Ashland Holidays
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Where to stay in Ashland
Historic Downtown District
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Top hotels in Ashland
Prospero's Flagship Inn
"Fairly convenient location near the university and a short drive from downtown. Much larger property than I was expecting. Room was nice but could have done with a better vacuuming. Towels were in need of an upgrade, since some were stained or worn. Very much a budget place to stay."
Reviewed on 22 May, 2026
Ashland Hills Hotel & Suites
"Nice clean room. Good location."
Reviewed on 21 May, 2026
The Bard's Inn, BW Signature Collection by Best Western
"Perfect location! You can park your car , walk all over Ashland. Walk to theatre."
Reviewed on 21 May, 2026
What to do in Ashland
The Cultural Heart of Ashland: A Self-Guided Audio Tour
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
