Amazing Race near Winchester, Maryland

Puzzling Adventures Customer Photo 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!

Puzzling Adventures


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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Amazing experience. Very well set up.
Melissa S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © BonBon
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Puzzling Adventures Highlights

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

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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

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Mapping 25 Northwest St., Annapolis, MD 21401
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directions
25 Northwest St., Annapolis, MD 21401
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Directory

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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