Insurance in Ashland, Oregon
Rogue Valley insurance specialists — serving Ashland and the Oregon Shakespeare Festival community
About Ashland
Ashland is a vibrant arts and culture city in Jackson County, home to the world-famous Oregon Shakespeare Festival. The city attracts visitors from around the world and has a thriving hospitality, restaurant, and vacation rental industry. Ashland is also known for its outdoor recreation, Southern Oregon University, and proximity to the Cascade Range.
Insurance in Ashland
Ashland faces significant wildfire risk from its proximity to the Cascade Range and surrounding forested areas. The hospitality and vacation rental industry needs specialized coverage. The Oregon Shakespeare Festival and other cultural venues need event and venue insurance. Earthquake coverage is important for all Southern Oregon properties.
Insurance Services in Ashland
Gerald Ross Agency offers a full range of personal and commercial insurance options for Ashland residents and businesses.
Why Ashland Residents Choose Gerald Ross Agency
As an independent agency, we work for you — not the insurance companies. We shop 50+ carriers to find the best coverage at the best price.





