Prospero's Flagship Inn

Begin Your Next
Great Journey

Welcome to Prospero’s Flagship, where the spirit of exploration meets the comfort of timeless hospitality. Inspired by The Tempest and Ashland’s Shakespearean legacy, this cultured inn invites guests into a journey shaped by literature, wonder, and discovery—offering a welcoming place to pause, reflect, and enjoy the beauty of both stage and landscape.

Property Amenities

Comforts for
the Journey

Guests enjoy thoughtful essentials including free WiFi, complimentary parking, and a free continental breakfast—ensuring each stay feels easy, welcoming, and well cared for, with more time to enjoy Ashland’s arts, nature, and theatrical spirit.

Gather &
Unwind Outdoors

The picnic area with BBQ grill provides a relaxed setting to share meals, conversation, and stories, encouraging connection among fellow travelers in a welcoming, inn-style atmosphere.

Seasonal
Outdoor Pool

Our seasonal heated outdoor pool offers a refreshing pause between adventures, inviting guests to relax under open skies and enjoy the outdoors after a day of performances, trails, or quiet wandering.

At the Heart
of Ashland

Perfectly positioned as a beacon for travelers, Prospero’s Flagship Inn places you close to Ashland’s restaurants, Southern Oregon University, and just two miles from the renowned Oregon Shakespeare Festival—ideal for those drawn to theater, literature, and cultural discovery.

Accommodations

Rooms with Character

Each room offers a comfortable retreat designed for rest between adventures, blending simple, artsy details with thoughtful touches. It’s a welcoming place to unwind, reflect, and continue your journey through Ashland.