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 [...]
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 stays attuned to local activity and provides technical assistance to help navigate the historic downtown [...]
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 [...]
October 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 [...]
November 2026
Fourth Annual CALL FOR AUTHORS!
2026 Historically Hip Local Author Fair (HHLAF) FAQ Link to Application Form Link to HHLAF Guidelines What is the Historically Hip Local Author Fair? The Historically Hip Local Author Fair (HHLAF), hosted by the Downtown Issaquah Association (DIA) in partnership with the Issaquah Library, is a one-day, juried event for [...]
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 [...]
Home For the Holidays
Click here to download a pdf of the schedule
Shop Local Issaquah
SUPPORT LOCAL – It’s a Win – Win!
2026 Turkey Trot
Fun Fundraiser! Downtown Issaquah Thanksgiving Day, Thursday, November 26 @ 9:00 a.m. $35 11 and up – Now through October 30 $40 11 and up – October 31-November 25 $45 11 and up – Thanksgiving Day $15 10 and under* *Infants and toddlers only need to [...]
Historically Hip Artisan Market
Historically Hip Artisan Market is a playful, treasure-filled experience in the heart of downtown Issaquah. Stroll among local makers, artisans, and vintage curators offering everything from handmade jewelry and quirky homewares to one-of-a-kind fashion and collectibles—all set against the city’s charming historic streets. It’s more than shopping—it’s a celebration of [...]
Historic Shell Holiday Shop Issaquah
Shop small! Shop Local! Support Artists and Makers! Open: 12-6PM, Fridays – Sundays Thanksgiving – New Year’s Eve! 232 Front Street North, Issaquah WA info@andsothere.com Find great gifty goods from more than 30 local artists at the 11th annual Historic Shell Holiday Shop– jewelry, ceramics, cards, ornaments, journals, stickers, pins, [...]
Historically Hip Author Fair
Stock Up on Books – Share the gift of reading this holiday season! The Historically Hip Local Author Fair features Authors and many Books! The Historically Hip Local Author Fair (HHLAF), hosted by the Downtown Issaquah Association (DIA), the Issaquah Library, and the Friends of Issaquah Library, is a one-day [...]
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