Amazing Race near Winchester, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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 © 29 So Fine

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Puzzling Adventures Highlights

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

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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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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