The Week Ahead
September 22, 2025
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As the days grow shorter and the crispness of early autumn settles in, Bainbridge Island comes alive with a fresh lineup of events designed to bring the community together. September may signal the end of summer, but it also ushers in a season of gathering—a time when neighbors, friends, and visitors alike find reasons to meet, celebrate, and connect. This week in particular is packed with opportunities to do just that, whether you’re looking for laughter, culture, or music to fill your calendar. From sparkling drag performances to international cinema to the soulful sound of live jazz, Bainbridge Island is offering something for every mood and every kind of islander.
Part of what makes Bainbridge so special is the way it balances small-town charm with big-city cultural experiences. You don’t have to board a ferry to Seattle to enjoy world-class entertainment or innovative artistry; instead, these events bring it right to our doorstep. Each one reflects the island’s creative spirit and commitment to fostering inclusive, meaningful community gatherings. They’re more than just events—they’re invitations to step out of your routine, try something new, and share in the joy of a collective experience.
This week kicks off with a bang—or rather, with a bingo ball. Drag Bingo Night at Eleven Winery promises to be as fabulous as it is unpredictable, thanks to the sensational Shay Fox. Equal parts comedy, glamour, and friendly competition, this event is sure to fill the winery with laughter and sparkle. It’s a reminder that the island doesn’t just host events; it hosts experiences that bring people together to celebrate individuality, joy, and fun.
From there, the spotlight shifts to the big screen with the Manhattan Short Film Festival. Over four days, audiences will view a curated collection of ten short films from around the world, then step into the role of judge by casting their ballots for Best Film and Best Actor. This isn’t just movie-going; it’s participating in a global conversation about storytelling, creativity, and the power of cinema. Bainbridge audiences join viewers from cities and towns across six continents, making the island part of something truly international. It’s proof that art can bridge communities, cultures, and continents—even in the format of a ten-minute film.
The week concludes on a soulful note with live music from the Mark Holman Trio, also at Eleven Winery. After the high energy of Drag Bingo and the thought-provoking impact of the film festival, this event offers the perfect chance to slow down and savor. With smooth grooves and timeless melodies floating through the winery, it’s an afternoon meant for relaxation, reflection, and appreciation of the simple joys: good music, good wine, and good company.
Together, these three events highlight the diversity of experiences available right here on Bainbridge Island. They showcase the island’s ability to embrace glamour, culture, and artistry all in a single week. Whether you’re a longtime local, a new resident, or a weekend visitor, this lineup offers a chance to engage with the island in ways that are entertaining, meaningful, and memorable. So mark your calendar, grab your friends, and step into the vibrant rhythm of Bainbridge life—this week promises something truly special.
Featured Events:
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Drag Bingo Night
If you’re looking to add a splash of sparkle to your week, Bainbridge Island has just the ticket—Drag Bingo Night at Eleven Winery on Thursday, September 25, 2025, from 6:00 to 8:00 p.m. This event promises to be a lively mix of comedy, competition, and community spirit, all led by the fabulous Seattle-based drag performer Shay Fox. Known for her charisma, sass, and razor-sharp wit, Shay Fox knows how to transform a room into a stage, keeping the crowd laughing while doling out the bingo numbers with flair.
For just $10, attendees will receive nine bingo cards, and players can use up to three cards per round. Depending on the pace of the evening, guests can expect between six to eight rounds, giving everyone plenty of chances to win prizes. But let’s be honest—the real prize of the night is the entertainment itself. With Shay Fox hosting, you can expect campy performances, hilarious banter, and spontaneous moments that make drag shows so beloved.
Eleven Winery sets the perfect stage for the event. Nestled on Day Road West, this cozy and stylish tasting room has become a community favorite, not only for its award-winning wines but also for its dedication to hosting unique and inclusive events. Pairing bingo with a drag show adds an extra layer of fun, turning a casual game night into a memory-making celebration. And of course, with glasses of Eleven’s handcrafted wines flowing, the atmosphere is sure to be lighthearted and festive.
Drag Bingo Night isn’t just about games and glamour—it’s also about connection. Events like these bring together friends, families, and neighbors, offering a safe and welcoming space for laughter and joy. It’s a chance to get dressed up, break out of the ordinary, and share a night of celebration with your community. Whether you’re a bingo pro with lucky charms in tow or a first-timer just curious to see what drag bingo is all about, you’ll feel right at home.
Cost, tickets and logistics:
Thursday, September 25, 6-8pm
Eleven Winery 7671 Northeast Day Road West Bainbridge Island, WA, 98110
Full details here
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MANHATTAN SHORT Film Festival 2025
Film buffs, rejoice—Bainbridge Island is once again a host site for one of the most exciting cinematic events of the year: the Manhattan Short Film Festival. Running from September 25 through September 28, 2025, this global festival transforms local theaters into international stages, bringing audiences together to watch and vote on ten short films from across the world. If you’ve ever dreamed of being part of the film industry—even for just one night—this is your chance to step into the role of a judge.
Each year, the Manhattan Short Film Festival curates a collection of powerful, imaginative, and often surprising short films. Past festivals have showcased projects that went on to earn Academy Award nominations—and even wins—proving that these bite-sized films can pack the same punch as full-length features. From gripping dramas to quirky comedies and inventive animations, the lineup promises something for every taste. What makes this event special, though, is that the audience has a voice. Every attendee receives a voting card and brochure to cast their ballot for Best Film and Best Actor. The global votes are tallied, and the winners go on to receive recognition, prizes, and often a boost that propels their careers forward.
The Bainbridge screenings offer seven opportunities to join the fun. The first showing kicks off Thursday, September 25, at 7:00 p.m., followed by two showings each day through Sunday: 3:00 p.m. and 7:00 p.m. With each program running about two and a half hours—including an intermission—it’s wise to allow some extra time at the end to thoughtfully fill out your ballot. That small piece of paper puts you in league with film lovers around the world who are also casting votes, making the festival a truly collective, international experience.
Tickets are always in high demand, so securing yours early is strongly recommended. As the organizers like to say, this is a “hot ticket” for good reason. Beyond the excitement of seeing top-tier short films, there’s the thrill of knowing your vote could help determine which filmmaker earns global recognition—or even an Oscar nod down the line.
For Bainbridge Island residents and visitors alike, the Manhattan Short Film Festival is more than a night at the movies—it’s a front-row seat to the future of filmmaking. Grab your popcorn, settle into your seat, and prepare to be transported across cultures, perspectives, and stories in just a few short hours.Cost, tickets and logistics:
September 25-28
Bainbridge Island Museum of Art, 550 Winslow Way E, Bainbridge Island, WA 98110
Full details here
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Live music at the Winery: Mark Holman Trio
If you’re in the mood for a laid-back Sunday afternoon filled with music, wine, and community, you won’t want to miss the Mark Holman Trio performing live at Eleven Winery on Sunday, September 28, 2025, from 2:00 to 5:00 p.m. This event promises to be the perfect blend of smooth sounds and good vibes, making it an ideal way to wrap up your weekend.
The Mark Holman Trio is known for delivering a polished yet soulful sound that draws on a range of influences. With years of experience under their belts, the trio blends jazz-inspired grooves, bluesy undertones, and classic melodies into sets that feel both timeless and fresh. Whether they’re reimagining a familiar standard or weaving together original compositions, their music creates a warm, inviting atmosphere that pairs beautifully with a glass of wine in hand.
Eleven Winery provides the backdrop, adding to the magic of the afternoon. The venue has built a reputation as one of Bainbridge Island’s most welcoming gathering places, where award-winning wines meet a rotating lineup of local talent. Its casual yet stylish vibe makes it easy to settle in, whether you’re a longtime islander or just visiting for the weekend. Pair that ambiance with live music, and you’ve got a recipe for a memorable Sunday.
This event is designed for all kinds of music lovers. You might find yourself tapping your feet, swaying along, or simply sitting back and letting the music wash over you. The trio’s versatile style has a way of reaching across generations, making it just as enjoyable for seasoned jazz fans as it is for someone who simply appreciates a great live performance.
And let’s not forget the wine. Eleven Winery will be pouring its signature reds, whites, and blends throughout the afternoon, giving you the chance to sip and savor while the music plays. From a crisp white to a bold red, there’s something to suit every palate, making the experience as much about taste as it is about sound.
Cost, tickets and logistics:
Sunday, September 28, 2-5pm
Eleven Winery 7671 Northeast Day Road West Bainbridge Island, WA, 98110
Full details here
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