Checkpoint Challenges Customer Photo 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

About Checkpoint Challenges

Do you enjoy hiking or long walks in the park but also want to keep your mind stimulated?

Checkpoint Challenges will take you off the beaten path for an outdoor adventure like no other. Choose your own route between the marked points while perfecting your map reading skills.

A new version of Orienteering......

Like traditional orienteering, each course consists of a sequence of points marked on a map that must be visited in sequence. Participants choose their own route between the checkpoints, eventually returning back to the Start location. However, instead of a full-size paper map, your smartphone will only show you the current map segment with an intergated compass along with details on your progess and hints to prevent you 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 New Squantum

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
Yes, I got lost, but I was soon back on track! I loved the whole experience but especially the helpful warning when I got too far off course :-)
Liam
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

  • GPS
  • No reservations
  • Outdoors
  • Race
  • Challenging
  • Compass Reading
  • Physical
  • Running
  • Individuals or groups
  • Contest
  • Anytime
  • Flat rate price
  • Active
  • Enriching
  • Team building
  • Competition
  • Checkpoints
After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine
Mapping Boston Common, 16 Charles St, Boston, MA

directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Meet

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Club

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

Orienteering Event

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