In the Street Festival - Frederick, MD - Sep 14 to Sep 14, 2019
Over 25 years downtown Frederick has hosted this event on Market Street. Lots of food, fun, entertainment for over 75,000 festival goers.
Autumn Wine Festival - Salisbury, MD - Sep 21 to Sep 22, 2019
Features wine samplings, guided tours of Pemberton Hall, Sports Zone with telecast games and lawn games, and more! Participate in a variety of fundraising opportunities for the Women Supporting Women Partnership, a locally-based nonprofit helping those with breast cancer.
Westminster Fall Fest - Westminster, MD - Sep 26 to Sep 29, 2019
Features a parade, fun run, craft vendors, food court and fun in City Park.
Maryland Microbrewery Festival - Westminster, MD - Sep 28 to Sep 28, 2019
An annual event at Union Mills Homestead. Features continuous live music, entertainment, historic site, ample parking, a variety of breweries and beers, food vendors, craft vendors, and brewing seminars.
Maryland Pumpkin Festival - Frederick, MD - Oct 5 to Oct 6, 2019
Annual event with a corn maze, hay slides, farm animals, pumpkin patch, pig races, live music and of course a great pumpkin patch. Also has a Pumpkin Princess Storytime, pumpkin hunt, candy shoot, and some painting and sculpturing demonstrations.
Maryland Good Sam Fall Rally - Frederick, MD - Oct 25 to Oct 27, 2019
Activities include a theme parade, ice cream social, parade of flags, games and crafts, and even bingo (aka samgo).
Sugarloaf Crafts Festival – Gaithersburg - Gaithersburg, MD - Nov 22 to Nov 24, 2019
Explore artist and crafter booths at the Montgomery County Fairgrounds for a weekend of artistic appreciation and entertainment for all.