Three people, two women and one man, viewing two portrait paintings of Black women at an art exhibit. The woman in the middle has curly hair and wears a floral patterned top; the woman on the left has grey hair tied up in a bun and wears a leather jacket; the person on the right has curly hair and wears a dark top with a colorful pattern.

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 woman with red hair is sitting on a chair in a photography studio, smiling. The studio has professional lighting and camera equipment, including a large umbrella reflector to the right.
Artist's hand mixing oil paints on a wooden palette with various colors, behind a partially visible painting of flowers.
Gallery wall featuring colorful artwork including urban cityscapes, a bunny, and classic cars, with people viewing art exhibits in the background.

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

Crowd of people walking and shopping at an arts festival on a sunny day, with tents, trees, and a church steeple in the background. A sign promotes the First Sunday Arts Festival.

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.

People viewing artwork in an art gallery, including paintings of boats, beaches, and nature, with some people wearing masks.

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

Women and a man at a social event, engaging in conversation, with colorful abstract artwork and white paper flowers in the background.

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.

A person kneeling on the ground, creating chalk art on a large canvas, using various colored chalks.

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.

Let’s Work Together

Email Us