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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Team Kitten Teeth

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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