Festivals in Pittsville, MD.
Festivals, Vendor Events
Fell's Point Fun Festival
October 2 - 4, 2026
fellspointfest.com
(410) 675-6750
Historic Waterfront at Fell's Point - Baltimore, MD
A festival built by a movement. The Fell's Point Fun Festival began in 1967 as a fundraiser to raise money to fight against a project that would have linked I-83 and I-95 and demolished an extensive area of Fell's Point. Thanks to the initial organizers of this festival our neighborhood fought back and Fell's Point as we know it was saved. Since then, the Annual Fell's Point Fun Festival has grown to cover 6 city blocks in the heart of our beautiful historic, eclectic, and unique neighborhood.
Great Big Fall Home Show
October 10 - 11, 2026
greatbighomeshow.com
(240) 412-8530
Capital Clubhouse - Waldorf, MD
Great Big Home Show | Admission: none | Days/Hours Open: Sat & Sun, 10am‑5pm | Address: 3033 Waldorf Market Place, Waldorf, MD 20603 Don't miss this Great Big Opportunity to save thousands on your next home remodeling project!!!
Savor Bowie Fall Fest
October 10 - 11, 2026
concertsforcausesinc.org
(301) 332-8318
Bowie Towne Center - Bowie, MD
Concerts for Causes Inc. presents Savor Bowie 2025 Food, Wine, and Music festival, now 2 days! featuring Free admission (You heard right, Free Admission) and Complimentary Food and Wine tastings from the top wineries in the area. Vendors and Artisans, Antique and New Car display. Two Stages & many areas of music and other entertainment! Great kid's area! A non-profit organization raising funds to give musical instruments to students.
World of Pets Expo - Timonium
January 29 - 31, 2027
worldofpets.org
(800) 882-9894
Maryland State Fairgrounds - Timonium, MD
The World of Pets Expo is a fun and educational experience for the entire family and pets of all kind. For less than the price of a movie ticket you and your family can experience a full day of education and entertainment. There is truly something for every animal lover and pet owner. The World of Pets Expo will feature many returning popular entertainers and many new and exciting acts and exhibitors. In addition, there are educational opportunities, workshops and seminars addressing unique pet needs, food and nutrition, behavior and more, all offered by pet and animal experts.
Events in Pittsville, MD — upcoming
June 2027 (dates not updated)
Town of Pittsville Strawberry Festival
Pittsville Park, Pittsville, MD
Status: Updated 5/27/2026
This Maryland Festival will have antique/collectibles, corp./information, crafts, fine art, fine craft and homegrown products exhibitors, and 4 food booths. There will be Roving Performers with Regional and Local talent and the hours will be Sat 10am-4pm. This event will also include: car show, little miss pageant, pie-eating contests.
