Annapolis Arts District, 92 W Washington Street, Annapolis, MD (2026)

From Church Circle to Westgate Circle, from MD Hall to Bates Legacy Center & a few places in between– unique venues, museums, artists studios, galleries, bars, and restaurants, street festivals and parades.

06/02/2026

We spend a lot of time talking about things to do in the Annapolis Arts District.

From Church Circle to the Wiley H. Bates Legacy Center, the Arts District is full of galleries, artists, museums, theatres, restaurants, music venues, and creative spaces.

Here’s one way to explore it:

• I am making room for wonder.

Step into an exhibition at . Visit the . Wander through and spend time with some artwork.

• I believe inspiration is worth leaving the house for.

Catch a show at . Listen to live music at . Spend the weekend at . Some things are just better experienced in person.

• I will say yes to things I haven’t tried before.

Check out a new gallery. Attend an artist talk. Explore a creative event you’ve never been to before. Check out .resin.room.diy.

• I believe good things happen when I leave room for surprise.

Grab a coffee , wander Maryland Avenue, browse a local shop, explore a gallery, and give yourself permission to spend a few hours without rushing to the next thing.

• I am making things, not just consuming them.

Bring a sketchbook downtown. Spend an afternoon drawing in a café. Join a class, workshop, or creative gathering. Make something simply because you felt inspired to.

• I know creativity grows better in community.

That’s why we love what’s coming up: and and all the events that bring people together through creativity, culture, and connection.

is a place to be inspired, try new things, and make connections.

06/01/2026

Paint Annapolis is back.

For 25 years, artists have come to Annapolis to capture the city as they see it — painting on sidewalks, waterfronts, side streets, and tucked-away corners all across town.

During Paint Annapolis, the city becomes the studio.

This year’s Silver Jubilee celebration includes a full lineup of exhibitions, receptions, awards, demonstrations, and opportunities to meet the artists behind the work.

Here’s what’s coming up:

🎨 June 2 — Silver Jubilee Paint the Bay Reception
6–8 PM |
See the first paintings of the week, enjoy wine and hors d’oeuvres, and celebrate the Chesapeake-inspired work of this year’s juried artists.

🎨 June 4 — Art on the Avenue
4–8 PM | Maryland Avenue
Art, music, painting, and awards in the heart of Historic Annapolis.

🎨 June 5 — Collector’s Party & Juried Artist Awards Ceremony
6–8 PM | Circle Gallery
Meet the artists, be among the first to view and purchase their work, and celebrate this year’s award winners.

🎨 June 6 — Paint Annapolis Opening Reception
5–7 PM | Pop Up Gallery
Get your first look at the paintings created throughout the week and celebrate the Public Artist awards.

🎨 June 6–20 — Paint Annapolis Exhibition
Daily | 11 AM–5 PM
📍 Circle Gallery & Pop Up Gallery
Explore work by both Juried and Public Artists throughout the duration of the exhibition.

🎨 June 7 — Muffins & Mimosas • 11 AM–1 PM
Enjoy breakfast and browse the exhibition at both galleries.

🎨 June 11 — Annapolis Art Walk • 5–8 PM
Featuring plein air demonstrations by local artists during Annapolis Arts Week’s Bounce! Gallery Walk.

🎨 June 13 — Sip & Browse • 12–4 PM
Celebrate Arts Annapolis Day while exploring the exhibition.

🎨 June 20 — Closing Reception
5–7 PM | Pop Up Gallery
Your final opportunity to view the work created during Paint Annapolis 2026.

•••
Keep an eye out for easels, paint-covered palettes, and artists chasing the perfect light.

That’s Paint Annapolis.
Presented by

05/29/2026

✨ Hypocrisy has never been so hilarious! ✨
Join Classic Theatre of Maryland under the stars in the charming Courtyard at Reynolds Tavern for Molière’s timeless comedy Tartuffe — a razor-sharp satire packed with deception, mistaken identities, outrageous schemes, and nonstop laughter.
Directed by Sally Boyett, this witty outdoor production brings one of theatre’s greatest comedies to vibrant life in an intimate historic setting in downtown Annapolis.

🎭 Tuesdays at 7:30pm
📍 Courtyard at Reynolds Tavern
🌟 Professional world-class theatre under the stars
🎟 Reservations strongly recommended — seating is limited!
Come discover why Tartuffe remains one of the funniest plays ever written.

Performances are Tuesdays at 7:30pm. Seating begins at 6:30pm in the outdoor courtyard at Reynolds Tavern in Annapolis. Tickets may be purchased through CTM’s website at www.ClassicTheatreMaryland.org, clicking on the QR code below, or calling the Box Office
at 410-415-3513.

Reynolds Tavern offers a full-service courtyard dinner menu and bar services. There is a Food and Beverage Minimum of $25 per person. A 20% gratuity will be automatically added to each check. Food, beverage and gratuity is not included in the price of the theatre ticket.

05/27/2026

📣 *NEW FESTIVAL ALERT!* 📣 Mark your calendar for the inaugural Arts Annapolis, a celebration of arts and culture in our community! This spectacular event will bring the heart of the city to life with breathtaking art works and the artists who created them; dynamic live musical and dance performances across EIGHT stages, "Make & Take Art" opportunities for the kiddos while the adults learn to Tango in the open air. See glass blowing, stilt walkers and SO MUCH MORE!

Arts Annapolis will be held from noon to 10pm on June 13, 2026 on West St., Calvert St., Maryland Ave and the State Circle. This event is completely free to and open to the public. Please help us spread the word! Get all of the info here: https://www.iwsannapolis.com/event-details/arts-annapolis-2026

Address

92 W Washington Street
Annapolis, MD
21401

Telephone

+14108585884

Website

http://www.annapolisartsdistrict.org/

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Annapolis Arts District