It's no longer necessary to plan around an event! This modern take on orienteering leverages your smartphone for navigation, enabling you to explore our courses whenever it suits you.

Checkpoint Challenges

About Checkpoint Challenges

Do you enjoy walking in the park or going on hikes but want to keep your mind active at the same time?

Get ready for an outdoor adventure like no other with Checkpoint Challenges. Create your own route between the marked points while refining your map reading abilities!

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 Malden

What are people saying about Checkpoint Challenges?

Customer Reviews

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

James

Did this solo and really enjoyed it. Going to take some friends out next time!

Dave

I can't believe this isn't more popular! Such a rewarding experience.

Olivia

Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

Scientists find unusual outdoor activity can help stave off dementia. Researchers studied orienteering, an outdoor sport that exercises mind and body and can also train the brain, helping fight cognitive decline. Now scientists say that the sport - which draws on athleticism, navigational skills and memory - could be useful as an intervention or preventive measure to fight cognitive decline related to dementia.

The Independent

https://www.independent.co.uk/news/dementia-orienteering-outdoor-activity-b2266250.html

Mapping Boston Common, 16 Charles St, Boston, MA

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Boston Common, 16 Charles St, Boston, MA

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Navigation Sport

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

Map And Compass Reading

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

Orienteering Event

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

Orienteering Club

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

Orienteering Meet

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