Slow Season Supper Club | Chef Santi of Ilda at Flat Mountain Farm
2026-02-15 18:00 (America/New_York) | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States
Chef Santiago “Santi” Guzzetti, the visionary behind Sylva’s acclaimed restaurant Ilda, brings a world-class culinary perspective rooted in his Italian-Argentinian heritage and refined through years of experience in Argentina, Spain, and New York City before settling in Western North Carolina. At Ilda, he and his wife Crystal Pace craft a seasonal Italian-Appalachian menu that celebrates local farmers and handmade techniques with heart and precision.
For Slow Season Supper Club, Chef Santi will be preparing hand-rolled pasta as part of a thoughtfully composed four-course, family-style supper club where food, beverages, and a memorable experience are included.
Expertly paired wines are included in the ticket price and will be thoughtfully curated by Caleb Irby, our Head of Hospitality and Beverage Director of Atlanta wine bar, Larakin.

Dips & Sips Party | A Wine Club Event at Duck Hawk Provisions
2026-02-18 17:00 | 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.

Dips & Sips Party

Join us for a casual pairing of our favorite dips and wines.

20 guests per event – Always at 5:00pm – Always a good time

Celebrate National Boiled Peanut Day at Western Carolina Brew and Wine
2026-02-20 18:00 | Western Carolina Brew and Wine, 454 Carolina Way, Highlands, NC, 28741, United States
The ultimate Southern pairing — a cold beer and hot boiled peanuts.
Swing by Western Carolina Brew & Wine for a pint, a cup of salty goodness, and a little porch‑sittin’, beer‑sippin’ fun. Fair warning: laughter, salty fingers, and staying longer than planned are all part of the charm.
Open Thursday 4-8, Friday- Saturday 12-8, Sunday 1-6

Slow Season Supper Club | Chef Craig Richards at Flat Mountain Farm
2026-03-08 18:00 - 21:00 | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States
This winter, we’re hosting an intimate supper club at Flat Mountain Farm, welcoming acclaimed Southeast chefs to The Peregrine for cozy, multi-course dinners.
The series features Chef Santiago Guzzetti (Ilda, Sante Wine Bar), Chef Mari Vega (James Beard Emerging Star Nominee), Chef Craig Richards (Lyla Lila, Elise Arts Center), and Chef Fuyuhiko Ito (Ishinom, Celestia, Sozou, formerly Umi).

St. Patrick's Celebrations at Hummingbird Lounger at Old Edwards
2026-03-13 10:00 - 2026-03-17 23:00 | Old Edwards Inn and Spa, 445 Main Street, Highlands, NC, 28741, United States
Join us at the Hummingbird Lounge for a spirited St. Patrick’s Day weekend filled with Irish-inspired flavors, festive touches, and special experiences throughout the property. Be sure to get the details about event times on the site.

Lucky Sips at Western Carolina Brew and Wine
2026-03-17 16:00 - 20:00 | Western Carolina Brew and Wine, 454 Carolina Way, Highlands, NC, 28741, United States
Western Carolina Brew & Wine will be wide open on St. Patrick’s Day, ready to pour the luck o’ the Irish one cheerful pint at a time.
Also Open Thursday 4-8, Friday- Saturday 12-8, Sunday 1-6

Game Warden Dinner | A Wine Club Event at Duck Hawk Provisions
2026-03-18 17:00 | 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.

Game Warden Dinner

Join us for a a selection of wild game straight off the Barbi.

20 guests per event – Always at 5:00 P.M. – Always a good time

Slow Season Supper Club | Chef Fuyuhiko Ito at Flat Mountain Farm
2026-03-22 18:00 - 20:00 | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States

Wine Tasting at Historic Toxaway Market
2026-03-26 17:00, 2026-04-09 17:00, 2026-04-23 17:00, 2026-05-14 17:00, 2026-05-28 17:00, 2026-06-11 17:00 | Historic Toxaway Market, 15889 Rosman Hwy, Lake Toxaway, NC, 28747, United States
Join in at Historic Toxaway Market for our signature wine tastings, held every 2nd and 4th Thursday at 5pm.
Sample six distinctive wines for just $25 and enjoy a relaxed, welcoming evening of discovery, conversation, and great pours. It’s the perfect mid‑month and month‑end treat.

Highlands Restaurant Week
2026-04-06 09:00 - 2026-04-12 23:30 | NC
Highlands Restaurant Week debuts April 6–12, inviting guests to explore the town’s culinary creativity through special menus and springtime dining experiences.
From fine to casual dining, participating restaurants will feature new menu items, offer fan favorites, and multi-course menus during Highlands Restaurant Week .
Check out the current lineup of participating restaurants for Restaurant Week. We’re excited to showcase an incredible mix of downtown dining destinations.

"Hawken Dorf" | A Wine Club Event at Duck Hawk Provisions
2026-04-15 17:00 | 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.

Hawken Dorf (German Village Tasting)

Join us for a fun night serving up grilled Sausages & German Rieslings.

20 guests per event – Always at 5:00 P.M. – Always a good time

Under the Stars, On the Rocks | Chef Alex Green at Skyline Lodge
2026-04-21 18:00 | Skyline Lodge, 470 Skyline Lodge Rd, Highlands, NC, 28741, United States
Enjoy a one-of-a-kind dining experience with our premier guest chef dinner series, “Under the Stars, On the Rocks”.
Hosted at Skyline Lodge against the stunning Blue Ridge Mountains, this event offers an al fresco steakhouse dining experience. Featuring collaborations with renowned chefs from around the country and Oak Steakhouse’s culinary team, each four-course meal will be family-style and is unique and personalized to the guest chef.
Chef Alex Green is the Executive Chef of Mileta in Lexington, Kentucky, where he leads a contemporary Italian-inspired kitchen defined by global influences and a deep respect for seasonality. A Kentucky native, Green has shaped his craft in notable Southern kitchens,
including helping open the acclaimed Josephine Estelle in New Orleans and serving as chef de cuisine at Hog & Hominy in Memphis, experiences that refined his approach to bold flavors and thoughtful technique. After returning to his home state in 2021, he joined the Mileta opening team in 2023 and now oversees the restaurant’s menu development and daily operations, crafting inventive, ingredient-driven dishes that balance refinement with warmth. His cooking reflects both a strong sense of place and a spirit of exploration, serving a meal that is at once rooted and unexpected.

The First Pour: Red Blend Release Party at The Vineyard at High Holly
2026-04-25 17:30 | The Vineyard at High Holly, 37 High Holly Rd, Scaly Mountain, NC, 28775, United States
The Vineyard at High Holly proudly presents the release of our signature red blend, where mountain air meets masterful blending.
Wear your favorite red or black to celebrate in style!
Wine & heavy Hors d’oeuvres

Cinco de Mayo Celebration at Highlands Burrito
2026-05-02 17:00 - 19:00, 2026-05-05 17:00 - 19:00 | Highlands Burrito, 226 South 4th Street, Highlands, NC, 28741, United States
Celebrate Cinco de Mayo with live music from 5–7 pm on Saturday and Tuesday at Highlands Burrito!
SATURDAY, MAY 2: Catch Ernest Bonilla playing live from 5 to 7 pm.
TUESDAY, MAY 5: Celebrate Cinco de Mayo with live music by Ernest Bonilla from 5 to 7 pm and an all-you-can-eat taco bar until 8 pm. Enjoy unlimited Tinga, Chicharrón, Ground Beef, and Chicken Chorizo served with miniature tortillas, salsa, and chips. $25 per person includes soda and agua fresca. Alcohol is not included.

Celebrate Cinco de Mayo at Western Carolina Brew and Wine
2026-05-05 16:00 - 20:00 | Western Carolina Brew and Wine, 454 Carolina Way, Highlands, NC, 28741, United States
Raise a glass to good times and bold flavor with Highland Brewing’s Seasonal Cerveza Lime Lager — crisp, refreshing, and perfect for the occasion.
Join the fiesta, soak up the fun, and toast to community, color, and craft beer at Western Carolina Brew & Wine!
The taproom is also open Thursday 4–8, Friday 2-8, Saturday 12–8, and Sunday 1–6, the perfect spot to unwind and let the music roll.

Peak Season Supper Club | Chef Molli Voraotsady at Flat Mountain Farm
2026-05-07 18:00 | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States
Flat Mountain Farm invites you for an unforgettable evening with celebrated chef Molli Voraotsady, a culinary force whose work weaves together Lao-Chinese-American heritage and deeply personal storytelling to create a dining experience as rich in history as it is in flavor — one that has earned her a devoted following and a place among Atlanta’s most exciting culinary voices.
For Peak Season at Flat Mountain Farm, Chef Molli will present a multi-course, family-style menu drawing from the flavors and traditions of her Lao-Chinese-American heritage — expect deeply personal dishes that honor her family’s story while showcasing the bold, layered techniques that have made So So Fed one of Atlanta’s most celebrated dining experiences.

Under the Stars, On the Rocks | Guest Chef Anne Quatrano at Skyline Lodge
2026-05-12 18:00 | Skyline Lodge, 470 Skyline Lodge Rd, Highlands, NC, 28741, United States
Enjoy a one-of-a-kind dining experience with our premier guest chef dinner series, “Under the Stars, On the Rocks”.
Hosted at Skyline Lodge against the stunning Blue Ridge Mountains, this event offers an al fresco steakhouse dining experience. Featuring collaborations with renowned chefs from around the country and Oak Steakhouse’s culinary team, each four-course meal will be family-style and is unique and personalized to the guest chef.
Chef Anne Quatrano is the chef-owner of Bacchanalia, Star Provisions, and Summerland in Atlanta and has helped shape the city’s dining landscape for more than two decades with her unwavering commitment to local, seasonal ingredients. A pioneer of farm-driven cuisine in the South, much of the produce featured in her restaurants comes directly from her own Summerland Farm in Cartersville, reflecting a philosophy rooted in sustainability and a deep respect for the land. Bacchanalia has earned recognition from the MICHELIN Guide as one of Atlanta’s first one-starred and Green-starred restaurants, adding to Quatrano’s long list of honors, including a James Beard Award for Best Chef: Southeast. Her cooking blends precision and restraint with soulful Southern sensibility, promising a dinner grounded in place, purpose, and refined simplicity.
For $175 per person, including beverage pairings, plus tax and gratuity.

High Style | Full Schedule
2026-05-16 09:30 | NC
High Style is returning to Highlands, North Carolina on May 16, 2026, celebrating art, cuisine, fashion, and music. Perfect for both visitors and locals, the event features live music, local jewelry makers, interactive art experiences, culinary delights, and an exciting fashion show.
Set in the heart of one of North Carolina’s most charming mountain towns, High Style is a celebration of creativity, style, and community. It is a wonderful way to experience the distinctive spirit of Highlands while enjoying a fun and memorable day filled with inspiration and entertainment.
Schedule Subject to Change
9:30am
High Style Fashion Show
The Bascom | 323 Franklin Road
Don’t miss your chance to be part of this stylish affair. Whether you’re a fashion enthusiast, a trendsetter, or simply looking for entertainment, the Fashion Show promises an unforgettable experience for all. * We encourage guests to embrace their personal style and dress to impress. * FREE to attend. Cost: $25 VIP seating.
CLICK HERE to purchase VIP seating.
11:30am-1:30pm
Music – Chris Kohne
Pottery – Frank Vickery
Town Square | 341 Main Street
11:30am-1:30pm
Music – Kettle
Silver Creek Social House | 537 Main Street
11:30am-1:30pm
Music – Southern Highlands
Highlands Wine Shoppe | 269 Oak Street
11:30am-1:30pm
Music – Matt Molesworth Trio
Ugly Dog | 294 S 4th Street
11:30am-1:30pm
Music – Mick Mayer
Oak Square | 310 Main Street
12–2pm
Art – William Rogers – Metal work
Hudson Library | 554 Main Street
12–2pm
Spanish Spring Cocktail Class with Lunch
The Stubborn Bull | 445 N 4th Street
Join us for a fun and interactive cocktail experience inspired by the flavors of Spain. In this hands-on class, you’ll learn how to craft traditional Spanish sangria from scratch, featuring dehydrated fruits and a curated selection of Spanish wines chosen specifically for the perfect balance and flavor. Our two talented bartenders will also share their insider tips and techniques, guiding you step-by-step through the creation of three refreshing Spanish summer cocktails that you can easily recreate at home. To complete the experience, enjoy a traditional tapas lunch (gamabas, papas bravas, pan con tomate, manchango and jamon serano), thoughtfully prepared to pair with your drinks.
Cost: $59 per person.
CLICK HERE to purchase tickets.
1–3pm
Art – Woodturners
The Bascom | 323 Franklin Road
1–3pm
Live Painting – Pauline Marr
Highlands Wine Shoppe | 269 Oak Street
2-3
Floral Design Class
Cosmos | 95 Highlands Plaza
Unleash your creativity in this hands-on floral design class, where you’ll learn the art of arranging fresh blooms into stunning, professional-style creations. Perfect for beginners and enthusiasts alike, this class covers essential techniques, color pairing, and design principles while giving you the chance to craft your own beautiful arrangement to take home. Come get inspired, have fun, and let your creativity blossom. Space is limited. Cost: $75 per person.
CLICK HERE to purchase tickets.
2–4pm
Music – Charles Wood
Jewelry Making Demonstration – Marci Sherwood of Isabelle Ambrose
Town Square | 341 Main Street
2–4pm
Music – Doug Ramsey
Highlands Wine Shoppe | 269 Oak Street
2–4pm
Music – Silly Ridge
Oak Square | 310 Main Street
2-4pm
Music – Lisa Rankin
Silver Creek Social House | 537 Main Street
2-4pm
Music – Katie and Ezra
Ugly Dog | 294 S 4th Street
2-4pm
Music – Brian Aulisio & Friends
First Bank | 473 Carolina Way
3–4pm
Gather, Sip & Style
Spruce Interiors, Highlands Creek Village | 468 Dillard Road
Melanie and Nancy of Spruce Interiors invite you into their store and studio inspired by mountain charm and effortless Southern style. This intimate ladies’ event is designed to inspire and connect. Enjoy a glass of wine as you settle in for a thoughtfully curated experience centered around creating a home you truly love. A relaxed, interactive experience to ask a designer, learn how to build a beautiful room, and master effortless tabletop styling for entertaining. Whether you’re refreshing a space, hosting with intention, or simply looking for inspiration, this is your opportunity to gather, learn, and indulge in the art of living beautifully. Space is limited.
Cost $40 per person, includes a special gift to bring home to your table.
CLICK HERE to purchase tickets.

Chef's Circle | Celebrating the Flavors of Highlands at The Farm at Old Edwards
2026-05-17 18:00 - 22:00 | The Farm at Old Edwards, 336 Arnold Road, Highlands, NC, 28741, United States
Snag your seats for the Chef’s Circle Dinner at The Farm at Old Edwards on May 17 from 6-10 pm. It’ll be an unforgettable evening where the culinary heart of The Plateau comes alive. For one extraordinary night, Highlands’ most celebrated chefs step out of their kitchens and into a shared space, crafting a collaborative dining experience that blends creativity, flavor, and community in every course.
Enjoy an elegant evening at The Farm at Old Edwards in Highlands featuring a collaborative culinary experience with acclaimed local favorites Edelweiss Highlands, Paoletti’s, The Stubborn Bull and The Stubborn Buddha, Highlands Smokehouse, Blue Hound Barbecue & Blue Bike Cafe, Lakeside Restaurant, Four65 Woodfire Bistro + Bar, and Executive Chef Chris Huerta of Madison’s Restaurant, along with other celebrated culinary talents.

Chicharrones & Cava | A Wine Club Event at Duck Hawk Provisions
2026-05-20 17:00 | 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.

Chicharrones & Cava

Join us for a unique pairing of pork rinds and bubbles
20 guests per event – Always at 5:00 P.M. – Always a good time

Under the Stars, On the Rocks | Guest Chef Rob McDaniel at Skyline Lodge
2026-06-09 18:00 | Skyline Lodge, 470 Skyline Lodge Rd, Highlands, NC, 28741, United States
Enjoy a one-of-a-kind dining experience with our premier guest chef dinner series, “Under the Stars, On the Rocks”.
Hosted at Skyline Lodge against the stunning Blue Ridge Mountains, this event offers an al fresco steakhouse dining experience. Featuring collaborations with renowned chefs from around the country and Oak Steakhouse’s culinary team, each four-course meal will be family-style and is unique and personalized to the guest chef.
Chef Rob McDaniel is the Executive Chef and Owner of Helen and Bayonet in Birmingham, Alabama, where he showcases a thoughtful approach to contemporary Southern cuisine. Inspired by the traditional foods of his upbringing, McDaniel has built a career centered on honoring regional ingredients, foraging, and sustainable practices, developing a style that balances rustic roots with polished execution. A six-time James Beard Award semifinalist for Best Chef: South, has earned national recognition for Helen, which has been featured in publications including Esquire, Food & Wine, and Southern Living. With seafood-forward restaurant Bayonet, which gained national acclaim after its opening with recognition from The New York Times’ prestigious list of America’s Best Restaurants of 2025, Southern Living, and more, his seafood-forward concept, he continues to explore the bounty of the Gulf and beyond. His cooking reflects a reverence for the land and sea, and guests can anticipate a menu that is both deeply Southern and thoughtfully refined.
For $175 per person, including beverage pairings, plus tax and gratuity.

Lagniappe & La Fleur | A Wine Club Event at Duck Hawk Provisions
2026-06-17 17:00 | 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.

Lagniappe & La Fleur
Join us for a lovely evening of Beignets, Etufe, Shrimp & Grits, French Wines
20 guests per event – Always at 5:00 P.M. – Always a good time

Krupp Brothers Wine Dinner at On the Verandah
2026-06-18 18:00 | On the Verandah, 1536 Franklin Rd, Highlands, NC, 28741, United States
Join Executive Vice President Sandy Huffine and Executive Chef Andrew Figel for an elegant evening featuring a multi‑course meal paired with select wines from Krupp Brothers Winery.
Enjoy exclusive discounted wine offerings and a relaxed lakeside setting — the perfect blend of fine dining and Napa charm.
Reserve your spot online or by phone at 828‑526‑2338.

Puma Yu's + Highlander Mountain House at The Ruffed Grouse Tavern
2026-06-23 17:30 | Highlander Mountain House, 270 Main St, Highlands, NC, 28741, United States
For one night only, Highlander Mountain House and The Ruffed Grouse Tavern welcome acclaimed Athens, Georgia restaurant Puma Yu’s for a full Tavern takeover on Tuesday, June 23.
Known for its bold, creative take on Thai cuisine, inventive cocktails, and thoughtful wine program, Puma Yu’s has quickly become one of the Southeast’s most celebrated restaurants. Chef Pete Amadhanirundr was recognized as a James Beard Foundation Best Chef Southeast Semifinalist in 2024, and Ally Smith — named Georgia’s Best Mixologist by The Local Palate in 2025 — will also be in attendance for the evening.
Guests will enjoy a four-course prix fixe dinner showcasing Puma Yu’s signature dishes, served within the intimate setting of The Ruffed Grouse Tavern.
Tickets are $100 per person and include the four-course menu. Tax, gratuity, and beverages are not included. Seatings begins at 5:30 p.m.
