Walking Tour near Winchester, Maryland

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Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

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

Dianne M.

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 © Princess Zhang

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

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