No need to wait for a scheduled event! With this innovative approach to orienteering, your smartphone serves as both map and compass, letting you enjoy our courses anytime you like.

Checkpoint Challenges

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About Checkpoint Challenges

Are you passionate about hiking or walking in the park but also looking to challenge your mind?

Checkpoint Challenges offers an unmatched outdoor adventure experience. Plot your unique course between checkpoints while working on your map reading skills!

Orienteering in the modern era...

Similar to traditional orienteering, each course is a series of points marked on a map that must be visited in order. Participants select their own paths between checkpoints, ultimately returning to the Start. However, instead of a large paper map, your phone displays only the current course segment with an integrated compass, progress updates, and hints to keep you from getting lost.

Have fun on your schedule and at your speed...

Skip the club meet! our courses are ready whenever you are. Enjoy them competitively, with rankings for each segment, or as a recreational pastime. This enriching outdoor experience is ideal for active people and adventure groups alike.

Checkpoint Challenges Medford

What are people saying about Checkpoint Challenges?

Customer Reviews

This was a really cool way to explore the park and it took me places I never would have gone otherwise!

Sophia

Great idea! Can't wait to see more locations added.

James

Always looking for something unusual to do with my girlfriend and this way a hit with both of us!

Noah

Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

GPS
Contest
Enriching
Active
Physical
Individuals or groups
Flat rate price
Running
Challenging
Competition
Outdoors
No reservations
Checkpoints
Team building
Race
Anytime
Compass Reading

Remarkably, even a single orienteering session improved spatial memory in our study participants. This suggests that participating in orienteering, even infrequently, could enhance spatial abilities, with the potential to delay their decline with age.

McMaster University Canada

https://brighterworld.mcmaster.ca/articles/dementia-fighter-how-orienteering-helps-the-brain/

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Boston Common, 16 Charles St, Boston, MA

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Orienteering Event

Fenway Kenmore Orienteering Event Winthrop Orienteering Event West Everett Orienteering Event Uphams Corner Orienteering Event Fort Winthrop Historical Orienteering Event Revere Orienteering Event South Boston Orienteering Event Longwood Station Orienteering Event Jeffries Point Orienteering Event Suffolk Downs Station Orienteering Event East Cambridge Orienteering Event Ten Hills Orienteering Event Beachmont Orienteering Event Cottage Park Orienteering Event North End Orienteering Event Inner Belt Orienteering Event Orient Heights Orienteering Event North Brighton Orienteering Event Old Cambridge Orienteering Event Waterfront Orienteering Event Wellington Orienteering Event Glenwood Orienteering Event City Point Orienteering Event Brighton Orienteering Event Everett Orienteering Event West Somerville Orienteering Event Ashmont Orienteering Event Downtown Financial District Orienteering Event Dock Square Orienteering Event Bay Village Orienteering Event East Watertown Orienteering Event Neponset Orienteering Event Allston Brighton Orienteering Event Beaconsfield Orienteering Event Chelsea Orienteering Event Chinatown Leather District Orienteering Event East Boston Orienteering Event Mission Hill Orienteering Event Aberdeen Orienteering Event Strawberry Hill Orienteering Event Boston Orienteering Event Prospect Hill Orienteering Event West End Orienteering Event Faneuil Orienteering Event Point Shirley Orienteering Event Edgeworth Orienteering Event Squantum Orienteering Event Kendall Square Orienteering Event Dorchester South Orienteering Event Cedar Grove Orienteering Event Jamaica Plain Orienteering Event Cambridgeport Orienteering Event Brookline Village Orienteering Event Admirals Hill Orienteering Event Mount Ida Orienteering Event Sommerville Orienteering Event Medford Hillside Orienteering Event Winter Hill Orienteering Event North Cambridge Orienteering Event Savin Hill Orienteering Event Roxbury Orienteering Event Court Park Orienteering Event Grove Hall Orienteering Event Mount Auburn Orienteering Event Va Boston Healthcare System Brockton Campus Orienteering Event South End Orienteering Event Glendale Orienteering Event Back Bay Orienteering Event Downtown Boston Orienteering Event Coolidge Corner Orienteering Event Fields Corner Orienteering Event Dorchester North Orienteering Event Allston Orienteering Event Malden Orienteering Event Huron Village Orienteering Event Cambridge Orienteering Event Somerville Orienteering Event Coolidge Hill Orienteering Event Winthrop Beach Orienteering Event New Squantum Orienteering Event Avon Hill Orienteering Event Larchwood Orienteering Event Charlestown Orienteering Event Medford Orienteering Event Beacon Hill Orienteering Event Reservoir Orienteering Event Quincy Market Orienteering Event East Somerville Orienteering Event Malden Centre Orienteering Event Forest Hills Orienteering Event Spring Hill Orienteering Event Forest Hills Orienteering Event Mount Bowdoin Orienteering Event Dorchester Orienteering Event Brookline Orienteering Event Hendersonville Orienteering Event Meeting House Hill Orienteering Event Roxbury Crossing Orienteering Event South Bay Orienteering Event Dorchester Center Orienteering Event

Map And Compass Reading

Mount Ida Map And Compass Reading Downtown Financial District Map And Compass Reading East Watertown Map And Compass Reading Strawberry Hill Map And Compass Reading East Cambridge Map And Compass Reading Beaconsfield Map And Compass Reading Winthrop Beach Map And Compass Reading Waterfront Map And Compass Reading South Boston Map And Compass Reading East Boston Map And Compass Reading Boston Map And Compass Reading City Point Map And Compass Reading Wellington Map And Compass Reading Cedar Grove Map And Compass Reading Jamaica Plain Map And Compass Reading Quincy Market Map And Compass Reading North End Map And Compass Reading Reservoir Map And Compass Reading East Somerville Map And Compass Reading Old Cambridge Map And Compass Reading Hendersonville Map And Compass Reading Roxbury Map And Compass Reading Brookline Village Map And Compass Reading Mount Auburn Map And Compass Reading West End Map And Compass Reading Longwood Station Map And Compass Reading Chelsea Map And Compass Reading Suffolk Downs Station Map And Compass Reading Squantum Map And Compass Reading Dorchester Center Map And Compass Reading Spring Hill Map And Compass Reading New Squantum Map And Compass Reading Admirals Hill Map And Compass Reading Charlestown Map And Compass Reading Ten Hills Map And Compass Reading Glendale Map And Compass Reading Dock Square Map And Compass Reading Dorchester South Map And Compass Reading Everett Map And Compass Reading Winter Hill Map And Compass Reading Faneuil Map And Compass Reading South End Map And Compass Reading Edgeworth Map And Compass Reading Huron Village Map And Compass Reading Brighton Map And Compass Reading Prospect Hill Map And Compass Reading Coolidge Hill Map And Compass Reading Cambridge Map And Compass Reading Meeting House Hill Map And Compass Reading Malden Map And Compass Reading Downtown Boston Map And Compass Reading Brookline Map And Compass Reading Jeffries Point Map And Compass Reading Court Park Map And Compass Reading West Somerville Map And Compass Reading Mount Bowdoin Map And Compass Reading Kendall Square Map And Compass Reading Fenway Kenmore Map And Compass Reading Orient Heights Map And Compass Reading Dorchester North Map And Compass Reading Roxbury Crossing Map And Compass Reading Savin Hill Map And Compass Reading South Bay Map And Compass Reading Larchwood Map And Compass Reading Beacon Hill Map And Compass Reading Inner Belt Map And Compass Reading Avon Hill Map And Compass Reading Cambridgeport Map And Compass Reading Ashmont Map And Compass Reading North Brighton Map And Compass Reading Uphams Corner Map And Compass Reading Fort Winthrop Historical Map And Compass Reading Grove Hall Map And Compass Reading Revere Map And Compass Reading Forest Hills Map And Compass Reading Point Shirley Map And Compass Reading Malden Centre Map And Compass Reading Cottage Park Map And Compass Reading Allston Brighton Map And Compass Reading Beachmont Map And Compass Reading Dorchester Map And Compass Reading Chinatown Leather District Map And Compass Reading Mission Hill Map And Compass Reading Allston Map And Compass Reading Glenwood Map And Compass Reading Aberdeen Map And Compass Reading West Everett Map And Compass Reading Forest Hills Map And Compass Reading Va Boston Healthcare System Brockton Campus Map And Compass Reading Bay Village Map And Compass Reading Winthrop Map And Compass Reading Back Bay Map And Compass Reading North Cambridge Map And Compass Reading Somerville Map And Compass Reading Medford Hillside Map And Compass Reading Sommerville Map And Compass Reading Medford Map And Compass Reading Coolidge Corner Map And Compass Reading Fields Corner Map And Compass Reading Neponset Map And Compass Reading

Orienteering Club

Winthrop Orienteering Club East Somerville Orienteering Club Meeting House Hill Orienteering Club Prospect Hill Orienteering Club Aberdeen Orienteering Club Cambridge Orienteering Club West End Orienteering Club Ten Hills Orienteering Club West Everett Orienteering Club Forest Hills Orienteering Club Fort Winthrop Historical Orienteering Club East Watertown Orienteering Club Allston Orienteering Club New Squantum Orienteering Club Fenway Kenmore Orienteering Club Spring Hill Orienteering Club Grove Hall Orienteering Club Chelsea Orienteering Club Edgeworth Orienteering Club Va Boston Healthcare System Brockton Campus Orienteering Club Dock Square Orienteering Club Ashmont Orienteering Club Beaconsfield Orienteering Club Somerville Orienteering Club Dorchester Orienteering Club Roxbury Orienteering Club City Point Orienteering Club Brookline Orienteering Club Jeffries Point Orienteering Club Larchwood Orienteering Club Boston Orienteering Club Dorchester South Orienteering Club Beachmont Orienteering Club Glendale Orienteering Club Mount Bowdoin Orienteering Club Fields Corner Orienteering Club Suffolk Downs Station Orienteering Club Downtown Financial District Orienteering Club Cambridgeport Orienteering Club East Boston Orienteering Club Uphams Corner Orienteering Club Mount Ida Orienteering Club Reservoir Orienteering Club Jamaica Plain Orienteering Club Wellington Orienteering Club Roxbury Crossing Orienteering Club North Brighton Orienteering Club Avon Hill Orienteering Club Court Park Orienteering Club Medford Hillside Orienteering Club East Cambridge Orienteering Club Medford Orienteering Club Mission Hill Orienteering Club Brookline Village Orienteering Club Cedar Grove Orienteering Club Malden Orienteering Club South Bay Orienteering Club Brighton Orienteering Club Beacon Hill Orienteering Club Winter Hill Orienteering Club South Boston Orienteering Club Waterfront Orienteering Club Winthrop Beach Orienteering Club Old Cambridge Orienteering Club Allston Brighton Orienteering Club Savin Hill Orienteering Club Mount Auburn Orienteering Club Charlestown Orienteering Club Strawberry Hill Orienteering Club North Cambridge Orienteering Club Point Shirley Orienteering Club Forest Hills Orienteering Club Back Bay Orienteering Club North End Orienteering Club Coolidge Hill Orienteering Club Dorchester North Orienteering Club Chinatown Leather District Orienteering Club Revere Orienteering Club Admirals Hill Orienteering Club Cottage Park Orienteering Club Dorchester Center Orienteering Club West Somerville Orienteering Club Hendersonville Orienteering Club Huron Village Orienteering Club Longwood Station Orienteering Club Neponset Orienteering Club Squantum Orienteering Club Faneuil Orienteering Club Kendall Square Orienteering Club Everett Orienteering Club Coolidge Corner Orienteering Club Malden Centre Orienteering Club Orient Heights Orienteering Club Quincy Market Orienteering Club Bay Village Orienteering Club Sommerville Orienteering Club Glenwood Orienteering Club Downtown Boston Orienteering Club Inner Belt Orienteering Club South End Orienteering Club

Orienteering Meet

Dorchester Orienteering Meet Cedar Grove Orienteering Meet Edgeworth Orienteering Meet Neponset Orienteering Meet Larchwood Orienteering Meet East Cambridge Orienteering Meet Ten Hills Orienteering Meet South Boston Orienteering Meet Glendale Orienteering Meet Medford Orienteering Meet Faneuil Orienteering Meet Jeffries Point Orienteering Meet Va Boston Healthcare System Brockton Campus Orienteering Meet Huron Village Orienteering Meet North End Orienteering Meet East Watertown Orienteering Meet Dorchester North Orienteering Meet Somerville Orienteering Meet South Bay Orienteering Meet Inner Belt Orienteering Meet Malden Centre Orienteering Meet Brookline Village Orienteering Meet East Boston Orienteering Meet City Point Orienteering Meet Wellington Orienteering Meet Mount Ida Orienteering Meet Longwood Station Orienteering Meet Suffolk Downs Station Orienteering Meet Savin Hill Orienteering Meet Beaconsfield Orienteering Meet Cambridgeport Orienteering Meet Back Bay Orienteering Meet Mount Bowdoin Orienteering Meet Forest Hills Orienteering Meet Cottage Park Orienteering Meet Glenwood Orienteering Meet Reservoir Orienteering Meet Medford Hillside Orienteering Meet Revere Orienteering Meet Orient Heights Orienteering Meet Boston Orienteering Meet Point Shirley Orienteering Meet Roxbury Orienteering Meet Beachmont Orienteering Meet Meeting House Hill Orienteering Meet Beacon Hill Orienteering Meet South End Orienteering Meet Avon Hill Orienteering Meet Winter Hill Orienteering Meet Brookline Orienteering Meet Roxbury Crossing Orienteering Meet East Somerville Orienteering Meet Dock Square Orienteering Meet Squantum Orienteering Meet Prospect Hill Orienteering Meet Coolidge Corner Orienteering Meet Bay Village Orienteering Meet Mission Hill Orienteering Meet Allston Brighton Orienteering Meet Everett Orienteering Meet Ashmont Orienteering Meet Winthrop Orienteering Meet Fort Winthrop Historical Orienteering Meet Waterfront Orienteering Meet Downtown Financial District Orienteering Meet Jamaica Plain Orienteering Meet Spring Hill Orienteering Meet Sommerville Orienteering Meet Charlestown Orienteering Meet Old Cambridge Orienteering Meet Allston Orienteering Meet Forest Hills Orienteering Meet Chelsea Orienteering Meet Brighton Orienteering Meet Cambridge Orienteering Meet Aberdeen Orienteering Meet North Brighton Orienteering Meet Admirals Hill Orienteering Meet West Everett Orienteering Meet Hendersonville Orienteering Meet New Squantum Orienteering Meet West Somerville Orienteering Meet Dorchester Center Orienteering Meet Grove Hall Orienteering Meet Chinatown Leather District Orienteering Meet Fenway Kenmore Orienteering Meet Kendall Square Orienteering Meet West End Orienteering Meet Quincy Market Orienteering Meet Malden Orienteering Meet Strawberry Hill Orienteering Meet Fields Corner Orienteering Meet Uphams Corner Orienteering Meet Court Park Orienteering Meet North Cambridge Orienteering Meet Winthrop Beach Orienteering Meet Mount Auburn Orienteering Meet Dorchester South Orienteering Meet Coolidge Hill Orienteering Meet Downtown Boston Orienteering Meet