Greater Portland & Casco Bay

The Greater Portland region extends from the waters and nearby islands of Casco Bay; heading north to include the trails and fields of Freeport; south to nearby beaches bordering Old Orchard Beach; west to the farmlands of Gray/New Gloucester with mountain bike and ski trails a scenic, short drive just beyond...

A four-season destination, this area boasts venues suited to outfit a variety of sports and has hosted world-class athletes in events that are now known across the nation. The region, home to nearly one-quarter of Maine's total population, will attract competitors and spectators alike for events held here.

Professional and amateur baseball, basketball and hockey; triathlons, marathons/half marathons and road races to include the Beach to Beacon; obstacle courses designed for a variety of terrain; mud challenges; boating tournaments and US Region I Soccer are just some of the happenings in the Greater Portland sports scene.


Portland is Maine’s largest metropolitan city and is located just 3 miles from Maine’s major airport, the Portland International Jetport. The city is surrounded by Casco Bay and is still very much a working waterfront. This bustling city is home to three semi-pro sports teams — the Maine Red Claws which is the D-League affiliate to the Boston Celtics and has the home court advantage at the Portland Expo; Hadlock Field hosts the Portland Sea Dogs which is the double-A affiliate of the Boston Red Sox and offers a “mini- Fenway” atmosphere; and the Portland Pirates is the AHL affiliate of the Phoenix Coyotes and  play out their season at the Cumberland County Civic Center.

This charming city offers state-of-the-art arenas, venues and universities, and certainly runs the gamut for the types of sporting events that could be hosted right in the city. But it’s unique terrain is also more than ideal for road races, regattas, triathlons, island-to-mainland swim competitions and urban obstacle courses.

Portland, Maine has the resources to make to make your next sporting event a success!

Featured Events

1st Annual Frozen Frolic 3K & Snow Sprint - Sat, Feb 9th, 11:00am to 8:00pm - Cumberland
Urban RAID - Sat, Jun 29th (All day) - Portland
Cyclo Cross - Sat, Oct 19th (All day) - New Gloucester
KING OF THE RINK Tier IV Youth Hockey Tournament - Fri, Jan 17th (All day) to Sun, Jan 19th (All day) - Biddeford
Hate the Love Bout - Sat, Feb 15th, 5:00pm to 8:00pm - Portland
Rich Wilson Presentation - Thu, Mar 27th, 6:00pm to 9:00pm - Portland
Polar Bear Triathlon / Duathlon - Sat, May 3rd, 8:30am to 11:15am - Brunswick
USA Ultimate High School NorthEasterns Championship - Sat, May 10th (All day) to Sun, May 11th (All day) - South Portland
Craft Brew Race - Sat, May 24th (All day) - Portland
Salomon Trail Running Festival at Pineland Farms - Sat, May 24th, 8:30am to Sun, May 25th, 7:00pm - New Gloucester
Pirate Tri - Sun, Jun 8th, 8:30am to 11:15am - Casco
Urban RAID - Sat, Jun 21st (All day) - Portland
Shipyard Old Port Half Marathon - Sat, Jul 12th (All day) to Sun, Jul 13th (All day) - Portland
The Dance Mile - Sat, Jul 12th, 6:00pm to 7:15pm - Portland
TD Beach to Beacon 10K Road Race - Sat, Aug 2nd (All day) - Cape Elizabeth
Color Me Rad - Sat, Aug 16th, 9:00am to 12:00pm - Brunswick
Tough Mudder - Sat, Aug 23rd (All day) to Sun, Aug 24th (All day) - Westbrook
BikeMaine 2014 Pedaling the Waterways - Sat, Sep 6th (All day) to Sat, Sep 13th (All day) - Westbrook
Lobsterman Triathlon - Sat, Sep 6th (All day) - Freeport
Lobsterman Triathlon - Sat, Sep 6th, 8:45am to 6:00pm - Freeport