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Chesapeake City Scavenger Hunt Cover Photo
Hunt Map Chesapeake City Chesapeake City Scavenger Hunt Team Photo
Chesapeake City Scavenger Hunt Team Photo
Chesapeake City Scavenger Hunt Cover Photo
Chesapeake City Scavenger Hunt Team Photo
Chesapeake City Scavenger Hunt Team Photo
Hunt Map Chesapeake City

Top Outdoor Activities In Chesapeake City, Maryland

Step into the heart of Chesapeake-City, a charming riverfront village known for it's historic canal town vibes and scenic Route 213. Our outdoor activities offer an exhilarating way to explore this mid-Atlantic historic gem. Whether you are a local or visiting Chesapeake City, these experiences promise unforgettable adventures amidst breathtaking landscapes. Get ready to uncover hidden gems and iconic landmarks as you embark on our thrilling outdoor activities.

Outdoor Experiences in Chesapeake City, Maryland

Here is our expertly curated list of outdoor activities designed to thrill and inspire! Discover unique experiences that blend adventure with discovery, inviting you to dive into fun-filled challenges in Chesapeake City. Each activity promises excitement and a chance to see the city like never before, making every moment memorable.

Top Rated
Chesapeake City scavenger hunt card image
green star 5.0 (22 reviews)

Chesapeake City scavenger hunt

Downtown, Chesapeake City

Embark on a thrilling scavenger hunt in downtown Chesapeake City, MD! Uncover hidden gems...

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Elkton Expeditions & Excitement Scavenger Hunt card image
green star 5.0 (16 reviews)

Elkton Expeditions & Excitement Scavenger Hunt

Downtown, Elkton

In Elkton, where history and humor collide, our two-mile scavenger hunt will guide you...

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Middletown‘s Dazzling Downtown Dash Scavenger Hunt card image
green star 5.0 (16 reviews)

Middletown‘s Dazzling Downtown Dash Scavenger Hunt

Downtown, Middletown

Middletown‘s no middle-ground with our Downtown scavenger hunt! Find hidden gems,...

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about outdoor activities

An Epic Chesapeake City, Maryland experience

Unleash your sense of adventure with our Chesapeake City scavenger hunts, leading you through iconic landmarks and secret spots in this vibrant town.
Rally your team with trivia quests, daring photo challenges, and engaging scavenger tasks while enjoying app-based scoring that adds a social twist.
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How Our Chesapeake City, Maryland Outdoor Activities Work

Our team meticulously researches cities worldwide including over 50 locations across Southeast offering diverse tours tailored specifically towards capturing essence within each locale visited during these engaging excursions. During each activity participants navigate footpaths solving intriguing puzzles answering trivia questions snapping photos murals public artworks earning points unlocking achievements via award-winning app fostering friendly competition among fellow explorers.

Man on a scavenger hunt walking tour
Hunt Map Chesapeake City
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Top Outdoor Attractions In Chesapeake City

Chesapeake City is brimming with top attractions perfect for outdoor activities. From the vibrant waterfront views along the C&D Canal to the colonial charm of it's historic districts, there is something for everyone. Experience the lively art galleries and craft beer spots that dot this picturesque town. Click on each location to see related activities.

1

The Bayard House

Explore the Bayard House, a Chesapeake Bay Getaway icon. Enjoy C&D Canal views and capture moments on it's storied porch. A must-see for those visiting Chesapeake City.
2

From Creek to Canal

Discover the engineering marvel of the Old Waterway in this Charming Riverfront Village. It's a scenic route perfect for history buffs exploring Chesapeake City attractions.
3

Gassaway House

Spot this hidden gem along Scenic Route 213. It's wooden charm makes it a Colonial Charm Spot, ideal for photo ops and sharing fun facts about Chesapeake City's history.
4

Steele-Davis House

Visit this landmark in the Quaint Waterfront Haven, a Mid-Atlantic Historic Gem. Architecture lovers will enjoy it's stories of teamwork and transformation on their day trip.
5

Karsner-Wilsey House/Office

Stroll past Locks and Lighthouses Land in this Boating Paradise MD. Capture photos and imagine canal-era tales as you explore outdoor things to do in Chesapeake City.
6

Dr. Smithers House c. 1848

Soak up history at this striking spot, an Eastern Shore Escape must-see. Enjoy architecture while capturing selfies during your visit to Chesapeake City's points of interest.
7

World War I Monument

Reflect at this little landmark in the city center, perfect for photo challenges or quick trivia. Connect with Chesapeake City's past during your outdoor adventure.
8

Cropper House

Marvel at timeworn architecture at this Maryland Waterfront Retreat. Swap stories with teammates while exploring unique things to do in Chesapeake City.
9

C&D Canal Museum

Experience rich history at this Historic Harbor Gem along C&D Canal Views. Solve riddles and uncover hidden gems during your visit to Chesapeake City attractions.
1

The Bayard House

Explore the Bayard House, a Chesapeake Bay Getaway icon. Enjoy C&D Canal views and capture moments on it's storied porch. A must-see for those visiting Chesapeake City.
2

From Creek to Canal

Discover the engineering marvel of the Old Waterway in this Charming Riverfront Village. It's a scenic route perfect for history buffs exploring Chesapeake City attractions.
3

Gassaway House

Spot this hidden gem along Scenic Route 213. It's wooden charm makes it a Colonial Charm Spot, ideal for photo ops and sharing fun facts about Chesapeake City's history.

See our Top Outdoor Activities By Neighborhood

Explore Chesapeake City's top neighborhoods through engaging outdoor activities that showcase their unique character. From Eastern Shore escapes to charming riverfront vistas, there is plenty to discover here. Click on these neighborhoods to see the related activity.

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12,000+ Reviews For our Hunts

See what people say about our outdoor activities in Chesapeake City

Our customers love exploring Chesapeake City through our exciting outdoor activities! With glowing testimonials highlighting star ratings and unforgettable experiences, it is clear why we are trusted by adventurers seeking fun in Maryland's hidden gem.

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This scavenger hunt was a fun thing to do with friends! We discovered so many historic places we never knew existed in our own backyard.
Daniel W.
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We had an unforgettable time on this self-guided tour. The Steele-Davis House is definitely worth checking out when visiting Chesapeake City.
Olivia H.
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Exploring the Gassaway House was such a treat. A perfect way to spend an afternoon in Downtown, full of interesting stories.
Chris M.
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'A great experience for tourists! The walking tour showcased iconic sights around Chesapeake City that we absolutely loved.
Laura D.
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This interactive tour let us explore Downtown like never before. We found cool spots and learned so much along the way!
Ryan M.
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The outdoor experience at From Creek to Canal was refreshing. Perfect for anyone looking for unique things to do in Chesapeake City.
Jessica G.
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What a fantastic date idea! We enjoyed exploring the Bayard House and learning about its history together in our beautiful city.
David B.
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Our family loved this scavenger hunt! It was a great way for us to bond while discovering hidden gems around Chesapeake City.
Sarah W.
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This was an amazing experience in the heart of Downtown. The C&D Canal Museum was a highlight that I never would have visited otherwise.
Michael S.
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I had a blast exploring the Dr. Smithers House on this walking tour. Such a fun way to discover local history in Chesapeake City.
Emily J.
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This unique scavenger hunt is one of my favorite things to do in Chesapeake City. Highly recommend for anyone looking for fun!
Ryan H.
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A great way to see iconic sites around Chesapeake City. The Karsner-Wilsey House was fascinating and worth every minute!
Megan T.
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We loved using the ScavengerHunt.com app to explore downtown. It made our experience interactive and engaging!
Daniel A.
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Such a cool experience wandering through downtown. The Cropper House was definitely a highlight on our adventure.
Laura W.
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Exploring historic spots like the Steele-Davis House made this a memorable thing to do in Chesapeake City for any tourist.
Chris M.
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The walking tour through downtown was an amazing outdoor activity. We enjoyed every moment while learning about local history.
Jessica G.
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A great date night experience! Strolling around downtown and discovering the Bayard House was perfect for us.
David L.
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This was such a fun family activity in the heart of Chesapeake City. We loved visiting the World War I Monument together.
Sarah B.
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What a fantastic way to discover hidden gems in downtown. The walking tour led us to the C&D Canal Museum and I learned so much.
Michael S.
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I had a blast exploring the Gassaway House. The self-guided tour made it easy to soak in the history of Chesapeake City.
Emily J.

FAQs.

LOCAL INSIGHTS

Fun Chesapeake City Facts and Hidden Gems

Did you know that Chesapeake City was once a bustling hub during the canal era? This charming town has retained it's historical allure while embracing modern-day vibrancy. It's unique blend of colonial architecture and scenic waterways makes it a must-see destination for history buffs and nature lovers alike.
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team building scavenger hunt
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