Ashland, Oregon

Exploring Ashland, Oregon: A Weekend Getaway in the Heart of the Rogue Valley

Welcome to Ashland, a charming city nestled in the heart of the Rogue Valley in southern Oregon. Known for its vibrant arts scene, stunning natural beauty, and world-renowned Shakespeare Festival, Ashland offers a perfect blend of culture and outdoor adventure. Join me as we embark on a three-day weekend trip to experience the best this captivating destination has to offer.

Day 1: Discovering Ashland’s Cultural Gems

Morning: Stroll through Lithia Park

Start your day with a leisurely walk through the enchanting Lithia Park, a 93-acre oasis in the heart of Ashland. Adorned with lush greenery, serene ponds, and beautifully manicured gardens, this urban park is a true gem. Find a cozy bench to relax and soak in the peaceful atmosphere or explore the park’s many trails for a refreshing morning hike.

Afternoon: Indulge in Ashland’s Culinary Scene

Ashland is a food lover’s paradise, boasting a diverse range of culinary delights. For lunch, head to Smithfields Restaurant and Bar, a local favorite known for its farm-to-table approach and delectable dishes crafted with locally-sourced ingredients. Don’t miss their mouthwatering charcuterie platters and divine cocktails.

After satisfying your taste buds, take a stroll along the Plaza, Ashland’s historic town center. Browse the charming boutiques, galleries, and specialty shops that line the streets, offering unique local crafts, artwork, and souvenirs.

Evening: Catch a Performance at the Oregon Shakespeare Festival

No visit to Ashland is complete without experiencing the world-renowned Oregon Shakespeare Festival. Embrace the magic of live theater as you immerse yourself in captivating performances held in the beautifully designed Elizabethan-style Allen Elizabethan Theatre. Check the festival’s schedule in advance and book your tickets for an unforgettable evening of Shakespearean classics or contemporary plays.

Day 2: Nature’s Wonders and Local Delights

Morning: Explore Crater Lake National Park

Rise and shine early as we venture to Crater Lake National Park, a breathtaking natural wonder located just a short drive from Ashland. Marvel at the deep blue hue of the lake, formed in the remains of an ancient volcano, and admire the sheer cliffs that surround it. Take a scenic drive along Rim Drive, stopping at various viewpoints to capture jaw-dropping panoramas of this pristine landscape.

Afternoon: Wine Tasting in the Applegate Valley

After returning from Crater Lake, treat your palate to the flavors of the Applegate Valley, a renowned wine region in southern Oregon. Visit Troon Vineyard, a family-owned winery known for their exceptional biodynamic wines. Enjoy a guided tasting, savoring their award-winning varietals while soaking in the panoramic vineyard views.

Evening: Fine Dining at Larks Restaurant

For an unforgettable dinner experience, head to Larks Restaurant, situated in Ashland Springs Hotel. Indulge in an elegant culinary journey that celebrates the region’s seasonal flavors and local ingredients. From their creative small plates to their delectable main courses, every dish at Larks is a work of art.

Day 3: Outdoor Adventures and Cultural Immersion

Morning: Rogue River Rafting

Strap on your life jacket and prepare for an exhilarating morning of white-water rafting on the iconic Rogue River. Join a guided tour with Indigo Creek Outfitters, where experienced guides will navigate you through thrilling rapids while providing fascinating insights into the river’s history and wildlife. Feel the rush of adrenaline as you conquer the rapids while surrounded by stunning scenery.

Afternoon: Ashland Vineyards and Wineries

After drying off from your rafting adventure, take a leisurely drive through the picturesque countryside surrounding Ashland and explore the region’s charming wineries. Visit Belle Fiore Winery, a Tuscan-inspired estate boasting breathtaking views of the vineyards. Enjoy a wine tasting on their terrace while savoring the flavors of their award-winning wines.

Evening: Dinner and Live Music at The Brickroom

End your Ashland adventure on a high note at The Brickroom, a lively gastropub located in downtown Ashland. Savor their mouthwatering farm-to-table dishes and indulge in a wide selection of craft beers and cocktails. Stick around for their live music performances, featuring talented local artists who will serenade you into the night.

As your weekend getaway in Ashland comes to an end, you’ll depart with unforgettable memories of captivating performances, delightful culinary experiences, and the awe-inspiring natural wonders that make this city a true treasure in Oregon. Plan your visit now and immerse yourself in the vibrant charm of Ashland!

Note: Please ensure to check each attraction’s website for the most up-to-date information on opening hours, ticket availability, and any COVID-19 related guidelines or restrictions.

Smithfields Restaurant and Bar
Oregon Shakespeare Festival
Troon Vineyard
Larks Restaurant
Indigo Creek Outfitters
Belle Fiore Winery
The Brickroom

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