Festivals in Annapolis, MD - Holiday Celebrations, Craft Shows
Maryland Cities and Towns
Annapolis, Baltimore, Bethesda, Boonsboro, Bowie, Calverton, Cascade, Chevy Chase, Clarksville, Cockeysville, Columbia, Dowell, Eldersburg, Elkton, Frederick, Gaithersburg, Germantown, Glen Burnie, Hagerstown, Huntingtown, Md, Laurel, Lutherville-Timonium, Middle River, Myersville, Nottingham, Ocean City, Prince Frederick, Rockville, Saint Michaels, Salisbury, Silver Spring, Solomons, Taneytown, Timonium, Towson, Waldorf, West Friendship
February 21 - 22, 2026
Spring Home Owners Expo - Annapolis
The Byzantium Event Center, Annapolis, MD
Status: Updated 9/16/2025
This Maryland Home and Garden Show will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $3 - $5.
May 3, 2026
First Sunday Arts Festival - May
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm.
June 7, 2026
First Sunday Arts Festival - June
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
July 5, 2026
First Sunday Arts Festival - July
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have antique/collectibles, crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
August 2, 2026
First Sunday Arts Festival - August
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
September 6, 2026
First Sunday Arts Festival - September
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
October 4, 2026
First Sunday Arts Festival - October
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 3 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
October 17 - 18, 2026
Art @ the Park
Quiet Waters Park, Annapolis, MD
Status: Updated 1/14/2026
This Maryland Music Festival will have crafts, fine art and fine craft exhibitors, and 4 food booths. There will be 1 stage with Regional talent and the hours will be Sat-Sun 10am-4pm. This event will also include demostrations.
November 1, 2026
First Sunday Arts Festival - November
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Craft Show will have crafts, fine art and fine craft exhibitors, and 8 food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-5pm. This event will also include demonstrations.
December 6, 2026
Annapolis Chocolate Binge Festival
Downtown Annapolis, Annapolis, MD
Status: Updated 1/8/2026
This Maryland Festival will have crafts, fine art and fine craft exhibitors, and no food booths. There will be 2 stages with Local talent and the hours will be Sun 11am-4pm. This event will also include demonstrations.
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