Scavenger Hunt near Winchester, Maryland

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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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 really fun, it was a nice day and we learned a lot!

Bill S.

This was so much fun! What a great adventure!

Michele P.

Image © The Rolling Stones

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Puzzling Adventures Highlights

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

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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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Rendering Map

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View Purchase Options

directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

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