Browse Walks in Chestertown, Maryland, US

This two-hour walking tour of Chestertown, Maryland, United States, will take you through the historic streets of this charming town.

The tour will begin at the Chestertown Visitor Center, located at 200 High Street, Chestertown, MD 21620 (Latitude: 39.2148, Longitude: -76.0690). Here, you can pick up a map of the town and learn about the history of Chestertown.

Next, you will head to the historic Chester River waterfront, located at the end of High Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can take in the beautiful views of the river and the historic buildings that line the waterfront.

From there, you will head to the historic district of Chestertown, located at the intersection of High Street and Cross Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can explore the many historic buildings, including the Kent County Courthouse, the Old Brick Hotel, and the Washington College campus.

Next, you will head to the Chestertown Tea Party Museum, located at 100 South Cross Street, Chestertown, MD 21620 (Latitude: 39.2148, Longitude: -76.0690). Here, you can learn about the history of the Chestertown Tea Party, which was a protest against the British taxation of tea in 1774.

From there, you will head to the Chestertown Farmers Market, located at the corner of High Street and Cross Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can pick up some fresh produce and other local goods.

Next, you will head to the historic district of Chestertown, located at the intersection of High Street and Cross Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can explore the many historic buildings, including the Kent County Courthouse, the Old Brick Hotel, and the Washington College campus.

Next, you will head to the Chestertown Marina, located at the end of High Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can take in the beautiful views of the river and the historic buildings that line the waterfront.

From there, you will head to the Chestertown Riverwalk, located at the end of High Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can take a leisurely stroll along the river and take in the beautiful views of the river and the historic buildings that line the waterfront.

Next, you will head to the historic district of Chestertown, located at the intersection of High Street and Cross Street (Latitude: 39.2148, Longitude: -76.0690). Here, you can explore the many historic buildings, including the Kent County Courthouse, the Old Brick Hotel, and the Washington College campus.

Finally, you will end your tour at the Chestertown Ice Cream Company, located at 101 South Cross Street, Chestertown, MD 21620 (Latitude: 39.2148, Longitude: -76.0690). Here, you can enjoy a delicious scoop of ice cream and take in the beautiful views of the river and the historic buildings that line the waterfront.

Along the way, you can also explore the many shops and restaurants that line the streets of Chestertown. Some of the most popular places to visit include the Chestertown Tea Room (Latitude: 39.2148, Longitude: -76.0690), the Chestertown Chocolate Company (Latitude: 39.2148, Longitude: -76.0690), and the Chestertown Coffee Company (Latitude: 39.2148, Longitude: -76.0690).

I Love Baltimore Personal Tours

We are a tourism, airport shuttle, and transportation company in Baltimore, Maryland. Tourism is my passion. My name is Ira Cunningham. I was born and raised in my beloved city, Baltimore. I grew up in east Baltimore, raised a family in West Baltimore, and have families throughout the city. Dear friends, my wife and I for the past 20 years have traveled up and down the eas ... More t coast from New York to cruising out of the ports of Florida. We have vacationed as far west as Hawaii taking sightseeing tours. I found that those places have great sightseeing attractions and great people who love their cities. Compared to the central location of Maryland, we have close access to the rich history of Washington D.C., Virginia as well as New York. My thought for this Baltimore tourism venture is to offer our guests to visit the culture of Baltimore. I want our visitors to see our arts community with world-class art museums and local art. I want visitors to see our beautiful churches, including America’s first cathedral, “The Baltimore Basilica.” I will be taking our guests through our history-rich neighborhoods which make us who we are. Thank you, I look forward to showing you why we love Baltimore.

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Women Traveling Together

Women Traveling Together® was founded in 1997 by a 40-year-old businesswoman who desperately wanted to see more of the world, but didn’t want to go alone or travel as a single on a tour designed for couples. Unable to find a ready-made solution that met her needs, Debra Asberry spent seven months interviewing women in order to design a travel company that catered to the ... More needs of women traveling unaccompanied. Read more about Debra's journey.