Craft fairs, art shows and markets in Annapolis, MD
9 upcoming listings in and around Annapolis
Find A Market lists 9 upcoming markets and shows in and around Annapolis, MD: craft fairs, art shows, festivals, farmers markets and more, with dates, booth fees and application details wherever the organizer has published them. The next one up is Chesapeake Bay Maritime Museum’s OysterFest on Nov 7 in St. Michaels. 1 listing is still taking vendor applications, the soonest closing Nov 20. December is the busiest month with 4 listings.
By type, that includes 2 holiday markets, 2 craft fairs and 1 festivals. Listings come from 5 towns, led by St. Michaels (4), Annapolis (2), Crownsville (1), Deale (1) and Glen Burnie (1).
- 9
- Upcoming listings
- 3
- In the next 30 days
- 1
- Taking vendor applications
- 5
- Towns covered
Coming up near Annapolis
Soonest first. Listings marked “Apply by” still have an open application window.
November 2026
- Chesapeake Bay Maritime Museum’s OysterFest
Nov 7, 2026 · St. Michaels, MD
- Eastern Shore Sea Glass and Coastal Arts Festival: Holiday Edition
Nov 21, 2026 · St. Michaels, MD
Festivals - Lights on the Bay at Sandy Point State Park I
Nov 22, 2026 · Annapolis, MD · 6 more dates
December 2026
- Annapolis Holiday Market 2026
Dec 4–13, 2026 · Annapolis, MD
Holiday MarketsApply by Nov 20, 2026 - Glen Burnie High School Winter Craft Fair
Dec 5, 2026 · Glen Burnie, MD
Craft Fairs - Christmas in St. Michaels
Dec 10–13, 2026 · St. Michaels, MD
- 50th Annual Christmas Bazaar
Dec 12, 2026 · Deale, MD
Holiday Markets
September 2027
- Anne Arundel County Fair
Sep 15–19, 2027 · Crownsville, MD
October 2027
- Mid-Atlantic Small Craft Festival
Oct 1–3, 2027 · St. Michaels, MD
Craft Fairs
When the season is busy
Listings per month in and around Annapolis.
- November 20263
- December 20264
- September 20271
- October 20271
Questions about markets near Annapolis
- How many craft fairs and markets are coming up near Annapolis, MD?
- 9 upcoming listings are on Find A Market near Annapolis, MD, and 3 listings fall in the next 30 days.
- What is the next market near Annapolis, MD?
- Chesapeake Bay Maritime Museum’s OysterFest in St. Michaels is the next listing, on Nov 7. Open the listing for hours, the organizer's website and vendor details.
- Which markets near Annapolis, MD are still taking vendor applications?
- 1 listing has an application window open, with the soonest deadline on Nov 20, 2026. They are marked on this page and sorted by closing date.
- How much is a booth near Annapolis, MD?
- Fees vary by show and many organizers do not publish them. Each listing shows the booth fee when the organizer provides one, and says so when it is not listed.
Nearby cities
More in Maryland or browse every city.
Keep track of the shows you want
Save listings, keep application deadlines in one place, and read what vendors who have worked a show say about it before you commit to a booth fee in Annapolis.