Events

Join us for our popular Sketch Crawl and enjoy the sites and sounds of Annapolis in Autumn!
Find out all the info below and don’t forget to view the FAQs!

What’s a Sketch Crawl, anyway?
Think of it as a moving art studio. We wander through streets, parks, and hidden corners, pausing to capture what catches our eye — in lines, doodles, or full-on sketches.

Do I have to be “good” at drawing?
Nope. This event is about curiosity, not perfection. Beginners, doodlers, and seasoned artists are all welcome. The only requirement is a willingness to try and have fun.

What should I bring along?
Pack a sketchbook (any size or style you like) and your favorite drawing tools — pencil, pen, marker, watercolor kit, even crayons if that’s your jam. A water bottle and a snack are always a good idea, and if you’d like a comfy seat, bring along a small folding stool or cushion.

How long do we walk?
About 2 hours. We’ll stroll, pause to sketch, then meander on. It’s an easy pace — more wandering than trekking.

Where do we meet?
We’ll kick things off at St. John’s College – Mellon Parking Lot (use St. John’s Street entrance)

What if it rains?
We’ll still be there! The event runs rain or shine, so just bring along an umbrella or a comfy rain jacket if it looks like it might rain. A little weather won’t stop our creativity!

Is there a cost?
Zero dollars. Infinite inspiration.

Can kids come along?
Absolutely. Young sketchers are some of the most fearless! Just be sure they’re with an adult, and let them bring their own tools.

Are supplies included?
Bring what you love to draw with. If you’re missing something, email Mary Rosoff (maryerosoff@gmail.com) and we’ll try to help.

Do I have to show my drawings?
Only if you want to. At the end, we usually gather in a circle to peek at each other’s pages. It’s about encouragement, not judgment.

Can I just take photos?
Of course. But try sketching too, even a quick doodle slows you down in a magical way that photos can’t.


Colorful ad for the event called Art by The Bay sponsored by Annapolis Arts Alliance

Art by the Bay 2025

~ Presented by the Annapolis Arts Alliance ~

Join us this Fall at the Willow Gallery, Quiet Waters Park, for Art by the Bay 2025, an annual members’ art exhibition celebrating the Chesapeake Bay’s beauty through the eyes of local and emerging artists.

This year’s show expands to feature high school and college artists from Anne Arundel County, exhibiting alongside established creators. Discover original works in oil, watercolor, acrylic, photography, sculpture, glass, fiber, ceramics, woodworking, and mixed media.

From coastal landscapes and wildlife to bold contemporary expression, Art by the Bay showcases the vibrant Annapolis art scene.

.Juror of Awards for 2025 is Stacy Lund Levy.

Application Submission: Sep 8 – Oct 5
Exhibit Dates: Oct 15 – Nov 16
Reception: Oct 26 | 1:30–3:30 pm