A Walking Tour of Frederick, Maryland - The Crossroads of Maryland - Practical Tips for Visitors

A Walking Tour of Frederick, Maryland – The Crossroads of Maryland

If you’re looking to learn about Frederick’s past while enjoying a leisurely stroll through this charming Maryland town, the 2-hour walking tour led by Don Burgess is a fantastic option. For just $15 per person, you’ll visit 12 prominent stops, including historic churches, the City Hall, and scenic parks, gaining insights into Frederick’s evolution from its founding in 1745 to its Civil War role and beyond.

What we love most about this tour is the depth of local knowledge and the personalized stories that bring each site to life, making history feel immediate and real. Don’s passion for heritage shines through, and his ability to weave stories with historical facts keeps the tour engaging and educational. Another highlight is the access to iconic sites like Winchester Hall and Carroll Creek Linear Park, which are both visually striking and historically significant.

One small consideration is that the tour is moderate in pace, which is perfect for most travelers—but if you have mobility issues or prefer a more relaxed experience, you might want to plan extra breaks or inquire about shorter options. The tour is best suited for history enthusiasts, families, or anyone curious about the Crossroads of Maryland and the stories behind Frederick’s historic buildings.

Key Points

A Walking Tour of Frederick, Maryland - The Crossroads of Maryland - Key Points

  • In-Depth Local Knowledge: Don Burgess’s familiarity with Frederick’s history makes each stop interesting.
  • Authentic Historic Sites: Visit landmarks like Winchester Hall, City Hall, and churches that have been part of Frederick for centuries.
  • Civil War Insights: The guide shares compelling stories from the Civil War era, including the Barbara Fritchie legend.
  • Flexible Experience: Tours run year-round, with options for virtual tours in bad weather and themed tours on request.
  • Great Value: At $15, you get a rundown of Frederick’s past, with numerous points of interest packed into two hours.
  • Accessible and Personal: Small group size (up to 12 people) ensures a friendly, personalized experience.

Frederick’s story begins in 1745, and this tour does an excellent job of providing context right from the start. It begins at Winchester Hall, a historic building that once housed the Frederick Female Seminary, a girls’ school that’s been in operation for over 180 years. Don Burgess offers a quick overview of the town’s development, touching on its growth during the Civil War and into modern times. This background helps travelers appreciate the significance of each site visited later on.

Winchester Hall and Its Heritage

The tour kicks off here, and we loved how Don set the scene with a broad view of Frederick’s history. The school’s story illustrates how education and women’s roles have evolved in the area. It’s a quick stop, but it’s packed with historical value, especially for those interested in local education history.

Heritage Frederick and the Orphanages

Next, the focus shifts to Loats Female Orphan Asylum and the Protestant Episcopal Orphan Home—two institutions that served the community for decades. These sites are now gone but left lasting legacies, with scholarships supporting needy youth today. It’s a poignant reminder of how community care shaped the town’s character.

Religious Foundations and Civil War Stories

Frederick’s oldest congregation, the Evangelical Lutheran Church, gets its moment in the spotlight, with a glimpse of the Twin Spires and a story about Civil War-era engineering efforts within the sanctuary. Later, the Evangelical Reformed United Church of Christ tells the story of German immigrants, led by the remarkable John Thomas Schley, who transformed Frederick from a mere notation on a map into a thriving commercial hub.

Courthouse Square and Local Legends

City Hall and Courthouse Square are the heart of Frederick’s civic life. Here, Don shares intriguing tales about the burning of the courthouse and legends involving Francis Scott Key’s law offices. The square’s 1817 houses are well-preserved gems, giving a tangible feel of early 19th-century life.

Civil War and Cultural Landmarks

The legendary Barbara Fritchie story is a highlight—hear the tale of her defiance during the Civil War, which has become a symbol of Maryland patriotism. Walking along Carroll Creek, you’ll see the beautifully landscaped park, a modern addition that complements Frederick’s historic core.

Parks and Final Stroll

Baker Park offers a relaxing break and a chance to reflect on the tour’s stories. The walk concludes with a meander through Frederick’s historic downtown, where we appreciated hearing about the city’s resilience through floods and industry booms—an authentic glimpse into the city’s ongoing story.

Why This Tour Works for Travelers

A Walking Tour of Frederick, Maryland - The Crossroads of Maryland - Why This Tour Works for Travelers

The small group size makes it easy to ask questions, and Don’s friendly, informal style keeps the atmosphere lively. The two-hour duration is ideal for those wanting a thorough yet manageable overview of Frederick’s history, without feeling overwhelmed. Plus, the $15 fee makes this a budget-friendly way to explore, especially considering the depth of information shared.

Reviewers consistently praise the knowledge and storytelling ability of Don Burgess. Many mention they learned things they’d never picked up on their own—even if they’d lived in Frederick for years. The tour’s focus on Civil War stories and local legends adds color and personality to the history, making it memorable.

Practical Tips for Visitors

A Walking Tour of Frederick, Maryland - The Crossroads of Maryland - Practical Tips for Visitors

  • Wear comfortable shoes for walking around historic streets and parks.
  • Check the weather forecast—while light rain is manageable, heavy rain might turn the tour into an indoor or virtual experience.
  • Arrive a few minutes early at the meeting point on 17 E Church St to settle in before starting.
  • Book your tickets at least 20 days in advance, especially during peak seasons.
  • If you want a tailored experience, such as a themed tour (e.g., architecture, churches, Civil War), ask about custom options.

This walking tour of Frederick offers a rich tapestry of stories, sights, and local heritage that’s perfect for history buffs or curious travelers. Don Burgess’s passion and knowledge bring Frederick’s streets alive, making the past feel close enough to touch. You’ll leave with a deeper understanding of how this crossroads city shaped and was shaped by the events and people that called it home.

The tour’s blend of historic architecture, Civil War stories, and local legends makes it a well-rounded introduction to Frederick. It’s especially suited for those who enjoy storytelling combined with sightseeing, and who prefer a relaxed pace that allows plenty of time to absorb the details.

For just $15, it’s an excellent way to spend two hours exploring one of Maryland’s most unique towns—an experience that balances education with genuine local flavor. Whether you’re a history enthusiast, a family with kids, or someone new to Frederick, this tour offers a friendly, personal window into the city’s ongoing story.

Is this tour suitable for all ages?
Yes, the tour is generally suitable for most ages, especially since it’s a moderate pace and covers accessible sites. However, travelers should have a moderate physical fitness level.

How long does the tour last?
The tour lasts approximately two hours, covering about 1.2 miles of walking, with 12 stops and numerous points of interest.

Can I cancel or reschedule?
Yes, you can cancel for free up to 24 hours before the tour. If the weather turns bad, you might be offered a different date or a full refund.

What is included in the price?
The fee covers the guided tour, historical insights, and access to the sites visited. No additional tickets are required for the stops listed.

Does the tour operate in all weather conditions?
Tours run year-round. In light rain or snow, the tour proceeds, but in heavy weather, it might be canceled or converted into a virtual experience.

Are pets allowed?
Service animals are permitted, but pets are not explicitly mentioned. It’s best to clarify with Don Burgess if you plan to bring a pet.

Is there a minimum or maximum group size?
Yes, the tour accommodates up to 12 travelers, ensuring a small, personal experience.

Can I request a themed or private tour?
Yes, upon request, themed tours such as churches, architecture, or Civil War history can be arranged, as well as photo shoots.

This walking tour of Frederick offers an engaging, authentic look into the city’s history, led by a passionate guide who makes every site come alive with stories. It’s a practical, budget-friendly way to deepen your understanding of this historic crossroads and enjoy a leisurely day exploring Maryland’s past.