Ashland Holidays
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Your Ashland Holiday
Create your own exciting adventure with a tailor-made holiday package to Ashland. Its cultural experiences, progressive thinking and spectacular views are just the start of what you can expect in this interesting city. Ready to explore your surroundings? Oregon Shakespeare Festival, Southern Oregon University and Lithia Park are just three of the best places to visit during a trip to Ashland. No matter your travel plans or the size of your budget, putting together a tailored Ashland holiday is simple with Expedia.
Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
4 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.
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 |
Top hotels in Ashland
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is £102 per night from 17 May to 18 May
£102
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (1,471 reviews)
Nice
Reviewed on 8 May 2026
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is £88 per night from 17 May to 18 May
£88
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (1,762 reviews)
We like hotels that aren’t cookie cutters, and the Stratford Inn reflects the personality of Ashland. We last stayed there in the ‘90s and it’s been updated without losing its character. Very convenient for walking to OSF, shops and restaurants.
Reviewed on 6 May 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is £49 per night from 18 May to 19 May
£49
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (1,306 reviews)
Clean room for the most part, great tv channels, and good breakfast. Critiques are; toilet was loose and would move when sitting on it, plus the plastic seat was damaged and would scratch your bottom when soon it. The pool was green with algae and could not be used.
Reviewed on 9 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Emigrant Lake
Commune with nature and explore the great outdoors at Emigrant Lake during your travels in Ashland. Experience the entertainment choices and lively festivals in this family-friendly area.
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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. Flight-inclusive packages are ATOL protected.
