Running from early June through mid-September, the 2026 Britt Music & Arts Festival season brings a full summer of live music, comedy, and orchestral performances to Jacksonville, just minutes from Country Willows.

The 2026 season of the Oregon Shakespeare Festival brings an exciting mix of Shakespeare classics, award-winning musicals, and powerful contemporary plays to Ashland. With its peaceful setting just minutes from the theaters, Country Willows Inn offers the perfect place to relax and recharge during your theater getaway.

Celebrate the Oregon Chocolate Festival with a delicious weekend of tastings, special events, and chocolate-inspired experiences in Ashland. Make it even sweeter with Country Willows Inn’s exclusive chocolate-themed breakfast and, of course, a relaxing stay at your favorite inn!

Even after the Oregon Shakespeare Festival pauses for the season, the Rogue Valley continues to shine with live theater, musicals, concerts, and performances that make winter and early spring an ideal time to visit.

Simple, friendly, and close to town—Mt. Ashland is the ideal winter destination. Enjoy the mountain during the day and unwind at Country Willows Inn each night.

Celebrate the season at the Ashland Armory Christmas Faire

October is the final month for Shakespeare this season and the perfect time to stay at Country Willows Inn.

Fall is the perfect time to visit Ashland. Enjoy colorful walks, seasonal events, and cozy evenings.

Discover the best places to play pickleball in Southern Oregon—from scenic Lithia Park to indoor courts at The Dink Tank and beyond.

Summer will be here before you know it, and there’s no better way to experience the natural beauty and thrilling adventure of Southern Oregon than with a day trip on the iconic Rogue River. Whether you’re looking for a heart-pounding whitewater ride or a scenic jet boat tour through deep canyons, two standout outfitters—Hellgate ...

Discover fresh ideas, expert tips, and local inspirations from this year’s Home & Garden Show.

Discover the magic of Mt. Ashland Ski Area, a Southern Oregon treasure offering unforgettable winter adventures for all ages and skill levels.

Discover the festive magic of Ashland this holiday season with the enchanting Festival of Lights, cozy holiday markets, and cheerful community celebrations.