Ashland

Day Trips

Make the most of your day with our curated plans, packed with Ashland's hidden gems and unique experiences!

day 1
Nature Explorer
morning
:

Start your day with a refreshing hike in the nearby Lithia Park, enjoying its trails and beautiful landscapes. Pack a breakfast picnic to enjoy amid nature.

afternoon
:

Visit the Ashland Creek for some relaxation or fishing after lunch. Donโ€™t forget to explore the historic downtown area with its local shops.

evening
:

Catch a show at the Oregon Shakespeare Festival to experience world-class theater. Wrap up your day with dinner at one of Ashland's charming restaurants.

day 2
Culture Enthusiast
morning
:

Visit the Schneider Museum of Art to enjoy contemporary art exhibitions. Engage with local artists and learn about various art forms.

afternoon
:

Take a leisurely stroll through the downtown area, stopping at local galleries and boutiques. Grab a bite at a cafรฉ to refuel for the afternoon.

evening
:

Enjoy a performance at one of Ashland's intimate theaters. Savor a late dinner at a cozy spot featuring regional cuisine.

day 3
Wine Tasting Tour
morning
:

Start with a visit to a local winery for a morning tasting session and vineyard tour. Learn about the wine-making process and indulge in some samples.

afternoon
:

Continue your wine adventure by visiting more wineries in the Rogue Valley. Enjoy pairings of local cheeses and artisan breads while soaking in the views.

evening
:

Return to Ashland for dinner at a farm-to-table restaurant that features local wines. Finish your day with a relaxing nightcap at a nearby bar.

day 4
Adventure Seeker
morning
:

Kick off with some white-water rafting or kayaking in the Rogue River. Adrenaline-filled adventures are sure to get your heart racing.

afternoon
:

Head to the Mt. Ashland Ski Resort for some thrilling mountain biking or hiking trails. Immerse yourself in the beautiful scenery and wildlife.

evening
:

Relax at a local brewery to unwind after an adventurous day. Enjoy live music and tucking into delicious pub food with locally brewed beer.

day 5
Wellness Retreat
morning
:

Start with a serene yoga session in a studio or community park to align your mind and body. Follow up with a healthy breakfast at a nearby cafรฉ.

afternoon
:

Pamper yourself with a spa treatment or a massage at one of Ashland's wellness centers. Embrace tranquility and relaxation during this downtime.

evening
:

Join a meditation or mindfulness workshop in the evening to deepen your wellness journey. Enjoy a wholesome dinner at a restaurant focusing on organic ingredients.

day 6
Botanic Bliss
morning
:

Explore the Ashland Botanical Gardens and immerse yourself in a variety of flora and seasonal blooms. Take photos and appreciate the beauty around you.

afternoon
:

Visit a local farm for a tour or pick-your-own fruit experience. Learn about sustainable farming practices and enjoy what the land offers.

evening
:

Dine at a restaurant that utilizes fresh, local produce for an authentic taste of the region. Stroll through the charming streets and enjoy the evening atmosphere.

day 7
Literary Journey
morning
:

Visit the Ashland Public Library and explore their collection of books on local history and culture. Find a quiet corner to read and enjoy the peaceful setting.

afternoon
:

Attend a book signing or reading at a local bookstore. Engage with authors and fellow book lovers over a shared love for literature.

evening
:

Enjoy a themed dinner at a restaurant that offers dishes inspired by literary works or authors. Wrap up your day by discussing your favorite reads with new friends.

day 8
Artistic Adventure
morning
:

Participate in a local art workshop and unleash your creativity by trying your hand at painting or pottery. Connect with local artists and learn new skills.

afternoon
:

Visit the local art galleries to appreciate the work of Ashland's artists, including sculptures and photography. Engage with the community at art events or openings.

evening
:

Enjoy an outdoor movie night or an art show in the park. Share your own artwork and experiences with fellow art enthusiasts over dinner.

day 9
Cycling and Sightseeing
morning
:

Rent a bike and take a scenic ride on the Bear Creek Greenway. Enjoy the fresh morning air while viewing the natural surroundings.

afternoon
:

Stop along the trail to admire local wildlife and beautiful landscapes. Break for lunch at one of the parks that offer picnic facilities.

evening
:

Join a cycling group for an evening ride and socialize with locals. Refuel with a hearty meal at a restaurant known for its hospitality and great food.

day 10
Autumn Explorer
morning
:

In fall, start your day by exploring the stunning fall foliage in Lithia Park. Bring your camera for some great photo opportunities.

afternoon
:

Enjoy a guided tour of local museums and learn about Ashland's rich history. Taste some seasonal treats at a local cafรฉ.

evening
:

Attend an outdoor festival or community event that celebrates autumn. Enjoy a seasonal dinner at a restaurant featuring pumpkin-inspired dishes.

Discover Ashland

Read more in our Ashland 2024 Travel Guide.

Ashland Travel Guide