Foragers, Farmers, and Friends at High Country Wine & Provisions
2025-11-10 18:00 (America/New_York) | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
Kick off Highlands Food & Wine Festival week in style with an unforgettable evening at High Country Wine & Provisions.
Acclaimed Chef Johannes of The Library Kitchen + Bar brings his culinary mastery to a four-course dining experience, paired with the award-winning wines of Cooper and Guy Davis from Davis Family Vineyards.

Supper Social Club at Hotel Cashiers
2025-11-12 17:00 - 21:00, 2025-11-19 17:00 - 21:00 | Hotel Cashiers, 7 Slab Town Road, Cashiers, NC, 28717, United States
Join in every Wednesday for a special prix-fixe dinner menu!
Each week will offer a new concept created by Chef Kelly and will include a starter, entree, and desert as well as special pricing on wine selections curated by our very own sommelier, Gabriel.
Advance tickets offer a discount but walk ins are welcome based on availability. Book in advance and save! Reservations are recommended.

HF&W | Grand Tasting at The Bascom
2025-11-13 19:00 - 22:00 | The Bascom, 323 Franklin Rd, Highlands, NC, 28741, United States
A Highlands Food & Wine Event
Our signature opening event, the Grand Tasting, invites you to get acquainted with our beloved Highlands-Cashiers restaurants and regional chefs as well. And the wine? It is FLOWING. Rounding out the evening, The Psycodelics will have you grooving to the beat, setting the tone for a fun-filled weekend.

Access to Highlands Food & Wine’s premiere kick off event
Opportunity to sample small plates from featured local and regional chefs
Sample wines from around the world, while meeting wine makers and suppliers
Enjoy craft beer and cocktails

HF&W | Smoke Signals at Kelsey Hutchinson Founders Park
2025-11-14 12:00 - 15:30 | Kelsey-Hutchinson Founders Park, 411 Pine St., Highlands, NC, 28741, United States
Highlands Food & Wine Event

Introducing Smoke Signals—think everything chargrilled and seasoned. Our chefs’ global foodways will make you nostalgic for backyard barbecues and campfire cookouts in a way you’ve never experienced before.
Friday gives all the love to our beer and spirits partners, and our craft beer area is back, bigger and better than ever. Lifting our spirits even higher,
Paul McDonald opens for nostalgic bluegrass Americana band Railroad Earth, sure to bring the house down.

4th Annual Harvest Lunch at Highlands Wine Shoppe
2025-11-14 12:00 - 16:00 | Highlands Wine Shoppe, 269 Oak St, Highlands, 28741, United States
Highlands Wine Shoppe is bringing The Harvest BACK to Highlands!
Join us as we celebrate the magic + conviviality of the harvest season. Indulge in a delectable, harvest-inspired feast prepared by acclaimed Chef Ken Naron as you sip + savor your way through a selection of Old World + New World wines from around the world!

HF&W | Vines in the Pines at Highlands Biological Station
2025-11-14 16:00 - 17:30 | Highlands Biological Station, 265 N 6th St, Highlands, NC, 28741, United States
A Highlands Food & Wine Event
Hiking, but make it Highlands Food & Wine.
Partake in a guided stroll on the flat, manicured trails through the Botanical Gardens of the Highlands Biological Station with natural and sustainable wines tastings along the way.
The tour will culminate at the lakeside Teaching Pavilion for a sunset toast to our beautiful town.

HF&W | Her Voice, Her Vintage at Skyline Lodge
2025-11-14 16:30 - 18:00 | Oak Steakhouse at Skyline Lodge, 470 Skyliine Lodge Road, Highlands, NC, 28741, United States
A Highlands Food & Wine Event
Enjoy an early evening of conversation, songs, fine wine and hors d’œuvre pairings with American singer-songwriter and AMA nominated Emerging Artist of the year, Nikki Lane, nestled under Skyline Lodge’s outdoor pavilion.

Barrett Family Wine Dinner at On the Verandah
2025-11-14 18:00 | On the Verandah, 1536 Franklin Rd, Highlands, NC, 28741, United States
The Barrett Family Wine Dinner is a special evening of exceptional wines and seasonal cuisine, hosted by Remi Barrett. Guests will enjoy curated pours from the Barrett family portfolio alongside stories and insights shared by Remi herself.

Annual Farm Harvest Dinner at The Farm at Old Edwards
2025-11-14 18:00 | The Farm at Old Edwards, 336 Arnold Road, Highlands, NC, 28741, United States
Your senses will come alive with the sights, sounds, smells, and flavors of farm-fresh creations prepared live. Meet the farmers from Sunburst Trout Farm and Anson Mills and feast on their bounty. End the evening with the foot-stomping live music of Back Porch Orchestra.
It’s a fun, down-on-the-farm festival of the senses and a celebration of great Southern culinary traditions.

Cinder & Cellar Wine Dinner at Flat Mountain Farms
2025-11-14 18:00 | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States
A Fireside Pairing with Chef Santiago Guzzetti of Ilda and Sara Brewer of Boisset Collection
Step into an evening of refined indulgence as Chef Santiago Guzzetti of Ilda in Sylva presents a four-course French-inspired menu, each dish kissed by live fire and seasonal ingredients. With roots in Argentina and Italy and Michelin-level training, Guzzetti brings depth and elegance to every plate. The night begins with champagne and caviar under the open sky, then moves into a cozy barn setting for a seated dinner.

Cristom Wine Dinner at Highlands Supper Club
2025-11-14 18:00 | Highlands Supper Club, 130 Log Cabin Ln, Highlands, NC, 28741, United States
Enjoy a six-course evening of culinary artistry paired with exceptional wines from Cristom Vineyards.
Each dish—from oysters and goat cheese tart to duck breast and dark chocolate terrine—is matched with selections that showcase the elegance of Oregon’s Willamette Valley.
A celebration of flavor, craft, and connection.

HF&W | Main Event on Main Street Highlands
2025-11-15 12:00 - 15:30 | NC
A Highlands Food & Wine Event
The ONE not to miss: the Main Event! We take to the streets of Highlands, block-party style, with over 30 chefs and dozens of wines, specialty cocktails and mocktail brands, coffees, ciders and toddies galore. And don’t forget to dress to impress–The Style Watch is looking for those feeling their ‘fit and will get a little reward for their best put-together. We’re pining for the 90s and are proud to welcome HFW 2025 headliners and multi-Grammy winner The Wallflowers with opening support by Nikki Lane.

Access to the ultimate oyster roast
Small plates featuring local and regional chefs
Enjoy a selection of wines, craft beer, and spirits

Oakville Legacy & Meyer Family Cellars Seminar at Highlands Wine Shoppe
2025-11-15 13:30 - 15:30 | Highlands Wine Shoppe, 269 Oak St, Highlands, 28741, United States
In the 1970s, Justin Meyer + Ray Duncan founded Silver Oak, forever changing the landscape of American wine. That pioneering spirit lives on through Meyer Family Cellars, established in 1999 by Justin + his son, Matt.
We are honored to welcome Winemaker & Owner Matt Meyer for an unforgettable seminar celebrating his family’s enduring legacy.

Oyster Roast at Highlander Mountain House
2025-11-15 15:00 | Highlander Mountain House, 270 Main St, Highlands, NC, 28741, United States
Join us for a Lowcountry Oyster Roast featuring oysters from Pelican Oyster Company.

Your ticket includes all-you-can-shuck oysters, your first beer from Munkle Brewing, and live bluegrass on the porch from Flat Bridge String Band.

Tickets are $50 + tax and available here.

Brochelle Wine Dinner at On the Verandah
2025-11-15 18:00 | On the Verandah, 1536 Franklin Rd, Highlands, NC, 28741, United States
Join us in welcoming Brochelle Vineyards for a multi-course wine dinner! Wines will be offered at a discounted rate for the night!

HFW | Barn Ramble at Flat Mountain Farm
2025-11-15 19:00 | NC
Gather with fellow festival-goers for a spirited evening at Flat Mountain Farm for the Barn Ramble: joining music, flavors, and community in one unforgettable place.
Enjoy local beer and wine, Blade and Bow cocktails, and Little Secret small bites while Nashville musician Sam Morrow fills the barn with a little bit of good ole southern rock.

HF&W | Shot at Redemption at The Bascom
2025-11-16 11:00 - 14:00 | The Bascom, 323 Franklin Rd, Highlands, NC, 28741, United States
A Highlands Food & Wine Event
Due to capacity as a seated event, ticket priority is to VIP Weekender ticket holders. Additional tickets may come available.
5-time Grammy Award winning (and Lifetime Achievement award winner) Blind Boys of Alabama are back to join us on the mountain, 10 years later! They’re ready to bring us the gospel truth about why Sunday Brunch in Highlands is the best, and we’re sparing no expense. Rest and relax as we treat you to a seated-and-served multi-course brunch, complete with your favorite Bloody Mary bar, except we’ll do the work for you.

Seated brunch with plated and family-style delicacies
Sunday’s famous Ultimate Bloody Mary Bar, presented by Ketel One

The Tailgate Cooperage | A Wine Club Event at Duck Hawk Provisions
2025-11-19 17:30 - 19:30 | Duck Hawk Provisions, 281 US 64, Cashiers, NC, 28717, United States
Become a member of the Duck Hawk Provisions Wine Club and unlock exclusive monthly pairing parties crafted just for you.
Join us for A Tailgate Cooperage. A Chili and Oregon Wines Party.

High Tea at Highlander Mountain House
2025-11-22 15:00 - 17:00, 2025-12-13 15:00 - 17:00 | Highlander Mountain House, 270 Main St, Highlands, NC, 28741, United States
Step into the season’s cozy magic with our traditional High Tea at Highlander Mountain House. Enjoy finger sandwiches, warm scones, and sweet treats paired with teas from Rosenthal’s and Highlands Spice & Tea (plus optional mulled wine).
Tickets are $80 + tax and available here.

Thanksgiving Dinner at The Ruffed Grouse
2025-11-27 11:00 | Highlander Mountain House, 270 Main St, Highlands, NC, 28741, United States
Gather with us this Thanksgiving at The Ruffed Grouse for a warm, festive celebration by Chef Adam Bresnahan!

Enjoy a four-course meal designed to bring everyone together, with thoughtfully paired wines available.

Tickets are $90 + tax and available here.

A Christmas Wine Bar Pop Up at Duck Hawk Provisions
2025-12-05 09:00 - 20:00, 2025-12-12 09:00 - 20:00, 2025-12-19 09:00 - 20:00 | Duck Hawk Provisions, 281 US 64, Cashiers, NC, 28717, United States
Fridays in December, we’re opening the cellar and keeping the Nest pouring until 8:00 p.m. Expect featured champagnes, cozy reds, and bottle discounts you won’t see every day. Holiday snacks are on: spiced pecans, bacon‑wrapped figs, and a few surprises.
Swing through when it suits you. Grab a glass, share a toast, stay a while. Good wine, good company, and a little December glow.

Holiday Hits: Festive Cheeses and Board Making Tips at One Wicker Cheese Co
2025-12-11 17:30 | One Wicker Cheese Co., 539 Main St, Highlands, NC, 28741, United States
Perfect for all cheese and wine enthusiasts!
Join us for the evening as we explore a selection of amazing cheeses paired with fun festive wines. We’ll talk through the basics of tasting, pairing and chat holiday board building tips!

"L'amour du Vin" | A Wine Club Event at Duck Hawk Provisions
2025-12-17 17:30 | Duck Hawk Provisions, 281 US 64, Cashiers, NC, 28717, United States
Become a member of the Duck Hawk Provisions Wine Club and unlock exclusive monthly pairing parties crafted just for you.
“L’amour du Vin” (love of wine event)
A lovely night featuring a French Menu and French Wines

Appalachian Holiday Tea at Highlands Supper Club
2025-12-19 14:00, 2025-12-20 14:00, 2025-12-21 14:00 | Highlands Supper Club, 130 Log Cabin Ln, Highlands, NC, 28741, United States
Celebrate the season with an afternoon of cheer and experience our new tradition at our Holiday Tea! Gather your friends to enjoy an Appalachian take on the Afternoon tea. We’ll provide the tea, and a tower of pimento cheese and smoked trout tea sandwiches, our favorite biscuits and jams, and sweets and treats, and of course have wine and great cocktails to add on.
