Winston Salem Holiday Events

Winston-Salem Day of The Dead Bar Crawl - Dia De Muertos

Winston-Salem 1 Nov 2025

500 W 5th Holiday Market & Christmas Tree Lighting

500 West 5th Street, Winston-Salem, NC, United States, North Carolina 27101 22 Nov 2025

Holly Jolly Market #1

3320 Silas Creek Pkwy, Winston-Salem, NC, United States, North Carolina 27103 22 Nov 2025

Reynolda Village Holiday Stroll

2201 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106 22 Nov 2025

Jingle All The Way #1 - Junction Bazaar

901 N Trade, Downtown Winston-Salem, NC, United States, North Carolina 27101 13 Dec 2025

Winston-Salem Ugly Sweater Bar Crawl

Winston-Salem 13 Dec 2025

Elevated Traditional Holiday Sides

Southern Home & Kitchen 3 Nov 2025

Fall & Christmas Bazaar

4150 Reidsville Rd, Winston-Salem, NC 8 Nov 2025

Winston-Salem St. Patrick's Day Bar Crawl

Wise Man Brewing 14 Mar 2026

Holiday Yule Log

Southern Home & Kitchen 16 Nov 2025

Festive Holiday Party

Southern Home & Kitchen 17 Nov 2025

HO-B RC Christmas Crawl

Hanes Mall 13 Dec 2025

I Am My Mother's Daughter Christmas Soiree

Cupcake Cuties Cafe & Bakery 13 Dec 2025

Caroling Fridays at Reynolda

2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106 5 Dec 2025

The Nutcracker

1533 S Main St, 27127 5 Dec 2025

Vienna Light Orchestra Christmas Tour 2025

R. J. Reynolds Memorial Auditorium 23 Dec 2025

Your Guide to Holiday Entertaining and Book Signing with DeeDee Dalrymple

1214 Reynolda Rd 5 Nov 2025

Christmas for the City 2025

Benton Convention Center 20 Dec 2025

The Grinch at Bookmarks

Bookmarks 20 Dec 2025

Piedmont Environmental Alliance’s 2025 Annual Party

201 Oakwood Dr, Winston-Salem, NC 27103-1905, United States 18 Nov 2025

2025 Mistletoe Run

775 West End Blvd, Winston-Salem, NC, United States, North Carolina 27101 6 Dec 2025

Buy Some Cheer 2025

1006 South Marshall Street, Winston-Salem, NC, United States, North Carolina 27101 7 Nov 2025

UNCSA Jazz Ensemble: A Halloween to Remember

1533 S Main St, 27127 30 Oct 2025

Sawtooth Spotlight: Holiday Market

251 N Spruce St, Winston-Salem, NC, United States, North Carolina 27101 6 Dec 2025

Holiday Treasures Sale

4440 Country Club Rd, Winston-Salem, NC, United States, North Carolina 27104 1 Nov 2025

Bridging Communities through Ancestral Traditions by Dr. Mathew Sandoval

1533 S Main St, 27127 14 Nov 2025

Wreath Decorating Classes at Reynolda

Reynolda Gardens of Wake Forest University 3 Dec 2025

Old Salem Mini Sessions 2025

Old Salem Museums & Gardens 16 Nov 2025

Holiday Open House with Santa and Mrs. Claus

LoveWell Boutique 23 Nov 2025

Family First Workshops: Holiday Printmaking

2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106 7 Dec 2025

Robbie Fulks

626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101 8 Mar 2026

UNCSA Cantata Singers Holiday Concert

529 S Church St, Winston-Salem, NC 27101-5316, United States 7 Dec 2025

Vienna Light Orchestra Christmas Tour 2025

RJ Reynolds Auditorium 23 Dec 2025

High School Reunion's Christmas Vacation

The Ramkat 12 Dec 2025

Christmas at Bethabara

Historic Bethabara Park 6 Dec 2025

Angelo's Artisan Holiday Market

Wise Man Brewing 2 Nov 2025

An Enchanted Christmas at Reynolda

2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106 13 Dec 2025

The Most Wonderful Time of the Year

Centenary United Methodist Church 2 Dec 2025

2025 WS Ambassadors Holiday Parade (OFFICIAL!)

4th St at Poplar St, Downtown Winston-Salem, NC 6 Dec 2025