Walking Tour near Winchester, Maryland

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!

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

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

Had a blast! Would definitely do it again!

Candice B.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © EEK Puzzlers No22

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Puzzling Adventures Highlights

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

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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