Ashland, Oregon, a charming town nestled in the Rogue Valley, is a treasure trove of cultural experiences, natural beauty, and outdoor adventures. Whether you’re planning a weekend getaway or an extended vacation, Ashland offers a variety of activities that cater to all interests. From its renowned Oregon Shakespeare Festival to the adrenaline-pumping water sports on Rogue River, let’s explore the nine funnest things to do in Ashland, Oregon, in 2024.
Delve into the World of Plays at the Oregon Shakespeare Festival
Ashland’s most famous attraction, the Oregon Shakespeare Festival, is a must-see for theater enthusiasts. With a rich program that runs from February to October, the festival showcases a mix of Shakespearean classics alongside contemporary plays.
Experience the Magic of Theater Under the Stars
The festival’s outdoor Allen Elizabethan Theatre offers a unique experience where you can watch plays under a canopy of stars, taking your theater-going experience to a whole new level. Be sure to check the schedule and book your tickets in advance to secure a spot at one of these enchanting performances.
Embrace Art and Culture
Art lovers rejoice! Ashland doesn’t disappoint with its vibrant art scene.
Stroll Through Art Galleries
Downtown Ashland is dotted with galleries featuring works by local and regional artists. Spend an afternoon meandering through these creative spaces, and maybe you’ll find a piece that speaks to you.
Attend Art Events
Keep an eye out for art walks and events that occur throughout the year. These events are a fantastic opportunity to meet artists, enjoy live music, and immerse yourself in Ashland’s local culture.

Adventure on the Rogue River
Water sports enthusiasts and nature lovers will find plenty of excitement on the Rogue River.
Whitewater Rafting and Kayaking
For a dose of adrenaline, join a guided whitewater rafting or kayaking tour. It’s a thrilling way to experience the river’s beauty while navigating its rapids.
Fishing and Gentle Boating
If you prefer a more relaxed pace, the Rogue River is also perfect for fishing or gentle boating. Enjoy the serene waters and keep an eye out for local wildlife.
Explore the Great Outdoors
Ashland’s natural surroundings are perfect for outdoor activities.
Hike the Local Trails
With a variety of trails ranging from easy walks to more challenging hikes, there’s something for every level of outdoor enthusiast. Don’t miss the opportunity to explore Lithia Park, which offers trails that meander through beautifully landscaped areas and natural woodlands.
Free Outdoor Fun
For those looking for free things to do in Ashland, Oregon, the great outdoors offers limitless possibilities. Enjoy a picnic, go bird watching, or simply relax in the beauty of nature.
Savor the Flavors of Ashland
Ashland’s culinary scene is as diverse as it is delicious.
Best Restaurants in Town
From farm-to-table eateries to international cuisine, Ashland’s restaurants cater to all tastes and dietary preferences. Be sure to check out the local favorites and enjoy a meal that showcases the region’s fresh, local ingredients.
Local Wine Tours
Oregon is known for its exquisite wines, and Ashland is no exception. Take a wine tour to visit local vineyards, taste exceptional varietals, and learn about the winemaking process.

Engage with Science and Education
Ashland isn’t just about art and outdoor activities; it’s also a hub for science and education.
Visit the Science Museum
The ScienceWorks Hands-On Museum is a fantastic place for visitors of all ages to engage with interactive exhibits and learn about science in a fun way. It’s one of the great things to do in Ashland, Oregon, especially if you’re traveling with children.
Dive into the Ashland Local Music Scene
Ashland’s music scene is thriving, with venues hosting local bands and artists throughout the year.
Live Music Experiences
Whether you prefer jazz, rock, or folk, you’ll find live music performances to enjoy. Check local listings for concerts and gigs happening during your visit.
Enjoy a Weekend Full of Activities
If you’re wondering what things to do in Ashland, Oregon, this weekend, you’ll find that the town’s calendar is packed with events and activities.
Festivals and Weekend Events
From street fairs to farmers’ markets, Ashland comes alive on the weekends with events that celebrate local culture, food, and crafts.
Experience Ashland’s Unique Offerings
Ashland is home to unique attractions that you won’t find anywhere else.
Take a Stroll in Lithia Park
Lithia Park is the crown jewel of Ashland’s parks, with its meticulously maintained gardens, duck ponds, and tranquil streams. It’s the perfect place for a leisurely walk or a peaceful retreat.
Explore the Historic District
Ashland’s historic district offers a glimpse into the town’s past with its well-preserved buildings and charming atmosphere. Take a self-guided tour to learn more about the town’s history and architecture.

Discover Free Things to Do in Ashland Oregon
Traveling on a budget? Ashland has plenty of free activities to enjoy.
Visit Local Parks
Beyond Lithia Park, Ashland boasts other green spaces that are free to the public. Spend a day exploring these parks at no cost.
Enjoy Community Events
Keep an eye out for community events, such as concerts in the park or gallery openings, which often offer free admission.
In conclusion, Ashland, Oregon, is a place where you can indulge in a variety of experiences, from cultural immersion at the theater to the exhilaration of water sports, and from the tranquility of nature hikes to the delight of culinary adventures. Whether you’re looking for things to do in Ashland Oregon this weekend or planning a longer stay, the town’s diverse offerings ensure that every visitor leaves with cherished memories. So, pack your bags and get ready to explore all that Ashland has to offer in 2024!