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HOLIDAY MARKET &
CHRISTMAS TREE LIGHTING

November 21, 2026 | 12:00pm - 7:00pm

 

Join us for a magical afternoon in the heart of downtown Winston-Salem! The Holiday Market & Christmas Tree Lighting at 500 W 5th is a free and festive celebration for the entire community. Browse unique gifts from local vendors, enjoy seasonal treats, and experience the joy of live music and holiday cheer. Then gather with friends and neighbors as we light up the night with our beautiful Christmas tree, a moment you won't want to miss!

Featured
Activities

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We have curated local vendors from all over the Triad to be at our Holiday Market! From handmade bags and jewelry to art and sweet treats.

Artisan Vendors​

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Meet us down at the front of the plaza where you will find live fire pits and s'mores kits! Free to the public, but all donations will go to Crisis Control and Crossnore Ministries. 

s'mores station

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Join us on the second floor of the lobby for free holiday kids' activities to enjoy! Supported by Kaleideum!

Kids' Station

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Catch past Evening in the Atrium artist, Martha Bassett, as she brings holiday tunes to the plaza with special guests from friends, and a local children's choir!

Live Music

We have a full day of fun planned. All activities are FREE and open to the public. 

Schedule

​40 + Artisan Vendors          

Kids' Area             

Food / Beer Trucks                                      

S'mores Area                                         

The Downtown Grille Popup  

Live Music                                                                                                       

Christmas Tree Lighting                                              

12pm - 7pm 

12pm - 6pm 

12pm - 7pm

12pm - 7pm

12pm - 7pm

3pm - 7pm

​6pm

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Featured
musicians

This year's live music is supported by The Martha Bassett Show, a live musical variety show that occurs twice a month at the Reeves Theater in Elkin, NC.  The holiday performance will be filmed as 'The Martha Bassett Show Holiday Special' and will feature a variety of artists, as well as a local church holiday choir!

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Art Director

Martha Bassett

Martha Bassett has fronted several bands in North Carolina performing swing, bossa nova, and Americana music

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how do i get there?

500 W 5th is centrally located in the heart of Downtown Winston-Salem. Roads surrounding the building will be closed for safety from 11am to 8pm on NOV. 21. You will still be able to access all free parking lots despite road closures. 

Where do i park?

500 W 5th has 2 FREE guest lots surrounding our building:

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Guest lot 1 - in between Centenary UMC and 500 W 5th off of W 5th St and Poplar St NW

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Guest lot 2 - in between Benton Convention Center and First Baptist Church off of N Spruce, W 5th and Marshall.

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4th St parking deck will be free and open to the public all day long!

What about bad weather?

The 500 W 5th Holiday Market and Tree Lighting will be CANCELLED in the event of inclement weather. We will be posting to our social media pages for updates.

Image by Chad Madden

Visit our Facebook event page

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CONTACT

500 W 5th St

Winston-Salem, NC 27101

(336) 701-6701

email: smeyer@grubbproperties.com 

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