The 7 Best Things to do in Ashland OR

Downtown Ashland Oregon

Whether you love classic playwrights, art, or good food, there are always so many things to do in Ashland Oregon. Nestled in the heart of southern Oregon’s Rogue Valley, Ashland is a picturesque gem celebrated for its natural beauty and vibrant cultural scene. Regardless of the season or your personal preferences, something to fill your time is never far away. Take a look at this collection of the best things to do in Ashland, OR.


Ashland Oregon

The Best Things to Do in Ashland Oregon

1. Plan a Visit to the Shakespeare Festival

The Oregon Shakespeare Festival in Ashland, Oregon, is an entertainment venue where The Bard’s timeless works take the spotlight, and many other classics come to life. The OSF has three theaters, indoors and out: the Allen Elizabethan (outdoor), Thomas (indoor), and Angus Bowmer (indoor) on the massive campus. Guests are encouraged to dress in their Shakespearian getup if they choose, and you can frequently catch live performances of the classics, including Romeo & Juliet, Rent, and The Three Musketeers.

2. Go Skiing at Mount Ashland

Often referred to as the Mountain Playground of Southern Oregon, Mount Ashland is the best place to visit for skiing during the winter. There are a number of trails along the mountain perfect for cross-country skiing once the snow falls. However, even through the summer months, Mt. Ashland is a fun place to visit with camping available at the base of the mountain and loads of trails to explore.

3. Explore Lithia Park

Lithia Park is a 100-acre wooded space proudly protected and treasured by the people of Ashland. This park boasts a little bit of everything, including ponds, grassy lawns, and play areas for kids and adults. A gorgeous stone water fountain adorns one of the larger gardens, and you can find a number of nature trails that take you through the area’s sycamore groves and natural habitats along Ashland Creek. Whether you want to explore or just slip away for a while in a secluded spot, Lithia Park is a prime place to visit.

4. Spend a Few Hours Exploring Downtown Ashland

Downtown Ashland stretches only about half a mile through the town’s center, but you could easily spend a few hours shop-hopping and walking through the area. This area has this charming small-town personality, and it’s brimming with eclectic restaurants and interesting little boutiques. You’ll find the NW Raw Organic Juice Bar, The Growler Guys Beer Garden, and Stone Ridge Coffee along the way. The Golden Grove Collective, Bloomsbury Books, and other shops always have interesting finds to explore as well.

5. Head North to the Rogue River

If you’re looking for fun things to do in Ashland that feed your need to connect with nature, head north to Medford to explore the Rogue River—you will not be disappointed. The lower parts of the Rogue River are said to offer some of the most adventurous white-water rafting in the state. Hikers looking for stunning natural beauty and riverside nature navigate here from all over. And anglers will get to enjoy some of the best salmon fishing opportunities in the state.

6. Get Dinner and a Show at the Oregon Cabaret Theatre

If you are looking for an easy-does-it night with food and entertainment combined, be sure to look for the Oregon Cabaret Theatre. This attraction has a variety of entertaining shows and performances for guests to enjoy, and you can take advantage of dinner and appetizers while enjoying the show. The Oregon Cabernet Theatre rests in an old church on Hargadine Street.

7. Check Out the Schneider Museum of Art

The Schneider Museum of Art showcases contemporary art and fosters creativity through innovative exhibitions and educational programs. With a commitment to pushing artistic boundaries, the museum is a hub for emerging and established artists. Visitors are immersed in a world of visual wonder, making the Schneider Museum an essential stop for art aficionados exploring the vibrant cultural landscape of Ashland.

Ashland Oregon

Plan a Visit to Kaleafa for the Best Cannabis in Town

As you make plans to check out all the best attractions in Ashland, be sure to plan a visit to Kaleafa—one of the best dispensaries in Oregon. Our recreational dispensary in Ashland is known for providing all the right cannabis at always the right prices. Our menu is filled with exclusive cannabis flower and brands that deserve a rightful place in a dispensary that only provides the best. Be sure to take a look at our menu where you can order ahead.


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