Downtown Issaquah Association

05/29/2026

Village Spring Fest is almost here!
Only 1 day to go until one of Issaquah’s favorite spring traditions returns to Gilman Village on Saturday, May 30, from 6–9 PM!
Enjoy an evening of shopping, sipping, dining, and live entertainment in the charming historic village atmosphere. Tickets are selling fast — grab yours online now and save!
Get tickets: https://gilmanvillagemerchants.com/event/gilman-village-2026-spring-fest

05/29/2026

Step into Issaquah’s past at Issaquah on Tap: A Spirited Walk Through History!
Join the Issaquah History Museums and Downtown Issaquah Association for an unforgettable evening of local history, storytelling, food, and drinks — all in the very places these stories happened.
From quirky characters to eerie tales and surprising moments from Issaquah’s past, our storytellers will guide you through downtown with stops at the Rollin Log, Stan’s Bar-B-Q, El 42 Cantina, and the historic Hailstone Feed Store.
Check-in begins at 5:30 PM at the Issaquah Depot

Walking tour through historic downtown
Food & refreshments included
True stories from Issaquah’s colorful past

Come sip, stroll, and experience history like never before. Get your tickets here: https://www.issaquahhistorymuseums.com/event-details/issaquah-on-tap-a-spirited-walk-through-history-2

05/29/2026

Big thanks to the amazing volunteers who helped install these giant soccer balls on the iconic old Shell station roof ⚽️🙌
Downtown Issaquah is getting ready for the World Cup — and community makes it all possible.

Stop by and don't forget to share your pictures tag us

05/28/2026

Do you have a classic, vintage, or specialty car you love to show off?

We want YOU at this year’s Fenders on Front Street Classic Car Show on Sunday, June 21.

Showcase your ride, connect with fellow enthusiasts, and be part of one of the region’s most beloved Father’s Day traditions.
Front Street will be lined with incredible vehicles, live music, food trucks, vendors, and thousands of spectators celebrating car culture and community.

Free to participate · All makes & eras welcome
Suggested $20 family donation supports DIA community programs.
Register today: https://form.jotform.com/230606703638152

Photo credits: GlimmerGlass Photography

05/27/2026

The People Behind the Bloom.
Grateful for every volunteer who helped hang the baskets along Front Street — and for the donors whose support makes these beautification projects possible.
Our downtown blooms because of you.

05/26/2026

Join us on May 30 as Gilman Village comes alive with an evening of sipping, strolling, and springtime energy.

Spring Fest brings together the best of the season—curated wine tastings, local charm, and that easygoing walkable vibe that makes Gilman Village feel like a hidden gem in bloom. Wander from shop to shop, discover new favorites, and enjoy a relaxed night out in the heart of Issaquah.

Gather your friends, raise a glass, and welcome the season in style. Get your tickets now! https://www.gilmanvillagemerchants.com/product/gilman-village-spring-fest-2026/

05/22/2026

Before the long weekend, the festivities, and before the first taste of summer, Memorial Day asks us to remember.
To remember the lives given in service.
The empty seats at family tables.
The courage that echoes across generations.
We honor those sacrifices not only with flags and ceremonies, but with gratitude carried forward in how we care for our community and one another.
The City of Issaquah - Government will host a Memorial Day Ceremony on May 25th from 10 to 11 p.m. as our community comes together to reflect, remember, and honor those who never came home. It will be held at the Issaquah Senior Center, 75 NE Creek Way.

The event, which is free and open to the public, is hosted by the local Veterans of Foreign Wars Post #3436. Speaking remarks will be delivered by Mayor Mark Mullet. Pictured: DIA Community Flag Art from June 2025. Ceremony Details: https://www.issaquahwa.gov/m/NewsFlash/home/detail/6442?preview=true

05/22/2026

05/21/2026

Flowers on Front are popping up all over Downtown Issaquah!

More than 100 bountiful, blooming baskets now adorn Olde Town, bringing color, charm, and summer vibes to our historic streets.

And those soccer balls you’re spotting? The volunteer crews hanging the baskets are having a little fun and celebrating the spirit of the World Cup while they work.

Take a stroll downtown, snap a photo of your favorite basket, and keep an eye out for a few sporty surprises along the way.