Annapolis Arts Week 2026
2026 brings about a more defined vision, more community partnerships, and engagement.
Storytelling as Promotion
Over the years, we’ve learned that powerful storytelling creates the strongest connections to the arts.
Starting this year, we’re committed to sharing the stories of the artists, businesses, and organizations that define the Annapolis art scene. Through interviews, video features, and photo essays, we’ll highlight working artists and the community that supports them—because an art town is built from the inside out.
Sharing stories through:
Written Interviews
Video Features
Photo Essays
Our Goals
Beyond 2026, we’ll lean into storytelling as a key driver of engagement and promotion. People travel to towns to glimpse inspiring artwork and meet the artists behind it. Through thoughtful storytelling, our goal is to offer a clear, compelling window into the Annapolis art scene—inviting visitors to come, connect, and engage with the arts.
A Destination Art Fair
A NEW
EXPERIENCE
Launching in 2027, Annapolis Arts Week will partner with a large vacant location to host a curated art fair featuring up to 30 artists in a high-end, collector-friendly setting. Inspired by pop-up fairs in Baltimore and Washington, D.C. like Scout Art Fair and Black Girl Art Show, the event is designed to be a destination experience—featuring affordable work, gallery representation, and direct connections between artists and collectors.
A smaller preview event in 2026 will serve as a stepping stone and early sign-up opportunity for the full 2027 fair.
Featured Events
SUN., JUNE 7
Presented by Inner West Street Association
First Sunday Arts Festival
A staple event in Annapolis, the First Sunday Arts Festival will kick off Annapolis Arts Week.
New This Year:
We’re excited to debut an Annapolis Arts Week tent, joined by three Annapolis artists exhibiting in side-by-side, gallery-style tents.
Bounce! Gallery Walk
Launched in 2025, the Bounce! Gallery Walk brought visitors and locals together for an exciting evening of live art, live music, small bites, and more—hosted by participating galleries across the area.
THURS., JUNE 11
Presented by AND Creative Gallery & Annapolis Gallery Association
Bounce! Art Party
FRI., JUNE 12
Presented by AND Creative Gallery
The Bounce! Art Party celebrates the artists, businesses, and organizations that make the Annapolis art scene what it is. It is a great opportunity to engage with local arts leaders and connect with the arts.
NEW
EVENT
Annapolis Arts District Festival
SAT., JUNE 13
Presented by Annapolis Arts District & Inner West Street Association
This inaugural event, led by the Annapolis Arts District, is set to bring energy and creativity to the streets of the Inner West Street block of Annapolis with vendors, performances, and more.