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Authentic Oktoberfest featuring authentic German band, The Edelweiss Band. Kids fun plus lots of food including brats, pretzels, sweets and beer, etc. Featuring the annual fall sidewalk sale. Free parking and shuttle from Berlin Intermediate School.

Guided trail walk on the North Park Loop Trail, also known as the Joe K Trail. Easy walk of 1.5 miles in 90 minutes. All ages. Rain or shine. Free. Meet at the parking lot at the top of the Lock House Museum driveway.

Dozens of Holiday Ice Art Sculptures on display throughout downtown! Shops open late and make sure you see the town's 20 ft real tree all lit up. The tree will be lit at 6pm. Free to attend, free to park. Always the Friday after Thanksgiving.

Enjoy free, high-quality musical entertainment on Sunday nights in June, July and August at the Baker Park Band Shell.

Local artists support the Washington Goes Purple theme. Opening Reception Thursday Sept 4 2025 from 5pm to 7pm. Virtual Exhibit available online on or about Sat Sept 6 2025. Please use the A and E Parking Deck located at 25 Renaissance Way

The 29th Annual Chestertown Jazz Festival, "Jazz by the River," is scheduled for Saturday, September 6, 2025, at Wilmer Park in Chestertown, Maryland. The festival is held from 12 pm to 6 pm.

Join us on September 6, 2025, at Northside Park for a delectable waterfront experience featuring top Maryland restaurants, live music, and more! Enjoy, steamed crabs, Maryland seafood, beer, wine, cocktails, live music, and cooking demos.

Turn up the volume and kick back at AMPED in the Park, a free outdoor concert series featuring live music, great company and local eats with Grateful Dead cover band, Better Off Dead.

Turn up the volume and kick back at AMPED in the Park, a free outdoor concert series featuring live music, great company and local eats with Zar Electrik.