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 currently home to two 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.  The Cross Insurance Arena, formerly the Cumberland County Civic Center, has 34,500 square feet of space and 6,000 seats, hosts events such as the University of Maine men's ice hockey and the Ice Breaker Invitational, was home arena for 23 seasons to the AHL Portland Pirates and welcomes a variety of top name concerts and special events during all four seasons.   

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. Its 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

Eastern Trail's 16th Annual Maine Lighthouse Ride - Sat, Sep 7th,
7:00am to 4:00pm
- South Portland
Bradury Bruiser - Sun, Sep 8th,
9:00am to 11:00am
- Freeport
Dynamic Fit Challenge - Sat, Sep 14th,
8:00am to 2:00pm
- New Gloucester
Paws to Honor 5k Run for the Brave - Sun, Sep 22nd,
9:00am to 1:00pm
- Westbrook
Maine Marathon, Half Marathon and Marathon Relay - Sun, Oct 6th,
7:45am to 4:00pm
- Portland
Maine Mariners vs. Adirondack Thunder - Fri, Oct 11th,
7:15pm to 9:15pm
- Portland
SailMaine - Sail-A-Thon - Mon, Oct 14th,
11:00am to 3:00pm
- Portland
The L.L. Bean Flannel 5K - Sun, Oct 20th,
7:30am to 10:45pm
- Freeport
Maine Mariners vs. Adirondack Thunder - Sat, Nov 9th,
6:00pm to 8:00pm
- Portland
Maine Mariners vs. Adirondack Thunder - Sat, Nov 16th,
6:00pm to 8:00pm
- Portland
Maine Track Club Turkey Trot 5K - Sun, Nov 24th,
9:00am to 5:00pm
- Cape Elizabeth
Maine Mariners vs. Adirondack Thunder - Sat, Dec 7th,
6:00pm to 8:00pm
- Portland
Santa Hustle 5K - Sun, Dec 8th,
8:00am to 11:00am
- South Portland