Blue Ridge Mountains. Designer Eric Brown reimagined the property, fulfilling renowned cyclist George Hincapie’s vision for a European-esque boutique and restaurant with easy access to world-class cycling. The country estate is swoon-worthy inside and out.
3:00 pm
Renew & Recharge
A (massage) table for two is ready at River Falls Spa in the subterranean elegance of Greenville’s historic courthouse building. Relish a couple’s massage in a private suite followed by a fireside tub for two. Or, if a bookstore and a deep chair is more your speed, M. Judson Booksellers awaits right upstairs. The indie purveyor offers an ideal spot to browse regional writers and pick up a unique local gift.
5:00 pm
Trolley on Over
Hop aboard Greenville’s free trolley for an open-air lift along Main Street to Art Crossing at RiverPlace, and explore this community of more than 20 artists and their studios. Hop off at Greenville’s West End, and then plan to pass (or stop by) Fluor Field, home to the Greenville Drive minor league baseball team, and other mainstays of downtown.
6:00 pm
Palate Up
There are plenty of date-night dinner places in the utterly walkable and historic West End. Or, keep heading west to savor the flavors of the Carolinas in the Village of West Greenville. Its celebrated eatery, The Anchorage, is headed by Chef Greg McPhee, who offers a field-to-fork experience that spans a stellar botanical cocktail program and an ever-changing, by-the-glass wine list. Share plates for a slow-coursed dinner with hand-harvested, seasonal ingredients.
8:00 pm
Down the Lane
Once dubbed the “Million Dollar Hotel,” today the Westin Poinsett is home to our horse-drawn carriage rides stop provided by Whispering Winds Carriage Company. Snuggle in for a charming clip-clop around Main Street (twinkling lights included), and soak in a downtown that knows how to balance vibrant with picturesque.
9:00 pm
Nightcappin'
A two-story bar at Halls Chophouse is nightcap ready and will enchant you with its riverside location and fashionable patrons. Relish a classic cocktail —or a little dessert—in the candlelit bar, and enjoy live local music, seven days a week. For a twist on that classic cocktail (and if you're a little bit hungry), be sure to try the Prime Steak "Martini": filet mignon, house whipped potatoes, and peppercorn brandy sauce all served in a martini glass.
10:00 pm
A Little Night Music
Top off your evening with a live set of jazz or blues. We’ve got both (and just a block apart), creating a perfect ending to one idyllic day. Blues Boulevard Jazz is right on the riverfront, and Rainer’s Bar sits just across from Falls Park on the Reedy. Cozy into these intimate spots, relax, and revel in the realizationthat this entire day was made just for the two of you. ❤️
