Chestertown Travel Guide

Nestled along the banks of the Chester River in the beautiful Maryland region, Chestertown is a charming and historic town that offers visitors a perfect blend of natural beauty, cultural attractions, and small-town charm. With its picturesque streets lined with well-preserved colonial-era buildings and its vibrant arts scene, Chestertown is a hidden gem just waiting to be discovered.

One of the town's main attractions is its vibrant arts community. Chestertown is home to numerous art galleries, showcasing a diverse range of works by local and regional artists. Visitors can explore these galleries, admire the talent on display, and even purchase unique pieces to take home as a memento of their visit. Additionally, the town hosts several annual arts festivals and events, such as the Chestertown Jazz Festival and the RiverArts Studio Tour, which further highlight the creativity and talent of the local community.

For history enthusiasts, Chestertown offers a fascinating journey into the past. The town's colonial-era architecture is remarkably well-preserved, and walking along its streets feels like stepping back in time. Visitors can take a stroll along the brick sidewalks and admire the beautifully restored 18th-century buildings, including the iconic Kent County Courthouse and the Geddes-Piper House. The Historical Society of Kent County also offers guided walking tours that provide insight into the town's rich history and heritage.

Nature lovers will find plenty to explore in and around Chestertown. The Chester River, with its calm waters and stunning views, is a haven for boating, kayaking, and fishing enthusiasts. The nearby Eastern Neck Wildlife Refuge offers miles of scenic trails, where visitors can spot a variety of bird species and other wildlife. Whether it's a leisurely cruise along the river or a hike through the refuge, outdoor enthusiasts will be captivated by the natural beauty that surrounds Chestertown.

In addition to its cultural and natural attractions, Chestertown is also a culinary destination. The town boasts a range of dining options, from quaint cafes serving up delicious brunch fare to upscale restaurants offering inventive farm-to-table cuisine. Visitors can savor the flavors of the Chesapeake Bay region, indulging in fresh seafood and locally sourced ingredients.