Sip and Savor: A 3-Hour Wine Adventure in Ashland, Oregon

by | May 17, 2024 | Rogue Valley, Winery Hopping

Exploring Ashland: A Perfect 3-Hour Winery Itinerary

Nestled in the heart of Southern Oregon, Ashland is not just famous for its Oregon Shakespeare Festival and charming downtown, but also for its burgeoning wine scene. If you find yourself with a few hours to spare, why not immerse yourself in the local flavors with a curated 3-hour winery itinerary? This guide will lead you through a delightful journey of tasting exquisite wines, enjoying breathtaking vineyard views, and experiencing the warm hospitality that Ashland’s wineries are known for. Whether you’re a seasoned wine enthusiast or just looking for a relaxing afternoon, this itinerary promises to deliver an unforgettable taste of Ashland. Cheers!

  1. Start at Dana Campbell Vineyards
  • Time: 1:00 PM – 1:50 PM
  • Address: 1320 N Mountain Ave, Ashland, OR 97520
  • Description: Begin your wine tasting adventure at Dana Campbell Vineyards, located just a short drive from downtown Ashland. This vineyard offers stunning views of the surrounding hills and a relaxed atmosphere. Enjoy tasting a variety of their wines, including their award-winning Viognier and Tempranillo.
  • Experience: Take a seat on their spacious outdoor patio, soak in the beautiful scenery, and savor the flavors of the region. The staff is friendly and knowledgeable, making it a perfect start to your wine tasting experience.


  1. Head to Irvine & Roberts Vineyards
  • Time: 2:00 PM – 2:50 PM
  • Address: 1614 Emigrant Creek Rd, Ashland, OR 97520
  • Description: Next, visit Irvine & Roberts Vineyards, known for its elegant Pinot Noir and Chardonnay. The tasting room is modern and stylish, with a welcoming ambiance. The real gem however is their expansive patio with unmatched valley viewsThe vineyard practices sustainable farming, and you can taste the quality in every sip.
  • Experience: Choose a tasting flight that includes a selection of their premium wines. Enjoy the stunning views from their outdoor seating area and learn about the winery’s commitment to sustainability and quality.


  1. Finish at Weisinger Family Winery
  • Time: 3:00 PM – 4:00 PM
  • Address: 3150 Siskiyou Blvd, Ashland, OR 97520
  • Description: Conclude your wine tasting tour at Weisinger Family Winery, a family-owned winery with a rich history in the region. This winery offers a cozy and intimate tasting room and Saturdays are met with live music on their welcoming and generous patio.
  • Experience: Enjoy a guided tasting of their diverse wine selection, including varietals like Cabernet Franc and Voigonier. The knowledgeable staff will guide you through each wine, providing insights into the winemaking process and the history of the winery.


Tips for the Trip:

  • Transportation: Consider hiring a car service or designating a driver to ensure a safe and enjoyable experience.
  • Reservations: While walk-ins might be accommodated, it’s a good idea to make reservations at each winery to ensure a spot, especially on weekends.
  • Snacks: Some wineries offer light snacks, but having some water and snacks on hand can enhance your experience and keep you refreshed between tastings. We recommend Rogue Picnic
  • Pacing: Take your time at each stop to fully enjoy the wines and the ambiance without feeling rushed.

Enjoy your wine tasting adventure in the charming town of Ashland, Oregon!

Stay Classy with Swank House 

As you embark on your wine-tasting journey through the enchanting vineyards of Ashland, Oregon, we invite you to elevate your experience with a stay at Swank House. Our luxurious houses and suites offer the perfect blend of comfort and sophistication, providing a relaxing retreat after a day of exploring Rogue Valley’s finest wineries. Book your stay with us today and indulge in the ultimate wine getaway, where every sip and every moment is savored in style. Cheers to unforgettable memories and exquisite wines in Ashland!

Dana Campbell Ashland winery
Irvine and Roberts Vineyard Ashland
Weisingers Family Winery Ashland Oregon

Make your visit memorable with Rogue Picnics

Rogue Picnics

Rogue Picnics delivers to various Ashland Wineries. 

Rogue Picnics will have your picnic set up and ready, and will meet you there to make sure everything is perfect. Bring food, or they can arrange delivery. Just show up, relax and enjoy! They’ll come clean it up when you’re done.

New: Picnics To Go! Set up your own luxury picnic anywhere, any time with picnic box rentals. Pick it up in Medford, Oregon or have it delivered to your Swank House stay!

Rogue Picnics



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