Holiday events in Winston Salem

Check out happening holiday events all around Winston Salem, NC

Holly Jolly Market #1

 Sat, 22 Nov at 10:00 am 3320 Silas Creek Pkwy, Winston-Salem, NC, United States, North Carolina 27103

500 W 5th Holiday Market & Christmas Tree Lighting

Sat, 22 Nov at 02:00 pm 500 West 5th Street, Winston-Salem, NC, United States, North Carolina 27101

Winston-Salem Ugly Sweater Bar Crawl

 Sat, 13 Dec at 04:00 pm Winston-Salem USD 0 to 31

Winston-Salem St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Wise Man Brewing USD 0 to 36

Vienna Light Orchestra Christmas Tour 2025

 Tue, 23 Dec at 07:00 pm R. J. Reynolds Memorial Auditorium

Jingle All The Way #1 - Junction Bazaar

 Sat, 13 Dec at 11:00 am 901 N Trade, Downtown Winston-Salem, NC, United States, North Carolina 27101

Caroling Fridays at Reynolda

 Fri, 05 Dec at 02:30 pm 2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106

The Really REALLY Free Market on Black Friday

 Fri, 28 Nov at 11:00 am 239 W. Acadia Ave., Winston-Salem, NC, United States, North Carolina 27127

Vienna Light Orchestra Christmas Tour 2025

 Tue, 23 Dec at 03:00 pm RJ Reynolds Auditorium

Eagles’ Angels Presents: Date Night Weekend for a Cause - Nov. 8-9

 Sat, 08 Nov at 05:00 pm The Craftin' Loft Free

Kaleideum After Dark: Friendsgiving

 Sat, 08 Nov at 06:30 pm 120 W 3rd Street, Winston-Salem, NC, United States, North Carolina 27101

Salem Band Holiday Concert

 Tue, 16 Dec at 07:30 pm Calvary Moravian Church

Dinner With Santa

 Sun, 30 Nov at 04:00 pm 151 S Stratford Rd USD 11

Reynolda Village Holiday Stroll

 Sat, 22 Nov at 01:00 pm 2201 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106

Holiday Vintage Show at Wise Man

 Sat, 13 Dec at 12:00 pm Wise Man Brewing

High School Reunion's Christmas Vacation

 Fri, 12 Dec at 08:00 pm The Ramkat

Buy Some Cheer 2025

 Fri, 07 Nov at 05:00 pm 1006 South Marshall Street, Winston-Salem, NC, United States, North Carolina 27101

The Nutcracker

 Fri, 05 Dec at 07:30 pm 1533 S Main St, 27127

Sawtooth Spotlight: Holiday Market

 Sat, 06 Dec at 11:00 am 251 N Spruce St, Winston-Salem, NC, United States, North Carolina 27101

I Am My Mother's Daughter Christmas Soiree

 Sat, 13 Dec at 05:00 pm Cupcake Cuties Cafe & Bakery USD 71

Christmas for the City 2025

 Sat, 20 Dec at 01:00 pm Benton Convention Center

HanesBrands Holiday Warehouse Sale

 Thu, 13 Nov at 12:00 pm 569 Fairgrounds Blvd, Winston-Salem, NC 27105

The Grinch at Bookmarks

 Sat, 20 Dec at 10:00 am Bookmarks USD 0 to 12

Fall & Christmas Bazaar

 Sat, 08 Nov at 08:00 am 4150 Reidsville Rd, Winston-Salem, NC

2025 Mistletoe Run

Sat, 06 Dec at 07:30 am 775 West End Blvd, Winston-Salem, NC, United States, North Carolina 27101

Festive Holiday Party

 Mon, 17 Nov at 06:00 pm Southern Home & Kitchen USD 71

Holiday Yule Log

 Sun, 16 Nov at 01:00 pm Southern Home & Kitchen USD 71

UNCSA Cantata Singers Holiday Concert

 Sun, 07 Dec at 03:00 pm 529 S Church St, Winston-Salem, NC 27101-5316, United States

Bridging Communities through Ancestral Traditions by Dr. Mathew Sandoval

Fri, 14 Nov at 02:30 pm 1533 S Main St, 27127

HO-B RC Christmas Crawl

 Sat, 13 Dec at 10:00 am Hanes Mall

Boogie Winter Wonderland Returns!

 Tue, 16 Dec at 07:30 pm The Ramkat

Wreath Decorating Classes at Reynolda

 Wed, 03 Dec at 06:00 pm Reynolda Gardens of Wake Forest University

Holiday Open House with Santa and Mrs. Claus

 Sun, 23 Nov at 12:00 pm LoveWell Boutique

Old Salem Mini Sessions 2025

 Sun, 16 Nov at 09:00 am Old Salem Museums & Gardens

Family First Workshops: Holiday Printmaking

 Sun, 07 Dec at 02:00 pm 2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106

Robbie Fulks

 Sun, 08 Mar at 02:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Your Guide to Holiday Entertaining and Book Signing with DeeDee Dalrymple

 Wed, 05 Nov at 05:30 pm 1214 Reynolda Rd Free

Christmas at Bethabara

 Sat, 06 Dec at 01:30 pm Historic Bethabara Park

An Enchanted Christmas at Reynolda

 Sat, 13 Dec at 05:30 pm 2250 Reynolda Rd, Winston-Salem, NC, United States, North Carolina 27106

The Most Wonderful Time of the Year

 Tue, 02 Dec at 07:30 pm Centenary United Methodist Church

2025 WS Ambassadors Holiday Parade (OFFICIAL!)

 Sat, 06 Dec at 04:45 pm 4th St at Poplar St, Downtown Winston-Salem, NC