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Sperryville Scavenger Shenanigans

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Discover Sperryville's hidden gems on the ultimate scavenger hunt adventure! Explore the Blue Ridge Gateway and Rappahannock Retreat as you solve riddles, complete missions, and tackle exciting challenges. This interactive walking tour through downtown offers flexibility, teamwork, and sightseeing fun for everyone.

This scavenger hunt will help you explore Sperryville. This top rated Sperryville Scavenger Hunt scavenger hunt is 0.71 miles and has 8 stops.

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Sperryville Scavenger Shenanigans
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Activity Info: Sperryville Scavenger Shenanigans

Nestled in the Shenandoah Foothills, Sperryville is a charming village known for it's historic character and scenic beauty. On this hunt, explore landmarks like John B. Kiger at 31 Main Street and Medical Miracle at 48 Main Street. Perfect for locals and visitors alike, it combines history with interactive fun, making each visit unforgettable.

You can do our interactive scavenger hunt at any time.

Featured Locations On This Scavenger Hunt

John B. Kiger

Discover John B. Kiger's house, a relic of craftsmanship where Conestoga wagons were born. This downtown gem is perfect for solving riddles and uncovering history on your Sperryville Scavenger Hunt.

31 Main Street

31 Main Street offers timeless charm as you explore Virginia's Hidden Jewel. Engage in photo challenges and discover local trivia at this unforgettable Artisanal Haven during your scavenger hunt.

Medical Miracle

Experience Sperryville's resilience at this medical landmark. Capture photos, collect fun facts, and feel history beneath your feet as you embark on an outdoor adventure in Virginia's countryside.

48 Main Street

At 48 Main, a Skyline Gateway landmark, engage in sightseeing and solve clues with your team. Appreciate the stonework and gather points of interest on this exciting scavenger hunt adventure.

A Hint of Total War

History buffs will enjoy unraveling fun facts at this strategic site where town-shaping events occurred. Dive into local mysteries on a unique walking tour mission through Sperryville's past.

21 Main Street

Savor 21 Main's quaint vibe in downtown's Artisanal Haven. Blend architectural charm with fun challenges—capture moments and earn points for your team on this engaging scavenger hunt.

Sperryville

Feel Virginia's Hidden Jewel come alive as you stroll through Sperryville. This ultimate spot for sightseeing offers fun facts and photo ops—a perfect addition to your countryside escape!

Cavalry Engagement

Travel back to 1862 at this downtown battleground. Engage with local trivia and let Sperryville's historic buzz fuel your next outdoor activity challenge during your scavenger hunt journey.

How the Sperryville Scavenger Hunt works

Grab your phone and set off on an exciting adventure in Sperryville Downtown! Use our app to solve riddles, snap photos, and earn points while exploring iconic spots. Compete with friends on the leaderboard as you uncover hidden treasures in this charming city center.

team building scavenger hunt
team building scavenger hunt
team building scavenger hunt
team building scavenger hunt
Map of scavenger hunt walking tour for Sperryville Scavenger Shenanigans

More details

Activity Type: Anytime Scavenger Hunt

Starting Area: 27 Main St, Sperryville, VA 22740, USA

Travel Method: Walking

Walking Distance: 0.71 Mi (1.14 KM)

Time:1.5 - 2 Hours

Skill Level:Friend & Family Fun

Extra Admissions: None


Custom Events For Sperryville Scavenger Shenanigans

The Sperryville Scavenger Hunt is perfect for any occasion! Celebrate birthdays or bachelorette parties with unique challenges that foster teamwork and laughter. Whether it's a weekend date or custom group outing, enjoy flexible pacing and memorable adventures in Virginia Wine Country.

team building event

Sperryville Scavenger Hunt Team Building Scavenger Hunts

Engage with your team by going spot to spot on an epic team building scavenger hunt!

Earn The Sperryville Scavenger Hunt High Score

Love a little competition? On the Sperryville Scavenger Hunt, each player will dive into photo challenges at John B. Kiger or trivia at A Hint of Total War. Work together to solve riddles for a chance to top the leaderboard—and earn ultimate bragging rights!

1
Max Power

Team: Max Power

Score: 2471
2
For the Lolz

Team: For the Lolz

Score: 2368
3
1st not Last

Team: 1st not Last

Score: 2118

Do you have what it takes to be a Sperryville Scavenger Hunt champion?

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Reviews for Sperryville Scavenger Hunt: Sperryville Scavenger Shenanigans

5 star reviews

If you’re looking for things to do in the Heart of Rappahannock, this scavenger hunt is a thrilling outdoor challenge packed with local history.

Liam Reed

5 star reviews

Exploring Downtown was fantastic on this adventure. We admired art at 48 Main Street and tackled fun challenges—it’s a must-do walking tour.

Mason Evans

5 star reviews

For tourists, the Sperryville Scavenger Hunt is an incredible way to see points of interest like A Hint of Total War and Medical Miracle in Downtown.

Sophia Harris

5 star reviews

A perfect date activity in Sperryville. My partner and I enjoyed discovering hidden gems like John B. Kiger and 31 Main Street while working together.

Lucas Bennett

5 star reviews

I loved exploring Sperryville with my family on the scavenger hunt. The kids had a blast solving riddles at 21 Main Street and Cavalry Engagement.

Evelyn Thompson

5 star reviews

As tourists in Sperryville, we found this scavenger adventure to be a fantastic way to uncover local history and hidden gems around the area!

Mia Carter

5 star reviews

Loved exploring the quirky side of Sperryville with this scavenger hunt! 48 Main Street is now one of my favorite spots in our little town.

Ethan Mitchell

5 star reviews

This hunt was an awesome outdoor activity around Downtown! From Medical Miracle to Hint of Total War, it kept us engaged throughout.

Sophia Garcia

5 star reviews

As a date idea, the Sperryville hunt was great. We laughed and solved puzzles at John B. Kiger, making it a unique Downtown experience.

Jake Sanders

5 star reviews

I had a wonderful time on the Sperryville Scavenger Hunt. Exploring 31 Main Street and Cavalry Engagement was exciting. A perfect family activity!

Laura Cunningham

5 star reviews

This Scavenger Hunt is a must-do in lil' Sperryville! Discovering points of interest like Cavalry Engagement made for an engaging day out with friends.

Ethan Nguyen

5 star reviews

Had a blast uncovering Sperryville's stories on this walking tour. The puzzles near 31 Main Street made us appreciate the area's unique charm even more.

Olivia Kim

5 star reviews

Our downtown adventure was thrilling. Navigating through John B. Kiger and A Hint of Total War offered both history and fun challenges for our team.

Lucas Mitchell

5 star reviews

A unique way to explore Sperryville with my partner. We loved solving riddles at the Medical Miracle and capturing moments at 48 Main Street.

Maya Parker

5 star reviews

Exploring the Rappahannock gem, this hunt was a fantastic family activity. From Cavalry Engagement to 21 Main Street, we discovered hidden treasures together.

Caleb Thompson

5 star reviews

As tourists, we found the scavenger hunt in Little Village a perfect way to see Sperryville's points of interest, especially around 48 Main Street.

Anna Garcia

5 star reviews

The Old Town adventure was a fun outdoor activity. We explored hidden gems like 21 Main Street, making it a must-do in Sperryville!

Michael Johnson

5 star reviews

Exploring Sperryville on the scavenger hunt was great for our family. We loved finding clues at Cavalry Engagement and learning about local history.

Sarah Miller

5 star reviews

Sperryville's downtown tour was an awesome date idea! We solved puzzles at places like A Hint of Total War and discovered the Medical Miracle.

James Richards

5 star reviews

I had a blast with the Sperryville Scavenger Hunt in Old Town! The riddles led us to cool spots like John B. Kiger and 31 Main Street.

Emily Thompson

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