Amazing Race near Winchester, Maryland

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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 © Lexi mommy daddy

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Puzzling Adventures Highlights

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

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