Walking Tour near Winchester, Maryland

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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

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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

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

Lynn C.

Image © Noll07

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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