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Fall Getaway in Ashland

Immerse yourself in a breathtaking world of red, orange, and yellow as you escape to the heart of Autumn. Nestled at the foothills of the Cascade-Siskiyou Mountains, Ashland offers a picturesque setting for a Fall getaway filled with crisp mountain air, wine tasting, trails, seasonal bounty at numerous restaurants, and relaxing spa treatments.

Wine Country

Named the “next Napa” by Vogue.com, the Rogue Valley AVA is the southernmost winegrowing region in Oregon. It’s made up of three distinct river valleys (Bear Creek, Applegate and Illinois), that extend from the foothills of the Siskiyou Mountains along the California border north to the Rogue River.

This Fall, ignite your curiosity at the very first Mystery Festival in Ashland. As the fog sets on the small town secluded by the Siskiyou Mountains and the last stop in Oregon, undisturbed by city lights, a world of thrilling, unsolved riddles awaits. From Solve A Mystery Dinners to LARKS After Hours Mystery Mixology Event, a fun-willed weekend awaits.Learn More

Ashland Mystery Festival Events & Package

This Fall, ignite your curiosity at the very first Mystery Festival in Ashland. As the fog sets on the small town secluded by the Siskiyou Mountains and the last stop in Oregon, undisturbed by city lights, a world of thrilling, unsolved riddles awaits. From Solve A Mystery Dinners to LARKS After Hours Mystery Mixology Event, a fun-willed weekend awaits.

Arts & Entertainment

From Tony Award winning Oregon Shakespeare Festival, to local Ashland Folk Collective, and from unforgettable concerts under the stars at the Britt Music Festival to short stories capturing your heart at the Ashland Independent Film Festival. Southern Oregon has it all.

Outdoor Adventure

Ashland is a basecamp for year round outdoor fun! Explore this region’s endless trails ideal for biking, running and hiking, crystal clear mountain lakes, including Oregon’s crown jewel, the Crater Lake National Park, and wild rivers to kayak, raft, fish and cool off on a hot summer day.

Explore Ashland

Exploring history and art in a new town (or your own town) is fun, meaningful and memorable. Have a new, richer experience of Ashland as you learn about Ashland’s history, art, and neighborhoods.

Crater Lake National Park

No place on earth combines a deep, pure lake, so blue in color; sheer surrounding cliffs, almost two thousand feet high; two picturesque islands; and a violent volcanic past. At 1,943 feet deep, Crater Lake is the seventh deepest lake in the world and the deepest in the United States.

Family Fun

Southern Oregon offers year round adventures for the whole family. From ziplining, endless trails, fruit picking, hands-on kids museum, to gnome door searching in downtown Ashland and outdoor music concerts for the young and young at heart.

Winter Adventure

Mt. Ashland Ski Area is the pinnacle of winter snow recreation in Southern Oregon. Enjoy downhill skiing, snowboarding, and cross country skiing just a short drive from town, or head to one of our mountain lakes for a snowshoeing adventure. There is also a community ice skating rink in Ashland’s beloved Lithia Park, Festival of Light, snowmobiling and fishing at Lake of the Woods and Diamond Lake.

Festivals & Events

Check out our curated calendar of annual events and festivals that make Southern Oregon so special. From the Oregon Chocolate Festival to Brine. Brew & Barrel Fermentation Festival, we have something for everyone.