Checkpoint Challenges Customer Photo Similar to orienteering, this physical and mental outdoor activity combines exercise and navigation into an engaging competition for active people of all skill and fitness levels.

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

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

Orienteering Club

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

Orienteering Event

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

Map And Compass Reading

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

Navigation Sport

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