Events
Annapolis Arts Week proudly joins Anne Arundel Arts Month, celebrating our region's creative spirit. Discover even more exhibitions, performances, and cultural experiences throughout the county by visiting our Arts Month page for the complete calendar of events.
Scroll down to view our featured events

Gallery Walk
Join us for a captivating evening of art exploration during the annual Annapolis Gallery Walk, a highlight of Annapolis Arts Week!
Stroll through historic downtown Annapolis as over 20 galleries open their doors for an enchanting night celebrating the vibrant local arts scene. Wind your way along brick-paved streets lined with centuries-old buildings, each gallery offering a unique perspective on contemporary and traditional artistic expression.
Date: Friday, June 5, 2025
Time: 11:00 AM - 6:00 PM
Location: Downtown Annapolis
Enjoy:
Gallery Walk led by the Annapolis Gallery Association (5-8pm)
Live painting demonstrations outside galleries
Live music performances between locations (solo/duo busking style)

Art Party at Bounce! Arts Hub
Get ready for a night of creativity, connection, and celebration! The Art Party at the Bounce! Arts Hub is open to artists and non-artists alike—everyone's invited to join the fun. Dance into the night surrounded by vibrant energy, live painting, interactive art experiences, music, and more. Whether you're here to create, observe, or just vibe, this is your chance to be part of the magic. Come celebrate the arts in all their forms!

Porch Fest
About Porchfest
Porchfest started in 2007 in Ithaca, NY, uniting musicians and neighbors to celebrate music in the community. Since then, Porchfests have spread across the country and can be found anywhere members of a community want to come together to unite over a shared love of local music and connection.
Porchfest Annapolis will debut on June 14, 2025, from 11 am to 3 pm in the Germantown-Homewood neighborhood. Neighbors will volunteer their porches, stoops, or driveways, and local musicians will play for 45-minute sets. Annapolitans will be encouraged to walk from porch to porch throughout the fest to listen to the musical variety and connect with neighbors, friends, and fellow community members.
Though Porchfest Annapolis will be geographically organized in the Germantown-Homewood neighborhood this year, future organizing visions include spotlighting a variety of neighborhoods in Annapolis, aiming to present a rich variety of musical talent in the area.

Dinner Under the Stars
Brought to you by the Inner West Street Association. The first block of Annapolis’ historic West Steet is where families and friends meet Wednesday and several Saturday evenings, from May to September, to relax, dine under the stars, dance and enjoy live music. It’s a tradition - when the summer sun sets, a canopy of overhead lights add romance to every evening of Dinner Under the Stars. Outdoor space is limited, reservations are recommended. Call the restaurant of your choice to reserve your table.
Participating restaurants will give you a wide choice of international and hometown flavors. Make your reservations for Dinner Under the Stars with the following participating restaurants:
Nearby restaurants with additional outdoor dining include:
Level a Small Plates Lounge - Takes Reservations (2nd block of West Street) - Live Music Wednesdays 6pm - 9pm (rain or shine)
Reynolds Tavern (Top of West Street) - Live Music Wednesday-Saturday
Curate (3rd block of West Street) - Coffee and Desserts
Learn to paint during Dinner Under the Stars with Gallery 57 West (check the gallery for upcoming schedule), take a game room challenge at Mission Escape Room, and check out new art exhibits at The Annapolis Collection Gallery, Annapolis Pearl Gallery and Gallery 57 West, 49 West Coffeehouse Winebar & Gallery, Tsunami, and Level.