Navigation Sport near Fenway Kenmore, Ma

Checkpoint Challenges Customer Photo Similar to orienteering, this physical and mental outdoor activity combines exercise and navigation into an engaging competition for active people of all skill and fitness levels.

Checkpoint Challenges

About Checkpoint Challenges

Do you enjoy hiking or long walks in the park but also want to keep your mind stimulated?

Checkpoint Challenges will take you off the beaten path for an outdoor adventure like no other. Choose your own route between the marked points while perfecting 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.

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 Fenway Kenmore

What are people saying about Checkpoint Challenges?

Customer Reviews

Great idea! Can't wait to see more locations added.
James
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 2025

Checkpoint Challenges Highlights

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

Scientists find unusual outdoor activity can help stave off dementia. Researchers studied orienteering, an outdoor sport that exercises mind and body and can also train the brain, helping fight cognitive decline. Now scientists say that the sport - which draws on athleticism, navigational skills and memory - could be useful as an intervention or preventive measure to fight cognitive decline related to dementia.
The Independent


directions
Boston Common, 16 Charles St, Boston, MA

Directory

Navigation Sport

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

Map And Compass Reading

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Orienteering Meet

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

Orienteering Event

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

Orienteering Club

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