Amazing Race near Winchester, Maryland

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Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

Highly recommend to anyone for a fun day out in the city!

Molly C.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

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

Lynn C.

Image © Saucy Saints

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Puzzling Adventures Highlights

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

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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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Mapping 25 Northwest St., Annapolis, MD 21401

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

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