Amazing Race near Painters Hill, Maryland

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Painters Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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

Angie B.

Image © CHUDUNSCH

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Puzzling Adventures Highlights

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

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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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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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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