Frederick’s 4 Best Tours & Things To Do: Which To Choose?

Discover the top tours and activities in Frederick, from historic walking tours to indoor skydiving and river adventures, perfect for every interest.

Frederick, Maryland, packs a surprising punch when it comes to engaging things to do. Known for its well-preserved architecture and storied past, this city offers more than just a stroll through historic streets. For those interested in deepening their understanding of Frederick’s past, the A Walking Tour of Frederick, Maryland – The Crossroads of Maryland is a fantastic way to explore.

If you’re craving adrenaline or a quirky experience, indoor skydiving and a murder mystery adventure are also on the list. We’ve rounded up the best tours and activities so you can pick the perfect experience for your visit.

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

Pick #1
A Walking Tour of Frederick, Maryland – The Crossroads of Maryland
Montgomery Indoor Skydiving Experience with 2 Flights & Personalized Certificate

Pick #2
Montgomery Indoor Skydiving Experience with 2 Flights & Personalized Certificate
Harpers Ferry Audio Tour History, Ruins and River Views

Pick #3
Harpers Ferry Audio Tour History, Ruins and River Views
Murder Mystery Detective Experience in Hagerstown MD

Pick #4
Murder Mystery Detective Experience in Hagerstown MD
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Quick Overview

In this guide, you’ll find a historical walking tour that covers Frederick’s founding and key landmarks, a thrilling indoor skydiving experience for adrenaline seekers, a self-guided audio tour of Harpers Ferry that explores historic ruins and river views, and a murder mystery detective experience for those who love solving puzzles. Each offers a different way to enjoy Frederick, whether you’re interested in history, adventure, or mystery.

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

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

This walking tour is perfect for history lovers who want to see Frederick through the eyes of a local. Led by Don Burgess, a semi-professional photographer and lifelong resident, this tour offers an engaging look at Frederick’s past—from its founding in 1745 to its role in the Civil War and beyond.

The tour lasts about two hours and costs $15 per person, making it an affordable and enriching way to spend a morning or afternoon.

What makes this tour stand out is Don’s passion and knowledge. He shares stories about historic buildings like Winchester Hall and the Frederick Female Seminary, offering insights that aren’t found in guidebooks.

Highlights include a visit to the Winchester Hall, which also housed the Frederick Female Seminary, and stops at the Loats Female Orphan Asylum, whose legacy continues through scholarship foundations.

The tour wraps up at the Evangelical Lutheran Church, where you’ll learn about Frederick’s oldest congregation and see its iconic Twin Spires.

Reviewers rave about the depth of knowledge and personable style—”I learned new things even after living here for years,” one said.

Bottom Line: For a keen, well-rounded introduction to Frederick’s history and architecture, this walking tour offers excellent value with a knowledgeable guide and plenty of stories. It’s perfect for history buffs and travelers who want to walk and learn.

2. Montgomery Indoor Skydiving Experience with 2 Flights & Personalized Certificate

Montgomery Indoor Skydiving Experience with 2 Flights & Personalized Certificate

If the idea of jumping out of an airplane excites you but the heights give you pause, this indoor skydiving experience is a winner. At iFly Montgomery, you’ll float on a powerful vertical wind tunnel with all instruction and equipment included. For around $96, you get two flights and a personalized certificate to remember your flight.

What makes this activity so appealing is how accessible it is for first-timers. Wayne, the instructor, is praised for his friendly, knowledgeable approach that puts even the most nervous at ease. The entire session takes about 1 hour and 15 minutes, making it a quick but memorable adventure.

The sensation of flying is unlike anything else, and the experience is a great choice for anyone curious about skydiving but hesitant to leap from a plane. Plus, a certificate of flight makes for a fun keepsake.

Bottom Line: Indoor skydiving at iFly Montgomery delivers a safe, exhilarating experience that’s perfect for adrenaline junkies and curious first-timers alike. It’s a great way to get your feet off the ground without the risk of a real jump.

3. Harpers Ferry Audio Tour History, Ruins and River Views

Harpers Ferry Audio Tour History, Ruins and River Views

For a self-guided journey through one of America’s most historically charged sites, the Harpers Ferry Audio Tour is an excellent choice. Covering about 3 miles, it takes roughly two hours and explores the town’s legendary role in the fight for freedom, from John Brown’s raid to Civil War battles.

The tour includes 10 different stops, from the Appalachian Trail Conservancy headquarters to the US Armory site, where you’ll learn about the historic significance of each location.

The tour’s audio guide recognizes your location, providing detailed stories that bring Harpers Ferry’s past to life. You’ll walk along trails, peek into weathered ruins, and enjoy sweeping river views. The site of John Brown’s raid and the historic armory are especially compelling.

Reviewers note that using the technology makes it easy to control your pace—”a good way to learn about Harpers Ferry’s history,” said one.

Bottom Line: Perfect for history enthusiasts who appreciate independence, this audio tour combines storytelling with scenic views, making it a memorable, flexible experience.

4. Murder Mystery Detective Experience in Hagerstown MD

Murder Mystery Detective Experience in Hagerstown MD

For those who love solving puzzles or just enjoy a good story, the Murder Mystery Detective Experience offers a unique evening activity. This interactive game puts you in the shoes of a detective, tasked with cracking a case across 10 different locations in Hagerstown.

You can explore downtown on foot or drive to outlying sites—either way, you’ll listen to an engaging audio story that guides you through clues, suspects, and surprises. The experience lasts about 2.5 hours and costs $14.99 per person.

What sets this apart is its blend of storytelling and exploration. You get to follow a story that unfolds as you visit different spots, adding a sense of suspense to your evening. The game is designed for small groups, making it a fun, interactive experience for friends or couples.

Even though there are no reviews listed, the concept appeals to those who want a mix of urban exploration and mental challenge.

Bottom Line: If you enjoy mysteries, puzzles, or just an unusual way to discover Hagerstown, this detective adventure offers a memorable, story-driven evening activity.

How to Choose

When deciding between these options, consider your interests, time, and budget. History buffs will appreciate the Frederick walking tour, especially if you enjoy learning about local landmarks with a personable guide. For a high-energy experience, indoor skydiving provides a safe thrill, perfect for a quick adrenaline boost.

If you prefer an independent exploration, the Harpers Ferry audio tour is ideal—flexible, scenic, and educational. Finally, for a fun, interactive evening, the murder mystery offers a playful challenge.

Consider your travel style: a guided walk for in-depth history, a solo audio tour for scenic independence, or a hands-on activity like skydiving or solving a mystery for excitement and fun. Booking early is wise, especially in peak seasons, and check for discounts or combo tickets to save.

In summary, Frederick offers a variety of engaging activities that suit different interests—whether you’re exploring history, seeking adventure, or solving puzzles.

For a comprehensive experience, the walking tour and Harpers Ferry audio tour provide rich insights, while indoor skydiving and the murder mystery add a dash of thrill and intrigue. No matter what you choose, these options ensure your visit to Frederick is memorable and full of discovery.