Looking for a local club? No need with Checkpoint Challenges! This innovative new take on orienteering uses your smartphone as both map and compass and allows you to enjoy any of our courses at your own convenience.

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

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

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

Navigation Sport

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

Orienteering Event

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

Orienteering Club

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

Map And Compass Reading

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

Orienteering Meet

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