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 © Ham Gals

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Puzzling Adventures Highlights

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

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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

Walking Tour

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Treasure Hunt

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

Amazing Race

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Escape Room

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

Scavenger Hunt

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

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