Checkpoint Challenges Customer Photo This orienteering style outdoor pursuit fuses physical exercise with navigation, resulting in an exciting challenge ideal for participants of all skill and fitness levels.

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

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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directions
Boston Common, 16 Charles St, Boston, MA

Directory

Orienteering Event

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

Navigation Sport

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

Orienteering Meet

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

Map And Compass Reading

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

Orienteering Club

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