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.

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 © Sugar Pops

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

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