"L'amour du Vin" | A Wine Club Event at Duck Hawk Provisions
2025-12-17 17:30 (America/New_York) | 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

A Christmas Wine Bar Pop Up at Duck Hawk Provisions
2025-12-19 09:00 - 20:00, 2025-12-26 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.

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.

Tour d’Italia Wine Dinner at High Country Wine & Provisions
2025-12-29 18:00 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
Join High Country Wine & Provisions for a grand tour of the wine regions of Italy, venturing from Piedmont to Sicily, where you will taste 10 exceptional wines, including selections from iconic estates such as Gaja, Ornellaia, and Giuseppe Gorelli! The evening’s tasting will be perfectly paired with a three-course dinner from Chef Johannes Klapdohr of The Library Kitchen.

NYE Wine Dinner at The Vineyard at High Holly
2025-12-31 18:30 | The Vineyard at High Holly, 37 High Holly Rd, Scaly Mountain, NC, 28775, United States
Join us for an extraordinary NYE Wine Dinner at The Vineyard at High Holly — where great wine, incredible food, and the perfect atmosphere come together for one magical night.
• Live music by the talented Tim Austin
• Exquisite wine pairings
• A beautifully curated dinner experience
• 6:30-10 P.M.
This is the celebration you’ve been waiting for. Raise a glass with us and welcome 2026 in style!
Limited seats — reserve your spot today!

Oyster Roast at Highlander Mountain House
2026-01-01 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.

Breeze Cable's Send-Off Performance at High Country Wine & Provisions
2026-01-03 17:00 - 19:00 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
From the High Country to Nashville!
Join us as we celebrate and bid farewell to our first hosted artist, Breeze Cable, before her big move. Fresh off releasing her Music City–recorded single, “Walk Away,” Breeze will perform her signature soulful set one last time at High Country Wine & Provisions.
Enjoy great wine, craft beer, and elevated BBQ as we toast the bright future of this incredible local artist. Stream her music on all platforms and join us for the final toast!

"Assagio di Lasagna" | A Wine Club Event at Duck Hawk Provisions
2026-01-14 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.

Assagio di Lasagna (lasagna tasting)

Join us for a lovely night with a sampling of different lasagnas & Italian Wines

Outhouse Races Pre-& After-Party at Micas Mountain Kitchen
2026-02-07 11:00 - 21:00 | Micas Mountain Kitchen, 25 Logan Creek Trail, Sapphire, NC, 28774, United States
We’re celebrating your team and cheering squad at Micas for the Outhouse Races!
Fireplaces will be glowing, comfort fare and Hot Irish Coffees flowing, and our team will be in uniform to join you on the slopes and at the after-party.
Grab a commemorative tee and come experience The Firefly Bar — with live music, a full menu, and stunning views from our big deck.
Live music Friday & Saturday

Grand Reopening Celebration at Don Leon’s
2026-02-08 13:00 - 16:00 | Don Leon’s, 462 Dillard Rd, Highlands, NC, 28741, United States
Don Leon’s is celebrating its Grand Reopening on Sunday, January 25 from 1–4 pm, and the whole community is invited to join the fun.
Come meet the new owners, Ivanet and Juan Alvarado, wish Leon and Susan a happy retirement, and enjoy an afternoon of great food and live music.

Slow Season Supper Club | Chef Mari Vega at Flat Mountain Farm
2026-02-08 18:00 | Flat Mountain Farm, 1359 Flat Mountain Road, Highlands, 28741, United States
Join us at Flat Mountain Farm for a special communal supper hosted by acclaimed Atlanta chef Maricela “Mari” Vega, whose cooking celebrates through its use in seasonality, agriculture, and deep cultural lineage.
Inspired by her family’s Mexican roots in farming, Mari’s work centers heirloom corn, traditional techniques, and bold, grounded flavors. A James Beard–recognized chef, Mari is also a culinary educator and food stylist whose work has been widely featured in national and regional media.
For this evening, Mari will present a three-course (plus dessert), family-style dinner, served communally and designed for sharing. The menu will be vegetable-forward, but not vegetarian, highlighting the season’s harvest alongside thoughtfully sourced proteins, all enjoyed around the table in the setting of Flat Mountain Farm.
This dinner is an invitation to gather, slow down, and experience the intersection of land, culture, and craft through one of the Southeast’s most compelling culinary voices.

Super Bowl Sunday at High Country Wine & Provisions
2026-02-08 18:30 | High Country Wine & Provisions, 621 Franklin Rd, Highlands, NC, 28741, United States
​Join us for the ultimate kickoff! Enjoy delicious snacks and exclusive features on wine, beer, and cider while you watch the game on our 86″ big screen!

Davis Family Vineyards Wine Dinner at Oak Steakhouse
2026-02-09 18:00 | Oak Steakhouse at Skyline Lodge, 470 Skyliine Lodge Road, Highlands, NC, 28741, United States
Join us on February 9 at 6pm for an intimate wine dinner featuring Davis Family Vineyards, beginning with passed hors d’oeuvres followed by a thoughtfully paired four-course menu.

The evening’s courses will be curated by Markie McCullough, Executive Chef of Oak Steakhouse, with a dessert course by Ashley Cannon, Executive Pastry Chef of Oak, each designed to highlight the character of the wines.
Founded in 1997 by Guy and Judy Davis, @davisfamilyvineyards is rooted in community and hospitality—from their organically farmed Soul Patch Vineyard in Sonoma County to their growing presence in North Carolina, now alongside their son and Assistant Winemaker, Cooper.

Galentine’s Night at Western Carolina Brew and Wine
2026-02-13 18:00 | Western Carolina Brew and Wine, 454 Carolina Way, Highlands, NC, 28741, United States
THE GAL SOCIETY
Join us for an elevated evening dedicated to celebrating remarkable women and meaningful connection.
Enjoy a Galentine’s experience featuring:
Magic Mike on the Big Screen
Chocolate & Wine Pairing
Light Bites & Curated Sips
An Elevated Night with Your Best Gal Pals
Set in a warm, candlelit atmosphere, this chic gathering is designed for effortless indulgence, laughter, and unforgettable moments with your favorite friends.
Dress Code: Upscale • Chic • ConfidentReservations Encouraged

Love at First Flight, 12-8 PM, Western Carolina Brew & Wine.
2026-02-14 12:00 - 20:00 | Western Carolina Brew and Wine, 454 Carolina Way, Highlands, NC, 28741, United States
Celebrate Valentine’s Day with a thoughtfully curated flight experience designed to delight. Join us for an evening of great flavors and festive fun, featuring:

Photo Booth | 4:00–6:00 PM
Valentine’s Flight Special
Beer & Dessert Pairing

Sip, savor, and capture the moment—whether you’re celebrating with a special someone or simply enjoying your favorite pours.

Valentine's Pasta Dinner at The Ugly Dog Pub
2026-02-14 17:00 | The Ugly Dog Pub – Highlands, 294 S 4th St, Highlands, NC, 28741, United States
Skip the Valentine’s plans and keep it cozy at The Ugly Dog’s Valentine’s Pasta Dinner.
Enjoy comforting pasta, discounted wine bottles, and a dessert special.
No reservations, no dress code, no stress—just walk in, grab a seat, and settle in. First come, first served.

Valentine's Wine Dinner at The Vineyard at High Holly
2026-02-14 18:30 | The Vineyard at High Holly, 37 High Holly Rd, Scaly Mountain, NC, 28775, United States
We can’t wait to welcome both old and new friends for a beautiful Valentine’s dinner filled with amazing food, wine, and warm company.
Bring your date—or gather the whole crew—and choose your seating style you love most…
Join a larger community table and meet new friends or reserve a romantic table for two.
No matter how you celebrate, we can’t wait to share the evening with you!
Please Email Lesley@thevineyardathighholly.com to confirm your seating choice once your tickets have been reserved.

Limited Seating Available. Tickets must be purchased in advance.

Slow Season Supper Club | Chef Santi of Ilda at Flat Mountain Farm
2026-02-15 18:00 | 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 | 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.
