Amazing Race near Winchester, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Fun fun fun! great way to experience a new area!

Rhonda R.

Our family had a great time!

Christi C.

Image © The Rainbow Cheetahs

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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Rendering Map

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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