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January 2026

Open Mic @ The Train Depot

Historically Hip Open Mic! First Wednesdays at the Historic Issaquah Train Depot, sign in at 6 pm, live at 6:30 pm Bob Brock and Lee Haro started managing the gig in 2012 (started in 2008). It returns on the first Wednesday of every month, from 6:30-9 pm. In the know [...]
07 Jan - 02 Dec
6:00 pm - 9:00 pm
Issaquah Train Depot Museum
Train Depot
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Office Space and Local Business Opportunities

The Downtown Issaquah Association (DIA) supports business owners, property owners, and real estate brokers by helping them identify opportunities to buy, sell, and lease businesses and commercial properties. As a nonprofit economic development organization, DIA maintains a strong pulse on local activity and provides technical assistance to help navigate the [...]
10 Jan - 31 Dec
8:00 am - 6:00 pm
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March 2026

Farm Fresh Market in Historic Downtown Issaquah

Produce, Flowers, Music, and more! Farm Fresh Market is a seasonal market in downtown Issaquah that connects the community. Born out of the need for fresh produce, the market brings together local farmers, food producers, and artisans in one lively, walkable place. It’s a chance to shop small, enjoy fresh [...]
21 Mar - 05 Dec
9:00 am - 2:00 pm
Historic Shell Station
232 Front St N, Issaquah, WA 98027
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April 2026

Issaquah’s Kiosk Calendar: Your Year-Round Guide to Historically Hip Happenings

If you’ve ever strolled through downtown Issaquah and thought, “Something fun must be happening here today,” you’re probably right. Right in the heart of town, Issaquah’s kiosk calendar quietly does heroic work all year long—showcasing the festivals, concerts, markets, performances, family activities, dining events, and cultural celebrations that make this [...]
22 Apr - 31 Dec
8:00 am - 6:00 pm
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May 2026

ArtWalk & Music Stroll

ArtWalks and Music Strolls transform downtown Issaquah into an open-air gallery and music venue. On these evenings, local artists display their work in shops, galleries, and public spaces while live musicians perform throughout downtown, creating a lively, walkable experience that invites people to linger, explore, and connect. The event supports [...]
09 May
5:00 pm - 8:00 pm
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Alfresco Open Mic @ the Historic Shell Station

Historically Hip Alfresco Open Mic! Mid-Month outside at the Historic Shell Station, 5 pm – 8 pm, May – August.  This is weather-dependent. A message from Bob Brock – Open Mic Champion “I think open mic helps promote music in the community as part of the effort to promote all [...]
20 May - 19 Aug
5:00 pm - 8:00 pm
Historic Shell Station
232 Front St N, Issaquah, WA 98027
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June 2026

Downtown Issaquah Story Stroll™ Maisy Plays Soccer: A Maisy First Experiences Book

ISSAQUAH, Wash., June 27 – July 26 – The Downtown Issaquah Association celebrates its latest Story Stroll™ “edutainment” program along with the Issaquah Library with the fanciful, heartwarming book “Maisy Plays Soccer: A Maisy First Experiences Book” written and illustrated by Lucy Cousins. The Story Stroll™ features how Maisy and [...]
27 Jun - 26 Jul
9:00 am - 6:00 pm
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July 2026

Gas Station Blues – 12th Anniversary

Gas Station Blues™ Reappears with Luminous Lineup Notable Musical Artists Return to Historic Shell ISSAQUAH, Wash., July 2, 2026 – The Downtown Issaquah Association (DIA) and the Washington Blues Society (WBS) resume the hot music summer series for its 12th year. DIA and WBS will host artists every Thursday night [...]
02 Jul - 20 Aug
7:00 pm - 9:00 pm
232 Front Street N
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Downtown Issaquah Summer Wine & ArtWalk

Sip wine and enjoy fine art, crafts, live music, and performance: Wine & ArtWalks are relaxed, walkable evenings that invite people to experience downtown Issaquah through art, music, and palate-pleasing vintages. Local artists showcase their work inside shops and galleries, musicians set the tone with live performances, and participants sample [...]
31 Jul
6:00 pm - 9:00 pm
Historic Shell Station
232 Front St N, Issaquah, WA 98027
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August 2026

Special Performance by Bob Antone

Join us for a special evening of music and storytelling on Aug 8th from 6-8pm…celebrating the strange and wonderful history of Gilman (then became Issaquah) since 1892! Bob Antone performs on a variety of instruments, including musical saw, violin, banjo, guitar, and Irish drum. From giant snakes encountered at Tradition [...]
08 Aug
6:00 pm - 8:00 pm
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Volunteer Appreciation – Meet Up

Hello All! A Summer Volunteer Appreciation Meet-Up is a beautiful way to celebrate everyone’s contributions—whether you are a seasoned volunteer or just dipping your toes in (or considering). Good food, refreshing drinks, and genuine conversation? That’s a recipe for connection and gratitude. Will you join us? Sign up here! Date: 08/13/2026 [...]
13 Aug
6:00 pm - 8:30 pm
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8th Annual Confluence Music Festival 2026

Donations keep the festival community driven! DIA is a 501c3 non-profit organization. Confluence Music Festival turns downtown Issaquah into a non-stop music playground. The park comes alive with jazz, blues, and a pinch of rock, showcasing both rising stars and fan favorites. It’s a chance to wander, dance, and discover [...]
30 Aug
2:00 pm - 7:00 pm
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