It all began at a dining room table in Southern Village in 2006. Dan Shannon and Ellen Shannon set out to create a magazine rooted in creativity and a deep love for this community. That first issue sparked what has become a 20-year tradition of conversation and connection.
I graduated from high school a few months after the launch of Chapel Hill Magazine and headed to UNC to study journalism, fresh off my stint as yearbook co-editor and carrying a very specific idea of magazine life. I imagined fast-paced days, dreams shaped by rom-com newsrooms and the glossy pages of all the magazines I read cover to cover. I never expected that my path would eventually circle back to this town.
My career after college took me to Fast Company and Southern Living before I joined the staff here in 2014 and quickly realized how much there was still to learn. Dan proved to be a tough but fair teacher who pushed the work because he believed it could always be better. He taught me to sweat the smallest details to make a cover truly stand out. He considered sharing the stories of our neighbors in print to be a great privilege, and it remains true even more so today, especially as thoughtful, high-quality local storytelling becomes increasingly rare.
I stepped into the editor’s role in 2016 with a deep sense of responsibility. That shared sense of stewardship stretches across our team – from company president Rory Gillis to creative director Kevin Brown, the magazine’s longest-tenured leaders – and it guided every decision behind this refreshed 20th anniversary issue. We wanted the pages to honor where we’ve been while making space for what comes next.
I spent hours revisiting old covers, early stories and familiar names while preparing for this issue. Each edition reminded me how much our community has grown and changed while holding tight to what makes it special.
Thank you for being part of this story. We’re honored to celebrate the past 20 years with you – and even more excited for what’s ahead. – Jessica Stringer, editor
OUR 20th ANNIVERSARY ISSUE
54 Cover to Cover
Twenty years of stories, told on the front page
62 Worth Repeating
We revisit two iconic covers and reconnect with the families who brought them to life
66 In Good Company
Chapel Hill Magazine co-founder and current Triangle Media Partners president sit down for a candid conversation about our publication’s past and look ahead to what’s next
72 Photographic Memories
Photographers, past and present, share a few of their fave snaps
86 Behind the Byline
Former staffers reflect on the magazine’s early days
88 Back Issues
Two decades of unforgettable stories that filled our pages
104 Let It Grow
Carolina North shifts from vision to action plan, expanding UNC’s footprint – and its future
108 Home Sweet Home
Who doesn’t love looking inside other people’s houses? Here are some of our favorites we’ve featured over the years.
120 Design Forecast
Industry experts share insights on changing tastes (take note: gray is on its way out!) as well as the lasting details that never go out of style
124 Still the One
Catching up with the couples behind our past wedding stories
130 Cheers to 40!
Sister publication Heart of NC Weddings also marks a major milestone this year
132 Recipe Rewind
From our archives to your table: beloved dishes that have stood the test of time
138 How It Started, How It’s Going
We caught up with local leaders and business owners also marking major milestones to reflect on their beginnings, growth and what lies ahead
FEATURES
42 A Day Trip to Downtown Pittsboro
Stroll through the Circle City, named for its iconic central traffic circle
160 Tales With Taste
Spring Council honors her mother, beloved community icon Mama Dip, in a new cookbook memoir
ONLY IN ORANGE
Community & culture, from Chapel Hill to Hillsborough
16 Here & Now
Events you won’t want to miss
20 Get Out of Town
Top Triangle events this season
24 Carolina on Our Mind
Happenings at UNC
26 The Write Stuff
New books by local authors
26 You Said It
Our readers discuss what they enjoyed in the magazine over the past year
28 Let’s Dish
at Jujube
30 News Bites
Updates on our local food scene
34 Glow Getters
Anna Ellis Llewellyn
38 Local Lens
A scene that captures the spirit of our towns
LOCAL LIFE
Color, character & connections in Orange County
166 Moments That Made Us
A look back at the people, places and events that shaped our town
168 Defining Character
A thoughtful renovation celebrates the art of refinement and the partnership behind its design
182 Grounded & Growing
Stone, trees and sky-reaching gardens take center stage as the Chapel Hill Garden Club marks milestone anniversaries
SCENE AROUND TOWN
Snapshots of local events
188 A Lotta Love’s All You Need Is Love Fundraiser
190 Order of the Long Leaf Pine Awards
191 Chapel Hill Historical Society’s 2025 Community Treasures
192 Carrboro High School’s Creative Writing II Showcase
194 Crook’s Corner Book Prize
195 Edward Draper-Savage Birthday Celebration
CELEBRATIONS
Engagements & weddings
196 Harris & Hladik
199 Spencer & Sumrell
200 Herink & Madigan
SPONSORED CONTENT
46 Vote for the Best of Chapel Hill
Our annual poll is back! You can cast your ballot now for your local favorites.
143 Faces of Chapel Hill, Carrboro and Hillsborough
Celebrating the people behind our area businesses

