Frederick is a city that perfectly blends history, culture, and unique experiences. Its compact size makes exploring on foot especially rewarding, which is why a walking tour offers a fantastic way to get to know the city’s stories and landmarks. For thrill-seekers or curious adventurers, options like indoor skydiving or an audio tour of Harpers Ferry expand the possibilities beyond traditional sightseeing. And if you’re in the mood for something a bit more playful, the murder mystery detective experience promises a fun twist.
Out of the many options, some tours stand out for their authenticity and engaging storytelling. We love the walking tour of Frederick for its deep dive into local history, and the Harpers Ferry audio tour for its immersive narrative centered around pivotal moments in American history. No matter your interests, Frederick offers a memorable way to see the sights and learn the stories behind them.
Quick Overview
This list covers a variety of tours suited for different interests and energy levels. The A Walking Tour of Frederick explores historic landmarks and stories on foot, offering a relaxed yet enriching experience (more info here). For thrill-seekers, the Montgomery Indoor Skydiving Experience lets you fly indoors with expert instruction (details here). History buffs will appreciate the Harpers Ferry Audio Tour for its narrated exploration of significant sites and stories (see more). And for a fun, interactive challenge, the Murder Mystery Detective Experience turns the city into your crime scene (find out more here).
1. A Walking Tour of Frederick, Maryland – The Crossroads of Maryland
At number 1, this 2-hour walking tour offers a comprehensive look at Frederick’s past and present. Led by local Don Burgess, the tour takes you through key landmarks like Winchester Hall and the Frederick Female Seminary, providing context from the city’s founding in 1745 through the Civil War era. Don’s passion for heritage and history shines in his storytelling, which includes sharing images of Frederick, Harpers Ferry, and beyond—making the past feel vivid and accessible.
What makes this tour stand out is its depth and personal touch. The walk is deliberately slow-paced, perfect for older travelers or those who prefer to soak in the sights without rushing. Notable stops include the Heritage Frederick Loats Female Orphan Asylum, with its long legacy of supporting youth, and the iconic Twin Spires of Evangelical Lutheran Church, responsible for founding Frederick. Reviewers frequently praise Don’s extensive knowledge and engaging stories, with many saying they learned new facts about their own hometown. This tour is especially suited for history enthusiasts wanting a detailed, well-rounded overview. The cost is modest at just $15 per person, offering exceptional value for such an in-depth experience.
Bottom Line: A top choice for history lovers who want a friendly, informative walk with a local guide steeped in Frederick’s stories.
2. Montgomery Indoor Skydiving Experience with 2 Flights & Personalized Certificate
For those craving an adrenaline rush without leaving Frederick, the Indoor Skydiving Experience at iFly Montgomery is perfect. This 1 hour and 15-minute adventure provides two flights in a vertical wind tunnel, guided by expert instructors who ensure safety and fun. You get all necessary gear and personalized attention, making this experience accessible even if you’ve never jumped out of an airplane before.
The highlight here is the thrill of floating on air—a sensation that’s hard to describe until you try it. The instructor, Wayne, receives rave reviews for his professionalism and engaging manner, making sure everyone feels comfortable. The session concludes with a personalized flight certificate, serving as a memorable keepsake. The activity is suitable for most fitness levels, and the price of $96 is reasonable considering the number of flights and instruction included.
This experience is especially ideal for adventure seekers or those wanting a novel activity in Frederick. It’s a fun break from traditional sightseeing and offers a feeling of achievement you won’t forget.
Bottom Line: For a unique, high-energy experience that’s safer and more accessible than traditional skydiving, this indoor flight delivers excitement along with good value.
3. Harpers Ferry Audio Tour – History, Ruins and River Views
The Harpers Ferry Audio Tour offers a 2-hour self-guided exploration of a site central to American history. Starting at the Appalachian Trail Conservancy Headquarters, you’ll learn about the trail’s significance while enjoying its scenic midpoint. From there, the tour takes you through Harpers Ferry’s historic landmarks, including the U.S. Armory Site—where John Brown’s raid took place—and the Harpers Ferry Cemetery, offering sweeping views and stories of those who shaped the town.
What sets this tour apart is its narrative-driven format, which brings to life the stories of enslaved and free African Americans, soldiers, and visionaries. The audio guide allows you to go at your own pace, stopping whenever you want, making it flexible and accessible. The price is just $9.99, making it an affordable way to gain a deep understanding of this pivotal American location.
Reviewers appreciate the seamless technology that recognizes their location, providing relevant information as they move through the town. It’s perfect for history buffs who enjoy a personalized, immersive experience. The only potential downside is that some stops are currently closed, so it’s worth checking ahead.
Bottom Line: An excellent choice for independent travelers wanting a comprehensive, flexible way to explore Harpers Ferry’s significant sites and stories.
$9.99 per person
4. Murder Mystery Detective Experience in Hagerstown MD
Finally, for a lighthearted, interactive experience, the Murder Mystery Detective Experience in Hagerstown offers a fun two-and-a-half-hour adventure. Playing the role of a detective, you’ll visit ten mapped locations around the city, solving a gripping case as you listen to audio stories at each site. You can choose to explore on foot or drive between spots, making it adaptable to your preferred pace.
This tour combines storytelling, problem-solving, and exploration, making it perfect for families, friends, or anyone wanting to turn city sightseeing into a game. The cost is quite reasonable at $14.99 per person, though reviews are currently unavailable. It’s a light, playful option that adds an element of mystery to your Frederick trip.
Ideal for those who love puzzles or want a break from traditional tours, this experience is flexible and engaging. Just keep in mind that it’s more about fun than historical depth.
Bottom Line: A great choice for groups seeking interactive entertainment that turns your visit into a detective adventure.
$14.99 per person
How to Choose Your Ideal Tour
When deciding between these options, consider your interests, energy level, and budget. If you’re passionate about history and prefer a leisurely, guided walk, the Frederick walking tour offers in-depth storytelling. For thrill-seekers, the indoor skydiving presents a memorable adrenaline rush without jumping from a plane. History buffs wanting a flexible, immersive experience should consider the Harpers Ferry audio tour, especially if you enjoy self-guided exploration. And for a playful, interactive outing, the murder mystery offers a fun way to engage with the city.
Think about your available time, whether you want a quick activity or a more detailed tour, and your budget. Booking in advance is always wise, especially for popular indoor activities and special experiences.
Final Thoughts
Frederick’s diverse tour options mean there’s something for nearly every traveler. History lovers will find the walking tour ideal, while thrill-seekers should try indoor skydiving. If you’re into storytelling and exploration, the Harpers Ferry audio tour provides a meaningful experience. And for a fun twist, the murder mystery turns your visit into a detective game.
Whatever your interests, booking these tours early will ensure you get the best times and availability. Frederick’s rich mix of history, adventure, and entertainment makes it a perfect destination for a memorable trip.