4 Days in Ashland, Oregon

  • Day 1: Lithia Park
    0 minutes (Located in Downtown Ashland)

    Lithia Park is a 93-acre park in downtown Ashland, known for its beautiful gardens, hiking trails, and playgrounds. Stroll around the park, take in the scenery or have a picnic.

  • Day 2: Oregon Shakespeare Festival
    10 minutes (5 miles) from Lithia Park

    The Oregon Shakespeare Festival is a world-renowned theater event that runs from February to October. Watch one of the amazing Shakespearean productions in one of the festival's theaters or the outdoor theater.

  • Day 3: Cascade-Siskiyou National Monument
    35 minutes (17 miles) from Oregon Shakespeare Festival

    Cascade-Siskiyou National Monument is a protected area full of local wildlife, gorgeous scenery and numerous hiking trails. Enjoy the stunning views or go for a short hike.

  • Day 4: Ashland Vineyards & Winery
    20 minutes (8 miles) from Cascade-Siskiyou National Monument

    Take a tour of the Ashland Vineyards & Winery, renowned for its award-winning wine. Enjoy the scenery and indulge in a tasting session of some of Ashland's finest wines.

Time and Costs Estimates

  • Lithia Park (2 hours, Free)
  • Oregon Shakespeare Festival (3 hours, $115/person)
  • Cascade-Siskiyou National Monument (4 hours, Free)
  • Ashland Vineyards & Winery (2 hours, $25/person for tastings)
  • Total Estimated Costs: $165/person

Transportation

It’s best to rent a car for this trip, as most of the destinations require some driving. The estimated car rental cost is around $40/day. The estimated distance traveled on this trip is about 30 miles per day.

Useful Tips

For those with more time, consider adding a day trip to Crater Lake National Park to your itinerary. For those with less time, we recommend dropping Cascade-Siskiyou National Monument from your itinerary.

Airports

Rogue Valley International-Medford Airport (MFR) is the main airport for Ashland, located 16.4 miles northeast from the city center. Airlines that fly to MFR include Alaska Airlines, Delta, and United Airlines.

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