Checkpoint Challenges Customer Photo No need to wait for an event that fits your schedule! This innovative new take on orienteering uses your smartphone as both map and compass and allows you to enjoy any of our courses whenever you choose.

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 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.

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 Fields Corner

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

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

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

Navigation Sport

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

Orienteering Event

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

Orienteering Meet

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

Map And Compass Reading

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