Walking Tour near Winchester, Maryland

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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 © Erin and Jacob

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

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