Similar to orienteering, this physical and mental outdoor activity combines exercise and navigation into an engaging competition for active people of all skill and fitness levels.

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.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.

Checkpoint Challenges South Bay

What are people saying about Checkpoint Challenges?

Customer Reviews

This is a must do for anybody who likes hiking, map reading, or orienteering!

Evan

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

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

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

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Boston Common, 16 Charles St, Boston, MA

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Orienteering Meet

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

Navigation Sport

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

Map And Compass Reading

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

Orienteering Event

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

Orienteering Club

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