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 a fan of hiking or taking long walks in the park but like to keep your mind engaged as well?

Embark on a one-of-a-kind outdoor adventure with Checkpoint Challenges where you will forge your own trail between checkpoints while honing 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.

Select your own time and pace...

No need to wait for club meetings as our courses are available whenever you're ready. Engage in competitive action with rankings for each leg or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or adventurous group.

Checkpoint Challenges Fields Corner

What are people saying about Checkpoint Challenges?

Customer Reviews

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

James

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

James

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

Olivia

Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

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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Map And Compass Reading

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Navigation Sport

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

Orienteering Event

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

Orienteering Meet

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

Orienteering Club

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