Winter
- Bridgton Winter Carnival (dates TBA)
Celebrate winter with a variety of activities, contest, vendors, and food. - Skiing & Snowboarding at Pleasant Mountain (December – March)
Hit the slopes at Pleasant Mountain, Maine’s oldest ski area, offering trails for all skill levels, beautiful views, and a family-friendly atmosphere.
Spring
Summer
- Music on Main (dates TBA)
Enjoy live music in the heart of downtown Bridgton at this summer concert series featuring talented local and regional performers. Bring a chair, grab some refreshments from nearby vendors, and enjoy the night at this family-friendly event. - Christmas in July Boat Parade (mid-July, date TBA)
This festive event brings holiday cheer to Long Lake with boats decked out in lights and holiday decorations for all to enjoy. - Art in the Park (mid-July, date TBA)
Celebrate creativity at this annual outdoor art festival. Stroll through Shorey Park to admire the stunning works from local and regional artists, enjoy live music, and indulge in delicious food from local vendors. - Naples Village Green Summer Concerts (weekly in Summer)
Enjoy free live music under the stars in a beautiful outdoor setting. Spend a perfect summer evening with family and friends enjoying talented local bands and artists. - Songo River Queen Cruises and Events (May – October)
Experience the charm of this paddlewheel boat, offering scenic trips on Long Lake and themed events throughout the season. Whether it’s a relaxing daytime cruise, a sunset dinner, or a special event, this iconic vessel delivers unforgettable memories on the water.
Fall
- Rocktoberfest (dates TBA)
This fall festival features live music, local craft brews, food vendors, and family-friendly activities.


