Amazing Race near Winchester, Maryland

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Very enjoyable!

Kelly L.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Hey Darnold

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Puzzling Adventures Highlights

Enriching
Photo Challenges
No reservations
Outdoor activity
Kid friendly
Accessible
Team building
250+ Locations
Informative
Flat rate price
Exploration

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Walking Tour

Mariners Point Walking Tour Greenbriar Walking Tour Severn Grove Walking Tour Westwinds Walking Tour Bay Ridge Junction Walking Tour Harness Woods Walking Tour Colonial Manor Estates Walking Tour Admiral Heights Walking Tour Browns Woods Walking Tour Pendennis Mount Walking Tour Hillsmere Shores Walking Tour Browns Woods Villa Walking Tour Eatons Landing Walking Tour Riverview Manor Walking Tour Indian Hills Walking Tour Luce Creek Walking Tour Truxton Heights Walking Tour Dulls Corner Walking Tour Great Meadows Walking Tour Homewood Walking Tour Georgetown East Walking Tour Eastport Terrace Walking Tour Ferry Farms Walking Tour Captains Choice Walking Tour Threemile Oak Corner Walking Tour Eastport Walking Tour Bancroft Walking Tour Parole Walking Tour Tyler Heights Walking Tour Round View Walking Tour Hidden Point Walking Tour Winchester Walking Tour Lands End Walking Tour Manresa Walking Tour Robinwood Walking Tour The Courtyards Walking Tour West Woods Walking Tour Victor Haven Walking Tour West Annapolis Walking Tour Mariners Cove Walking Tour Dorsey Heights Walking Tour Watergate Village Walking Tour Forest Villa Walking Tour Martins Cove Farm Walking Tour Bywater Estates Walking Tour Forest Meadows Walking Tour Gentry Walking Tour Wetheridge Estates Walking Tour Hunt Meadows Walking Tour Colony Hills Walking Tour Wilelinor Estates Walking Tour Providence Historical Walking Tour Dreams Landing Walking Tour Severnside Walking Tour Primrose Acres Walking Tour Pines On Severn Walking Tour Winchester On The Severn Walking Tour Bestgate Terrace Walking Tour Captains Walk Walking Tour Old Annapolis Neck Walking Tour Providence Cove Walking Tour Bay View Heights Walking Tour Elktonia Walking Tour Beechwood On The Burley Walking Tour Cedarwood Cove Walking Tour The Meadows Walking Tour Market Quay Walking Tour Naval Academy Walking Tour Knightsbridge Walking Tour Rundelac Farm Walking Tour Loretta Heights Walking Tour Annapolis Overlook Walking Tour Painters Hill Walking Tour Town Home Village Walking Tour The Ridings Walking Tour Bembe Beach Walking Tour Dellwood Walking Tour Sturbridge Walking Tour Romar Estates Walking Tour Harkness Creek Park Walking Tour Heritage Walking Tour Annapolis Roads Walking Tour Bloomsbury Square Walking Tour Baytowne Village Walking Tour Greenbriar Gardens Walking Tour Lincoln Heights Walking Tour Anchorage Walking Tour Wardour Bluffs Walking Tour Weems Creek Walking Tour Hickory Hills Walking Tour New Point Walking Tour Annapolis Walking Tour Brice Manor Walking Tour Keys Farm Walking Tour Wilshire Walking Tour Lindamoor On The Severn Walking Tour Wardour Walking Tour Severn Forest Walking Tour The Village Walking Tour Timber Creek Walking Tour

Amazing Race

Manresa Amazing Race Annapolis Overlook Amazing Race West Woods Amazing Race Providence Historical Amazing Race Lands End Amazing Race Georgetown East Amazing Race Greenbriar Amazing Race Browns Woods Amazing Race Annapolis Amazing Race Great Meadows Amazing Race Parole Amazing Race Eatons Landing Amazing Race Severn Forest Amazing Race Pines On Severn Amazing Race Dellwood Amazing Race Colonial Manor Estates Amazing Race Pendennis Mount Amazing Race Cedarwood Cove Amazing Race Bestgate Terrace Amazing Race Eastport Amazing Race Keys Farm Amazing Race Luce Creek Amazing Race Martins Cove Farm Amazing Race The Village Amazing Race Harkness Creek Park Amazing Race Sturbridge Amazing Race Dulls Corner Amazing Race The Meadows Amazing Race Bembe Beach Amazing Race Baytowne Village Amazing Race Colony Hills Amazing Race Heritage Amazing Race Riverview Manor Amazing Race Providence Cove Amazing Race Victor Haven Amazing Race Forest Villa Amazing Race Bay Ridge Junction Amazing Race Greenbriar Gardens Amazing Race Mariners Cove Amazing Race Robinwood Amazing Race Mariners Point Amazing Race Dorsey Heights Amazing Race Threemile Oak Corner Amazing Race Painters Hill Amazing Race Forest Meadows Amazing Race Brice Manor Amazing Race The Courtyards Amazing Race Captains Walk Amazing Race Bywater Estates Amazing Race Bloomsbury Square Amazing Race Westwinds Amazing Race Round View Amazing Race Lincoln Heights Amazing Race Beechwood On The Burley Amazing Race Loretta Heights Amazing Race Dreams Landing Amazing Race Hidden Point Amazing Race Lindamoor On The Severn Amazing Race Gentry Amazing Race Timber Creek Amazing Race Winchester On The Severn Amazing Race Hunt Meadows Amazing Race Harness Woods Amazing Race Anchorage Amazing Race Captains Choice Amazing Race Market Quay Amazing Race The Ridings Amazing Race Naval Academy Amazing Race Wilelinor Estates Amazing Race Primrose Acres Amazing Race Tyler Heights Amazing Race Weems Creek Amazing Race Old Annapolis Neck Amazing Race Romar Estates Amazing Race Homewood Amazing Race Bay View Heights Amazing Race Annapolis Roads Amazing Race New Point Amazing Race West Annapolis Amazing Race Wilshire Amazing Race Truxton Heights Amazing Race Hickory Hills Amazing Race Rundelac Farm Amazing Race Wardour Bluffs Amazing Race Wardour Amazing Race Town Home Village Amazing Race Ferry Farms Amazing Race Severnside Amazing Race Eastport Terrace Amazing Race Knightsbridge Amazing Race Severn Grove Amazing Race Winchester Amazing Race Indian Hills Amazing Race Admiral Heights Amazing Race Elktonia Amazing Race Bancroft Amazing Race Hillsmere Shores Amazing Race Watergate Village Amazing Race Browns Woods Villa Amazing Race Wetheridge Estates Amazing Race

Scavenger Hunt

Martins Cove Farm Scavenger Hunt Captains Walk Scavenger Hunt Round View Scavenger Hunt Bembe Beach Scavenger Hunt Wetheridge Estates Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Dulls Corner Scavenger Hunt New Point Scavenger Hunt Severn Grove Scavenger Hunt Beechwood On The Burley Scavenger Hunt Wilelinor Estates Scavenger Hunt Truxton Heights Scavenger Hunt Baytowne Village Scavenger Hunt Victor Haven Scavenger Hunt Indian Hills Scavenger Hunt Sturbridge Scavenger Hunt Lincoln Heights Scavenger Hunt Romar Estates Scavenger Hunt Town Home Village Scavenger Hunt Bywater Estates Scavenger Hunt Winchester On The Severn Scavenger Hunt Weems Creek Scavenger Hunt Market Quay Scavenger Hunt Bay Ridge Junction Scavenger Hunt Mariners Point Scavenger Hunt Providence Historical Scavenger Hunt Homewood Scavenger Hunt Annapolis Scavenger Hunt Hillsmere Shores Scavenger Hunt Robinwood Scavenger Hunt Luce Creek Scavenger Hunt Eatons Landing Scavenger Hunt Ferry Farms Scavenger Hunt Annapolis Overlook Scavenger Hunt Great Meadows Scavenger Hunt Hidden Point Scavenger Hunt Greenbriar Gardens Scavenger Hunt Bloomsbury Square Scavenger Hunt Providence Cove Scavenger Hunt Riverview Manor Scavenger Hunt Painters Hill Scavenger Hunt Eastport Terrace Scavenger Hunt Heritage Scavenger Hunt Forest Meadows Scavenger Hunt Wardour Scavenger Hunt The Meadows Scavenger Hunt Georgetown East Scavenger Hunt Dorsey Heights Scavenger Hunt Harness Woods Scavenger Hunt Manresa Scavenger Hunt Gentry Scavenger Hunt Bestgate Terrace Scavenger Hunt The Ridings Scavenger Hunt Eastport Scavenger Hunt Keys Farm Scavenger Hunt Old Annapolis Neck Scavenger Hunt Annapolis Roads Scavenger Hunt Bancroft Scavenger Hunt Brice Manor Scavenger Hunt Loretta Heights Scavenger Hunt The Village Scavenger Hunt Watergate Village Scavenger Hunt Pines On Severn Scavenger Hunt Dellwood Scavenger Hunt Harkness Creek Park Scavenger Hunt Wilshire Scavenger Hunt Parole Scavenger Hunt The Courtyards Scavenger Hunt West Woods Scavenger Hunt Mariners Cove Scavenger Hunt Wardour Bluffs Scavenger Hunt Browns Woods Scavenger Hunt Colonial Manor Estates Scavenger Hunt Browns Woods Villa Scavenger Hunt Captains Choice Scavenger Hunt Pendennis Mount Scavenger Hunt West Annapolis Scavenger Hunt Dreams Landing Scavenger Hunt Elktonia Scavenger Hunt Winchester Scavenger Hunt Forest Villa Scavenger Hunt Knightsbridge Scavenger Hunt Hunt Meadows Scavenger Hunt Naval Academy Scavenger Hunt Timber Creek Scavenger Hunt Admiral Heights Scavenger Hunt Bay View Heights Scavenger Hunt Cedarwood Cove Scavenger Hunt Severnside Scavenger Hunt Primrose Acres Scavenger Hunt Tyler Heights Scavenger Hunt Greenbriar Scavenger Hunt Anchorage Scavenger Hunt Rundelac Farm Scavenger Hunt Threemile Oak Corner Scavenger Hunt Severn Forest Scavenger Hunt Lands End Scavenger Hunt Westwinds Scavenger Hunt Colony Hills Scavenger Hunt Hickory Hills Scavenger Hunt

Escape Room

Market Quay Escape Room Hunt Meadows Escape Room Wardour Bluffs Escape Room Old Annapolis Neck Escape Room Victor Haven Escape Room Browns Woods Escape Room Providence Historical Escape Room West Annapolis Escape Room Lindamoor On The Severn Escape Room Bancroft Escape Room Hillsmere Shores Escape Room Tyler Heights Escape Room Eastport Escape Room Manresa Escape Room Mariners Point Escape Room Truxton Heights Escape Room Anchorage Escape Room Lincoln Heights Escape Room Eastport Terrace Escape Room Parole Escape Room Greenbriar Escape Room Town Home Village Escape Room Wilelinor Estates Escape Room Severn Forest Escape Room Round View Escape Room Annapolis Overlook Escape Room Elktonia Escape Room Lands End Escape Room Pines On Severn Escape Room Pendennis Mount Escape Room Threemile Oak Corner Escape Room Browns Woods Villa Escape Room Romar Estates Escape Room Forest Villa Escape Room Knightsbridge Escape Room Rundelac Farm Escape Room Gentry Escape Room Severn Grove Escape Room Annapolis Roads Escape Room Loretta Heights Escape Room Wetheridge Estates Escape Room Bloomsbury Square Escape Room The Meadows Escape Room Hidden Point Escape Room Eatons Landing Escape Room Captains Choice Escape Room Dulls Corner Escape Room The Ridings Escape Room Heritage Escape Room Luce Creek Escape Room Colonial Manor Estates Escape Room Wilshire Escape Room Sturbridge Escape Room Dorsey Heights Escape Room The Courtyards Escape Room Westwinds Escape Room Robinwood Escape Room Harness Woods Escape Room Winchester Escape Room Admiral Heights Escape Room Annapolis Escape Room Indian Hills Escape Room Cedarwood Cove Escape Room Providence Cove Escape Room Bestgate Terrace Escape Room Captains Walk Escape Room The Village Escape Room Wardour Escape Room Naval Academy Escape Room Ferry Farms Escape Room Brice Manor Escape Room Colony Hills Escape Room Bay View Heights Escape Room Watergate Village Escape Room Severnside Escape Room Hickory Hills Escape Room Primrose Acres Escape Room Homewood Escape Room Great Meadows Escape Room Bembe Beach Escape Room Riverview Manor Escape Room West Woods Escape Room Dreams Landing Escape Room Keys Farm Escape Room Weems Creek Escape Room Bywater Estates Escape Room Harkness Creek Park Escape Room Baytowne Village Escape Room Georgetown East Escape Room Painters Hill Escape Room Mariners Cove Escape Room Beechwood On The Burley Escape Room Winchester On The Severn Escape Room Forest Meadows Escape Room Timber Creek Escape Room Bay Ridge Junction Escape Room Greenbriar Gardens Escape Room Martins Cove Farm Escape Room Dellwood Escape Room New Point Escape Room

Treasure Hunt

Town Home Village Treasure Hunt Providence Historical Treasure Hunt Pines On Severn Treasure Hunt The Ridings Treasure Hunt Indian Hills Treasure Hunt Harkness Creek Park Treasure Hunt Dulls Corner Treasure Hunt Old Annapolis Neck Treasure Hunt Heritage Treasure Hunt Watergate Village Treasure Hunt Knightsbridge Treasure Hunt Bestgate Terrace Treasure Hunt Harness Woods Treasure Hunt Bembe Beach Treasure Hunt Hillsmere Shores Treasure Hunt Naval Academy Treasure Hunt New Point Treasure Hunt West Woods Treasure Hunt Gentry Treasure Hunt Round View Treasure Hunt Pendennis Mount Treasure Hunt Annapolis Roads Treasure Hunt Wardour Bluffs Treasure Hunt Loretta Heights Treasure Hunt Tyler Heights Treasure Hunt Martins Cove Farm Treasure Hunt Eatons Landing Treasure Hunt Parole Treasure Hunt The Meadows Treasure Hunt Mariners Cove Treasure Hunt Robinwood Treasure Hunt Victor Haven Treasure Hunt Forest Villa Treasure Hunt Annapolis Treasure Hunt Great Meadows Treasure Hunt Severn Grove Treasure Hunt Dorsey Heights Treasure Hunt Anchorage Treasure Hunt Bay View Heights Treasure Hunt Admiral Heights Treasure Hunt Bancroft Treasure Hunt Lindamoor On The Severn Treasure Hunt Forest Meadows Treasure Hunt Annapolis Overlook Treasure Hunt Romar Estates Treasure Hunt Wilelinor Estates Treasure Hunt Bay Ridge Junction Treasure Hunt Elktonia Treasure Hunt Dreams Landing Treasure Hunt Winchester Treasure Hunt Wetheridge Estates Treasure Hunt Colonial Manor Estates Treasure Hunt Lincoln Heights Treasure Hunt Manresa Treasure Hunt Homewood Treasure Hunt Eastport Treasure Hunt Greenbriar Treasure Hunt Mariners Point Treasure Hunt Winchester On The Severn Treasure Hunt Bloomsbury Square Treasure Hunt The Village Treasure Hunt Baytowne Village Treasure Hunt Timber Creek Treasure Hunt Ferry Farms Treasure Hunt Wilshire Treasure Hunt Painters Hill Treasure Hunt The Courtyards Treasure Hunt Severnside Treasure Hunt Weems Creek Treasure Hunt Dellwood Treasure Hunt Keys Farm Treasure Hunt Truxton Heights Treasure Hunt Threemile Oak Corner Treasure Hunt Beechwood On The Burley Treasure Hunt Riverview Manor Treasure Hunt Lands End Treasure Hunt Brice Manor Treasure Hunt Greenbriar Gardens Treasure Hunt Colony Hills Treasure Hunt Sturbridge Treasure Hunt Browns Woods Villa Treasure Hunt Captains Walk Treasure Hunt Captains Choice Treasure Hunt Primrose Acres Treasure Hunt West Annapolis Treasure Hunt Eastport Terrace Treasure Hunt Westwinds Treasure Hunt Severn Forest Treasure Hunt Market Quay Treasure Hunt Georgetown East Treasure Hunt Hidden Point Treasure Hunt Bywater Estates Treasure Hunt Hickory Hills Treasure Hunt Cedarwood Cove Treasure Hunt Browns Woods Treasure Hunt Wardour Treasure Hunt Providence Cove Treasure Hunt Luce Creek Treasure Hunt Hunt Meadows Treasure Hunt Rundelac Farm Treasure Hunt

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