Scavenger Hunt near Westwinds, Maryland

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Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

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

Ginger K.

Image © REDrockets

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Puzzling Adventures Highlights

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

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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

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Directory

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

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