Checkpoint Challenges Customer Photo This orienteering style outdoor pursuit fuses physical exercise with navigation, resulting in an exciting challenge ideal for participants of all skill and fitness levels.

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.

Contemporary Orienteering...

Just like in classic orienteering, each course comprises a sequence of points on a map that must be visited sequentially. Participants determine their own routes between these checkpoints and eventually return to the Start. However, rather than using a full-size paper map, your smartphone will show only the current map segment with a built-in compass, progress tracking, and hints to help you stay on track.

Enjoy whenever you want at your own pace...

There is no need to wait for a club meet as our courses are available whenever you are. Enjoyed as either a competitive sport, with rankings for each leg of the course, or a recreational activity, this enriching outdoor pursuit is prefect for any active person or group of adventurers.


Checkpoint Challenges Dock Square

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
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

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

Navigation Sport

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

Orienteering Club

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

Orienteering Event

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

Map And Compass Reading

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

Orienteering Meet

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