Winston Salem Holiday Events

Holiday events Happening Next in Winston Salem, NC

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

Winston-Salem 1 Nov 2025
DAY-OF-THE-DEAD USD 15 TO 31

500 W 5th Holiday Market & Christmas Tree Lighting

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

Holly Jolly Market #1

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

Reynolda Village Holiday Stroll

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

Jingle All The Way #1 - Junction Bazaar

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

Winston-Salem Ugly Sweater Bar Crawl

Winston-Salem 13 Dec 2025
PARTIES USD 0 TO 31

Elevated Traditional Holiday Sides

Southern Home & Kitchen 3 Nov 2025
HOLIDAY USD 71

Fall & Christmas Bazaar

4150 Reidsville Rd, Winston-Salem, NC 8 Nov 2025
CHRISTMAS-MARKETS-AND-FAIRS

Winston-Salem St. Patrick's Day Bar Crawl

Wise Man Brewing 14 Mar 2026
PARTIES USD 0 TO 36

Holiday Yule Log

Southern Home & Kitchen 16 Nov 2025
WORKSHOPS USD 71

Festive Holiday Party

Southern Home & Kitchen 17 Nov 2025
WORKSHOPS USD 71

HO-B RC Christmas Crawl

Hanes Mall 13 Dec 2025
CHRISTMAS

I Am My Mother's Daughter Christmas Soiree

Cupcake Cuties Cafe & Bakery 13 Dec 2025
CHRISTMAS USD 71

Caroling Fridays at Reynolda

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

The Nutcracker

1533 S Main St, 27127 5 Dec 2025
ENTERTAINMENT

Vienna Light Orchestra Christmas Tour 2025

R. J. Reynolds Memorial Auditorium 23 Dec 2025
MUSIC

Christmas for the City 2025

Benton Convention Center 20 Dec 2025
CHRISTMAS

The Grinch at Bookmarks

Bookmarks 20 Dec 2025
HOLIDAY USD 0 TO 12

Piedmont Environmental Alliance’s 2025 Annual Party

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

2025 Mistletoe Run

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

Buy Some Cheer 2025

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

UNCSA Jazz Ensemble: A Halloween to Remember

1533 S Main St, 27127 30 Oct 2025
MUSIC

Sawtooth Spotlight: Holiday Market

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

Holiday Treasures Sale

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

Wreath Decorating Classes at Reynolda

Reynolda Gardens of Wake Forest University 3 Dec 2025
WORKSHOPS

Old Salem Mini Sessions 2025

Old Salem Museums & Gardens 16 Nov 2025
HOLIDAY

Holiday Open House with Santa and Mrs. Claus

LoveWell Boutique 23 Nov 2025
HOLIDAY

Family First Workshops: Holiday Printmaking

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

Robbie Fulks

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

UNCSA Cantata Singers Holiday Concert

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

Vienna Light Orchestra Christmas Tour 2025

RJ Reynolds Auditorium 23 Dec 2025
MUSIC

High School Reunion's Christmas Vacation

The Ramkat 12 Dec 2025
ENTERTAINMENT

Christmas at Bethabara

Historic Bethabara Park 6 Dec 2025
MUSIC

Angelo's Artisan Holiday Market

Wise Man Brewing 2 Nov 2025
MUSIC

An Enchanted Christmas at Reynolda

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

The Most Wonderful Time of the Year

Centenary United Methodist Church 2 Dec 2025
CONCERTS

2025 WS Ambassadors Holiday Parade (OFFICIAL!)

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