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

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
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
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
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
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 [...]
09 Jul - 27 Aug
7:00 pm - 9:00 pm
232 Front Street N
August 2026

Al Fresco on Front Aug 29th and 30th

Every Weekend in August This August, Front Street is your playground! Al Fresco on Front kicks off with a weekend full of family-friendly fun, creative activities, and plenty of reasons to get outside and play. These events are FREE! Experience downtown in a whole new way! Click here for FAQ’s. [...]
29 - 30 Aug
8:00 am - 10:00 pm

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
September 2026

Downtown Issaquah Story Stroll™ Watercress

ISSAQUAH, Wash., September 5 – October 3 – The Downtown Issaquah Association celebrates its latest Story Stroll™ “edutainment” program along with the Issaquah Library with the fanciful, heartwarming book “Watercress” written by Andrea Wange and illustrated by Jason Chin. The Story Stroll™ features a story about the power of sharing memories—including [...]
05 Sep - 03 Oct
8:00 am - 6:00 pm

TEDx Issaquah 2026 – Ideas Change Everything

WHAT IS TEDx? In the spirit of discovering and spreading ideas, TED has created a program called TEDx. TEDx is a program of local, self-organized events that bring people together to share a TED-like experience. Our event is called TEDxIssaquah, where x = independently organized TED event. At our TEDxIssaquah [...]
19 Sep
3:00 pm - 6:00 pm
October 2026

Fall Farm Fresh Market

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 local food, and spend a [...]
10 Oct - 05 Dec
9:00 am - 2:00 pm
232 Front Street N, Issaquah, WA98027
Historic Shell Station
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