Winston Salem Christmas Events

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

"JESUS" - Heavenview UPC Christmas Concert 2025

Heavenview United Pentecostal Church 6 Dec 2025

Christmas Scherenschnitte (Traditional German Paper Cutting) with Heather Stevenson

500 S Church St, Winston-Salem, NC 27101, United States 1 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

Meet Wrestling Superstar Santino Marella- Live at Wrestlecade Fanfest!

Wrestlecade Fan Fest - Benton Convention Center 29 Nov 2025

High School Reunion's Christmas Vacation

The Ramkat 11 Dec 2025

Fall & Christmas Bazaar

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

Jingle Jog 5K & Santa Strut

Fiddlin' Fish Brewing Company 20 Dec 2025

ChristmasFest 2025

457 S Church St, Winston-Salem, NC, United States, North Carolina 27101 13 Dec 2025

HO-B RC Christmas Crawl

Hanes Mall 13 Dec 2025

Boogie Winter Wonderland Returns!

The Ramkat 16 Dec 2025

Meet Wrestling Superstar Nic Nemeth FKA Dolph Ziggler - Live at Wrestlecade

Wrestlecade Fan Fest - Benton Convention Center 29 Nov 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

Cindy Johnson in Concert at Hanes Mall

Hanes Mall 9 Dec 2025

Christmas for the City 2025

Benton Convention Center 20 Dec 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

Wake Forest Demon Deacons vs. Vanderbilt Commodores

Lawrence Joel Veterans Memorial Coliseum 20 Dec 2025

John Cowan, Richard Smith, and Allen Shadd

626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101 15 Dec 2025

UPCOMING WORKSHOP - Christmas Barn Quilt Square Painting Workshop with Kristin Berrier

500 S Church St, Winston-Salem, NC 27101, United States 2 Nov 2025

The Prelude to Christmas

3305 Peters Creek Parkway, Winston-Salem, NC, United States, North Carolina 27127 14 Dec 2025

Christmas at Grace

3305 Peters Creek Parkway, Winston-Salem, NC, United States, North Carolina 27127 21 Dec 2025

Wreath Decorating Classes at Reynolda

Reynolda Gardens of Wake Forest University 3 Dec 2025

Jingle All The Way #2 - Junction Bazaar

901 N Trade, Downtown Winston-Salem, NC, United States, North Carolina 27101 20 Dec 2025

Family First Workshops: Holiday Printmaking

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

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

A Carolina Christmas

RJ Reynolds Auditorium 28 Nov 2025

Christmas at Bethabara

Historic Bethabara Park 6 Dec 2025

Holly Jolly Market #2

3320 Silas Creek Pkwy, Winston-Salem, NC, United States, North Carolina 27103 6 Dec 2025

Tony DeSare in Winston-salem

R. J. Reynolds Auditorium 29 Nov 2025

Pictures with Santa

3305 Peters Creek Parkway, Winston-Salem, NC, United States, North Carolina 27127 8 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 Great Pumpkin Pop-up Shop

Gathering Grace 17 Oct 2025

2025 WS Ambassadors Holiday Parade (OFFICIAL!)

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

Jingle Jog 2025

Fiddlin' Fish Brewing Company 20 Dec 2025