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

View Buying Options

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

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

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

https://www.dovemed.com/healthy-living/wellness-center/health-benefits-orienteering

Rendering Map

directions

Boston Common, 16 Charles St, Boston, MA

More Information

Directory

Orienteering Club

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

Orienteering Meet

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

Orienteering Event

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

Navigation Sport

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

Map And Compass Reading

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