Toast and taste your way through the weekend’s exclusive kick-off event in Kelsey-Hutchinson Park. Savor cuisine from the area’s most celebrated restaurants while sipping wines from around the world and enjoying live music by LYRIC.

Folks, park your appetites right here for a gastronomic joy ride. Relish selections from a wide array of food trucks, craft brews, and fine wine, as you jam to sweet tunes by The Lone Bellow*.  All Friday afternoons should be this truckin’ fun.

Grab your complimentary glass and set out on a wine adventure to fabulous shops on and around Highlands’ iconic Main Street. Taste a variety of wines carefully paired with small bites at over 25 retail locations.  Each Sip & Shop day concludes with a reception complete with live music and prizes.

The Main Event is exactly that….our Saturday anchor experience encapsulates all you love about Highlands and then dials it up to eleven.  Hosted along quintessential Main Street, this block party features the ultimate oyster roast and unique samplings created by award-winning chefs, paired with incredible craft beer, wine and cocktails.  Don’t think it can get any better than this? The revelry continues with a live concert by the legendary Robert Earl Keen*.

Grab your complimentary glass and set out on a wine adventure to fabulous shops on and around Highlands’ iconic Main Street. Taste a variety of wines carefully paired with small bites at over 25 retail locations. Each Sip & Shop day concludes with a reception complete with live music and prizes.

As we celebrate the joy of food and wine, it’s important to remember those in need. Highlands Food & Wine and partners are proud to present this charity concert featuring Langhorne Slim and The Lost at Last Band on Saturday night. All net proceeds will benefit the Highlands Food Pantry, an organization helping to end food insecurity in the Highlands/Cashiers area. Do good and feel good while supporting this amazing cause.

Hallelujah, this is going to be heaven on earth!  Enjoy an intimate performance by the iconic Mavis Staples, while rejoicing in friends and fellowship. Delectable brunch favorites, mimosas, Bloody Marys, and plenty of inspiration make this a praise-worthy event you won’t want to miss.

Award-winning Highlands restaurants team up with world-class wine makers for very special dinners throughout the weekend.