The Week Ahead
September 15, 2025
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Bainbridge Island is never short on opportunities to come together, and this fall is no exception. For a community that balances small-town character with a steady rhythm of cultural programming, the island continues to deliver events that appeal to a wide range of interests. Whether it’s midweek trivia with friends, a creative drawing session over a pint, or a night of dancing to music from another era, the calendar is filled with ways to get out, connect, and enjoy something different. These gatherings do more than just fill time—they offer a way for residents and visitors alike to tap into what makes Bainbridge unique: a blend of community spirit, creativity, and a willingness to have fun without taking things too seriously.
Part of the island’s appeal is its ability to host events that feel accessible. You don’t need special training, a big budget, or insider knowledge to join in. Trivia at a local café invites people to test their general knowledge while enjoying food and drink. A drawing session at a brewery puts sketchpads in the hands of both beginners and seasoned artists in an environment that is relaxed rather than intimidating. A themed dance party leans into nostalgia, but it does so with a sense of play that encourages participation rather than performance. Each event, in its own way, lowers the barrier to entry and creates space for people to gather, interact, and share an experience.
Another feature that stands out is the balance between consistency and novelty. Trivia nights run weekly, building routine and familiarity for those who want a regular outing. Drink & Draw happens monthly, giving participants a reliable but less frequent opportunity to practice creativity in a social setting. The 80s Dance Party, on the other hand, is a one-off event that breaks the rhythm with a burst of energy and a clearly defined theme. Together, these formats highlight the range of programming on Bainbridge: some events you can count on every week, others you can circle on the calendar months in advance.
These gatherings also underscore how local venues play a role in shaping the island’s cultural life. A café, a brewery, and a community space each become more than just businesses—they turn into hosts of experiences that connect people. Trivia transforms a restaurant into a hub of friendly competition. A brewery becomes an impromptu art studio. A dance floor emerges where there might normally be quiet conversation or live music. The spaces are familiar, but the events reshape them into something new.
As fall unfolds, these three events illustrate the variety and character of Bainbridge Island’s community calendar. They are straightforward in concept, yet each one highlights a different way to spend time: thinking, creating, or moving. Whether you’re a longtime resident looking for something fresh or a visitor hoping to experience island culture firsthand, these gatherings provide an easy entry point. Over the course of a week, you could test your trivia skills, sketch from a live model, and dance to 80s hits—all without leaving the island.
Featured Events:
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Trivia Night
Every Wednesday evening, the Treehouse Café on Bainbridge Island hosts Trivia Time Live, a recurring community event that runs from 6:30 p.m. to 9:00 p.m. The café, located at 4569 Lynwood Center Road Northeast, has partnered with Trivia Time Live to bring structured, team-based trivia to the island on a weekly basis. The event is free to attend, making it an accessible midweek activity for both regulars and newcomers. Seating is first come, first served, so participants are encouraged to arrive early to secure a good spot.
The format follows the standard live trivia model: several rounds of questions spanning a wide range of topics, from pop culture and current events to history, geography, and general knowledge. Teams work together to submit answers and accumulate points over the course of the evening. Players can bring a group of friends, family members, or coworkers to compete as a team, though individuals are also welcome to join on their own. Trivia Time Live handles the hosting and scoring, ensuring the evening moves at a steady pace.
Food and drinks are available throughout the event from the Treehouse Café’s kitchen and bar. Many attendees treat it as a dinner-and-entertainment outing, ordering meals during gameplay. The event typically runs long enough to enjoy a full meal and conversation between rounds. While the trivia is the main draw, the setting doubles as a social gathering, giving residents and visitors a reason to come together during the week.
The audience tends to be broad, ranging from trivia enthusiasts to casual players just looking for a relaxed night out. Because there is no entry fee, the event appeals to a wide demographic. For those interested in prizes or additional details about house rules, it is best to check with the host or the café before attending, as these can vary. Overall, Trivia Time Live at Treehouse offers Bainbridge Island a consistent, community-focused activity that combines entertainment, food, and social interaction in an approachable format.
Cost, tickets and logistics:
Every Wednesday, 6:30pm
Treehouse Cafe, 4569 Lynwood Center Rd. NE Bainbridge Island, WA 98110
Full details here
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Drink & Draw
Drink & Draw” is a monthly program hosted by the Bainbridge Island Museum of Art (BIMA) in partnership with Bainbridge Brewing Alehouse. The event is scheduled on the third Thursday of each month, running from September 18, 2025, through May 21, 2026. Each session takes place from 6:30 p.m. to 8:30 p.m. at the Alehouse, which serves as both a casual community gathering space and a venue for hands-on creative practice. Admission is free, and no advance registration is required, making it an accessible activity for anyone interested in trying their hand at drawing in a supportive, low-pressure environment.
The structure of the evening is straightforward. A clothed model is present throughout the two-hour session, and participants are invited to sketch from life. This format gives attendees the chance to practice observational drawing in a way that is approachable for all levels of experience, from first-time sketchers to trained artists looking to refine their skills. Unlike more formal studio figure-drawing workshops, this program emphasizes openness and inclusivity rather than rigorous instruction. Basic art materials are provided on site, so participants do not need to bring their own supplies unless they prefer to.
Because the event is hosted inside Bainbridge Brewing Alehouse, attendees are welcome to order drinks during the session. The combination of a relaxed pub atmosphere and structured drawing activity is what sets Drink & Draw apart from more traditional art classes. It gives participants the chance to socialize, unwind, and explore creativity without a classroom feel. For many, the appeal lies in the balance of a casual night out with the opportunity to engage in focused artistic practice.
The program is facilitated by Jenna d’Anna, BIMA’s Senior Manager of Museum Education & Engagement. Having a museum educator lead the event helps ensure that it runs smoothly, provides context for those who are new to figure drawing, and maintains a welcoming environment. Still, the emphasis remains on self-guided practice rather than formal teaching.
Drink & Draw is open only to participants ages 21 and older, reflecting the Alehouse venue. This restriction makes it different from family-oriented programs often run by the museum, carving out space specifically for adults. With free admission, provided materials, and no required commitment, it offers a low-barrier way for people on Bainbridge Island to connect with both art and community.
Cost, tickets and logistics:
Every third Thursday, 6:30-8:30pm
Bainbridge Island Ale House, 500 Winslow Way E #110, Bainbridge Island, WA 98110
Full details here
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80s Dance Party
The 80s Dance Party on Saturday, September 20, 2025, is set for an evening of music, nostalgia, and dancing. The event runs from 8:00 p.m. to 11:00 p.m. and offers three hours dedicated to celebrating one of the most recognizable decades in pop culture. With DJ Dustin leading the night, the focus is on classic tracks from artists like Madonna, Prince, Michael Jackson, and Cyndi Lauper—songs that defined the sound of the 1980s and continue to fill dance floors decades later.
The event is not only about the music but also about the atmosphere. Organizers encourage attendees to embrace the era by dressing in 80s-inspired outfits. That could mean teased hair, neon colors, leg warmers, high-top sneakers, or Members Only jackets. Dressing up isn’t required, but it adds to the collective energy of the night. Even small touches, like colorful accessories or retro makeup, can help bring the theme to life.
For those who remember the 80s firsthand, the dance party is a chance to relive a memorable decade through its soundtrack. For younger guests, it’s an opportunity to experience the music and style in a lively, community-centered environment. The combination of themed outfits, familiar songs, and an enthusiastic crowd makes the event more than just a night of dancing—it’s a shared throwback experience.
Unlike a concert where the focus is on watching performers, this event puts the audience at the center. The DJ sets the tone, but the crowd brings the energy. Dance-offs, group singalongs, and spontaneous moments are all part of what gives the party its character. Because the timeframe is limited to three hours, the evening is fast-paced and keeps momentum without losing focus.
Practical considerations are straightforward. Tickets are affordable, and the event is casual enough that guests can decide last minute to attend, though it’s smart to plan ahead for parking and entry. Comfortable shoes are recommended if you plan on being on the dance floor most of the night.
Overall, the 80s Dance Party is about having fun, reconnecting with music that still resonates, and spending time with others who want the same. It’s an accessible, lighthearted event that welcomes both longtime fans of 80s culture and anyone simply looking for a reason to get out and dance. By the end of the night, the mix of music, nostalgia, and community energy is what leaves the lasting impression.
Cost, tickets and logistics:
Saturday, September 20, 8-11pm
Eleven Winery 7671 Northeast Day Road West Bainbridge Island, WA, 98110
Full details here
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