Seasonal & Holiday in Winston-Salem, NC
Upcoming seasonal & holiday events.
AllConcerts & Live MusicTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
FreeSat, Oct 3 · 10:00 AM
Pumpkin Festival
Surratt Orchards
Free
FreeSun, Oct 11 · 1:00 PM
Horizons Fall Fest (FREE)
Horizons Residential Care Center
Free
Sat, Oct 24 · 12:00 PM
HallowTEEZ 2026: The Grandline Market & Afterparty
Kingdom K-Pop & More
$0 +
Sat, Oct 24 · 4:00 PM
Winston-Salem Halloween Bar Crawl
Southern Drift Brewing Company
$15.81 +
Sat, Oct 24 · 6:00 PM
Spooky Campfire Stories of the Carolinas Cookout
1140 Paces Place Rd
$30.52 +
FreeTue, Oct 27 · 5:30 PM
Winston-Salem Fall Crawl
8025 North Point Blvd
Free
Thu, Oct 29 · 7:30 PM
SAW The Musical The Unauthorized Parody of Saw (North Carolina)
Milton Rhodes Center for the Arts
$42.50 +
Sat, Oct 31 · 3:00 PM
Winston-Salem Official Halloween Bar Crawl
Southern Drift Brewing Company
$10.20 +
Sun, Nov 1 · 2:00 AM
Ghoe After Dark Halloween Party
3521 Carver School Rd
$40.25 +
Sat, Nov 7 · 11:00 AM
Freedom House Pig Pickin'
6434 US-158
$0 +
Sat, Dec 5 · 6:00 PM
A Black Is Beautiful Christmas
Studio Novella Winston
$27.08 +
Fri, Dec 11 · 7:30 PM
High Point Community Theatre: Christmas Carol (Ages 8 and Over)
High Point Theatre - NC
See listing
Sat, Dec 12 · 10:00 AM
Meet & Greet with the Grinch
Bookmarks & Footnote
$29.15 +
Sat, Dec 12 · 2:00 PM
High Point Community Theatre: Christmas Carol (Ages 8 and Over)
High Point Theatre - NC
See listing
Sat, Dec 12 · 4:00 PM
Winston-Salem SantaCon Bar Crawl 2026
Wise Man Brewing & Coffee Bar
$0 +
Sat, Dec 12 · 7:30 PM
High Point Community Theatre: Christmas Carol (Ages 8 and Over)
High Point Theatre - NC
See listing
Sun, Dec 13 · 2:00 PM
High Point Community Theatre: Christmas Carol (Ages 8 and Over)
High Point Theatre - NC
See listing