Checkpoint Challenges Customer Photo Thinking about joining a local club? There's no need with Checkpoint Challenges! This innovative orienteering approach uses your smartphone for navigation, allowing you to enjoy our courses at your own pace whenever you want.

Checkpoint Challenges

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 Digital Age...

Much like traditional orienteering, each course consists of a series of points on a map that must be visited in sequence. Participants choose their routes between checkpoints and return to the Start. However, instead of using a large paper map, your smartphone will display only the current map segment with a compass overlay, progress updates, and hints to avoid 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 Cambridgeport

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

Orienteering can be a great way to reduce stress and improve your mental health. Being in nature and navigating through unfamiliar terrain can be calming and grounding. It can also help to improve your problem-solving skills, focus, and spatial awareness.
Dove Med

Rendering Map

directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Club

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Meet

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

Orienteering Event

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