Amazing Race near Painters Hill, 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!

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!

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.

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 Painters Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

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

Dianne M.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Team Spectacular

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Rendering Map

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Walking Tour

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

Amazing Race

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Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

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