Amazing Race near Winchester, Maryland

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

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

Rhonda R.

Our family had a great time!

Christi C.

Image © Team BSL

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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