Checkpoint Challenges Customer Photo Don't worry about scheduling conflicts! This modern twist on orienteering turns your smartphone into both map and compass, so you can enjoy our courses 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

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

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

Map And Compass Reading

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

Orienteering Club

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

Orienteering Meet

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

Orienteering Event

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

Navigation Sport

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