Checkpoint Challenges Customer Photo Forget about waiting for a scheduled event! This cutting-edge approach to orienteering turns your smartphone into both map and compass, so you can explore our courses anytime you wish.

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.

Your schedule, your tempo...

There's no need to wait for a club meet, as our courses are always available. Whether you enjoy the competitive rankings for each leg or prefer a leisurely recreational activity, this enriching outdoor sport is ideal for active individuals and adventurous groups.

Checkpoint Challenges West Somerville

What are people saying about Checkpoint Challenges?

Customer Reviews

This is a must do for anybody who likes hiking, map reading, or orienteering!
Evan
Went with my teenage kids and they were really intrigued and want to do this again. Novel way to enjoy the fresh air!
Bella
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

After surveying 158 people ages 18 to 87, researchers concluded that orienteering may be more beneficial than physical activity alone. That's because exercising while navigating activates the parts of the brain our ancestors used for hunting and gathering, but which are largely dormant now as people rely on GPS to find their way around.
Time Magazine

Mapping Boston Common, 16 Charles St, Boston, MA
directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Club

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

Orienteering Meet

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Event

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