Our Downtown Story


Historic Downtown Oak Harbor is surrounded by some of the Pacific Northwest’s most beautiful scenery, with views of Puget Sound, the Olympic and Cascade Mountains, and the Garry Oak trees that helped inspire our city’s name.

The Oak Harbor Main Street Association was formed by community members who believed downtown could become a more active, welcoming place to gather, shop, dine, and explore. Since becoming an officially designated Washington State Main Street community, OHMSA has worked to support local businesses, improve public spaces, and bring more energy and activity into the historic downtown district.

Through events, beautification projects, marketing efforts, and community partnerships, OHMSA continues working to strengthen downtown while preserving the character that makes Oak Harbor unique. From murals and lighting improvements to seasonal events and business support, our goal is simple: create a downtown people want to visit, spend time in, and come back to.

Today, historic downtown Oak Harbor is home to growing small businesses, local restaurants, shops, public art, waterfront access, and community events that help connect residents and visitors alike.


As one of 33 Washington State Main Street Communities, OHMSA follows the nationally recognized Main Street Approach to support revitalization, economic vitality, preservation, and community connection throughout the downtown district.

Read About Our Accomplishments

Amber Craig

Executive Director

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Amber Craig is the Executive Director of the Oak Harbor Main Street Association, where she is focused on bringing more life, connection, and energy to historic downtown Oak Harbor.

She brings more than seven years of experience in event planning, marketing, nonprofit leadership, and community engagement, much of it supporting military connected communities. Throughout her career, she has planned and led events drawing more than 600 attendees, built strong partnerships with local businesses and organizations, and created programs designed to bring people together and strengthen community involvement.

Her focus is simple: get people downtown, support the businesses that are here, and create experiences that make people want to come back.

Now based on Whidbey Island, Amber is a military spouse of more than 16 years who is passionate about building strong, welcoming communities. Outside of work, she can usually be found working on her 1993 Subaru GC8, spending time with her dog Ryu, or searching for a great local coffee spot. She is committed to helping downtown Oak Harbor feel more active, connected, and vibrant for both residents and visitors alike.

Megan Jacobs

Marketing Coordinator

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    Megan is a military spouse, mother of three, and creative communications professional who is passionate about community connection and bringing fresh ideas to life. She enjoys building relationships, supporting local initiatives, and helping create experiences that make people feel connected and inspired. With a love for collaboration and community involvement, Megan brings both creativity and heart to everything she does.

    When she is not working, you can usually find her outdoors enjoying the sunshine and taking in the beauty of the Pacific Northwest. She is excited to serve the community and be part of the continued growth and energy of the association.