Annapolis, MD — The 2026 Annapolis Holiday Arts Festival is scheduled for Sunday, November 1, in downtown Annapolis, Maryland. The festival will bring together more than 100 artists and artisans, along with food vendors, live music, and entertainment.
Visitors can explore original artwork, photography, handmade jewelry, crafts, and other creative works while enjoying a day in downtown Annapolis. With free admission, the festival offers an opportunity to discover unique items and shop for gifts ahead of the holiday season.
2026 Annapolis Holiday Arts Festival Details
Here are the key details for visitors planning to attend:
- Event: Annapolis Holiday Arts Festival 2026
- Date: Sunday, November 1, 2026
- Time: 11 a.m. to 5 p.m.
- Location: Downtown, West Street
- Address: Annapolis, MD 21401
- Admission: Free
- Artists and artisans: More than 100
The six-hour event will give visitors time to browse artist displays, explore handmade products, and enjoy the festival atmosphere.
Artists, Crafts, and Festival Highlights
The festival will feature more than 100 artists and artisans showcasing and selling high-quality, multidimensional visual works. Visitors can expect a range of creative items, including:
- Original artwork and photography
- Handmade jewelry and crafts
- Creative literary arts
- Antiques and vintage items
- Food vendors
- Live music and entertainment
Brown’s Fall Festival 2026 in Windsor, CT: Dates, Hours, Activities, and What to Expect
The variety of artwork and merchandise may appeal to visitors looking for distinctive gifts, decorative pieces, or creative work from participating artists. Food vendors and live entertainment will add to the festival experience.
What Visitors Should Know
The festival will take place along West Street in downtown Annapolis. Visitors can plan to spend time browsing the displays, checking out different artists’ work, and enjoying the available food and entertainment.
Admission is free, but details about parking, road closures, and specific performance schedules have not been provided. Visitors should check with event organizers for updated information before traveling.
Plan Your Visit
The Annapolis Holiday Arts Festival is scheduled for November 1, 2026, from 11 a.m. to 5 p.m. With free admission, more than 100 artists and artisans, food vendors, and live entertainment, the event offers a festive way to explore arts and crafts in downtown Annapolis.
Event schedules can change or be postponed, so visitors should confirm the latest details with organizers before making travel plans.
Are you planning to attend the festival? Share which arts, crafts, or handmade items you would most like to explore.

by