Checkpoint Challenges Customer Photo Looking for a club nearby? No need with Checkpoint Challenges! Our modern take on orienteering uses your smartphone as a map and compass, letting you explore our courses whenever it suits you.

Checkpoint Challenges

About Checkpoint Challenges

Do you like taking walks in the park or hiking but wish you could engage your mind too?

Set off on an extraordinary outdoor adventure with Checkpoint Challenges. Improve your map reading expertise as you navigate your own path between checkpoints!

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.

You choose the time and the pace...

Our courses are available whenever you are, eliminating the need to wait for a club event. Participate competitively, with rankings for each leg of the course, or enjoy as a recreational activity. This enriching outdoor pursuit is perfect for any active person or group of adventurers.


Checkpoint Challenges Kendall Square

What are people saying about Checkpoint Challenges?

Customer Reviews

Why did it take so long for this to be invented. Well done and thank you!
Ava
Did this solo and really enjoyed it. Going to take some friends out next time!
Dave
I can't believe this isn't more popular! Such a rewarding experience.
Olivia
Image © Checkpoint Challenges Customer

Checkpoint Challenges Highlights

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

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

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Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Club

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

Map And Compass Reading

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

Navigation Sport

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

Orienteering Meet

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

Orienteering Event

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