| Arts Walk | Quarterly celebration of the island's creative community. | February - May - August - November |
| Chilly Hilly Bicycle Race | Bicycle tour of Bainbridge Island luring participants from all over Puget Sound. | February |
| Japanese American Teriyaki Dinner | Sponsored by the Japanese-American Community | March |
| Bainbridge Arts & Crafts Cabaret & Auction | Raising funds for community arts organizations. | March |
| National Montessori Week | Broadening the understanding of and benefits of a Montessori education | March |
| St. Patrick's Day Parade | Main Street Parade Sponsored by Team Winslow. | April |
| Toe Jam Hill 10K & 1/2 Marathon | Foot race around the hilly south end of Bainbridge Island. | April |
| Spring Celebration & Egg Hunt | Hosted by Team Winslow. | April |
| Farmer's Market | A great place to get fresh garden produce straight from the grower. | April - October |
| High School Spring Music Festival | Performances, concerts and exhibitions of High School artists. | May |
| Bainbridge Home Tour | Sponsored by Bainbridge Performing Arts. | May |
| Music & Art Spring Tea | Fund-raiser for music and arts scholarships. | May |
| Scotchbroom Parade | Islanders celebrate the golden weed in an impromptu parade down Winslow Way. | May |
| Rotary Auction | Biggest and best garage sale of the season. | July |
| Strawberry Festival | Hosted by the Filipino-American Community. | July - August |
| Island Days & Street Dance | An old fashion street dance for the entire family. | July |
| Grand Old Fourth & Parade | Parade and street fair in Downtown Winslow. | July |
| Concerts in the Waterfront Park | Every Wednesday evening throughout the summer. | July - August |
| Bainbridge in Bloom | Tour of six local gardens sponsored by the Bainbridge Arts and Humanities Council. | July |
| Old Times Picnic | Picnic and museum open house at Strawberry Hill Park. | July |
| Outdoor Music & Arts Festival | At the Waterfront Park. | August |
| Island Grown Dinner | Hosted by Bainbridge Island Grange. | August |
| Oktoberfest at the Bainbridge Island Winery | A German Festival | September |
| Harvest Fair & Apple Days | Public cider press, chili feed, farm animals and other festivities. | October |
| Halloween Trick or Treat Parade | Downtown event sponsored by Team Winslow. | October |
| Wilke's Halloween Carnival | At Wilkes Elementary School. | October |
| Suquamish Cultural Celebration | Sponsored by the Suquamish Tribe. | November |
| Economic Council Vitality Conference | Day long event discussing the economic vitality of the city. | November |
| Bainbridge Studio Tours | Tour of local artists' studios sponsored by the Arts and Humanities Council. | December |
| Christmas in the Country - Lynwood Center | Tour of open houses featuring crafts and seasonal goodies. | December |
| Holiday Open House | Evening shopping and celebrations in Winslow. | December |
| Christmas Concert | Performed by the Bainbridge Chorale. | December |
| Hanukkah Party | Jewish Chavurah | December |
| Japanese Mochi Tsuke / Potluck | Sponsored by the Japanese-American Community | December |
About Bainbridge Island