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!

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.

Embark on your journey, your way, your time...

As 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 pace.

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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.

This was a great experience!

Natalie M.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © The Rolling Stones

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

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