Amazing Race near Winchester, Maryland

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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!

Puzzling Adventures

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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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

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

Dianne M.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Team Ryan Md

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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Walking Tour

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

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