Ashland Holidays
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Your Ashland Holiday
Plan your own exciting adventure with a tailored holiday package to Ashland. Its cultural experiences, progressive thinking and spectacular views are just a sample of what you can expect in this interesting city. Southern Oregon University, Oregon Shakespeare Festival and Lithia Park are just some of the many sights worth checking out during your trip to Ashland. Stop dreaming and start doing. Check out the many options on Expedia today and put your Ashland holiday plans into action!
Our guide on 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.
Ashland Holiday
Ashland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rogue Valley Intl. Airport (MFR) |
Population | 20,900 |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | Oregon Shakespeare Festival, Mount Ashland Ski Area and Oregon Cabaret Theatre |
Our pick of the best Ashland Hotel Deals
Flagship Inn of Ashland
Loved the waffles, so happy you provided bananas. It was so quiet and convenient and close to my friend’s hospital. Loved the Mexican restaurant so close to the hotel, and no problems parking. 👍
Reviewed on 24 Oct 2025
Ashland Hills Hotel & Suites
The front desk staff was exceptionally nice. Parking lot and self parking great. Property was clean. This is definitely a VINTAGE hotel. Design from the 1968-1975 timeframe. I believe rather than remodel things, they designed the hotel around this 1970s vintage theme. For example our bathroom had ...
Reviewed on 18 Oct 2025
Stratford Inn
We had a very nice stay! Rooms were comfortable, and the location is great - many great dining choices and entertainment within walking distance of the hotel.
Reviewed on 23 Oct 2025
Discover the most popular places to visit in Ashland
Oregon Shakespeare Festival
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
ScienceWorks Hands-On Museum
You can spend time browsing the exhibits at ScienceWorks Hands-On Museum in Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
