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.

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 © The Black Market

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Puzzling Adventures Highlights

Outdoor activity
Accessible
Kid friendly
250+ Locations
Flat rate price
Informative
Team building
No reservations
Photo Challenges
Enriching
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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Mapping 25 Northwest St., Annapolis, MD 21401

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25 Northwest St., Annapolis, MD 21401

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Directory

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

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