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!

Black Friday Sale

Save up to 40% on select hotels

Our guide on where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland

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

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 8 Dec to 9 Dec
AU$115
8 Dec - 9 Dec
includes taxes & fees
8.6/10 Excellent! (1,167 reviews)
Clean rooms, friendly staff

Reviewed on 24 Nov 2025

Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 10 Dec to 11 Dec
AU$169
10 Dec - 11 Dec
includes taxes & fees
8.8/10 Excellent! (1,509 reviews)
Nice hotel. Would stay again.

Reviewed on 26 Nov 2025

Ashland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundable
The price is AU$153 per night from 8 Dec to 9 Dec
AU$153
8 Dec - 9 Dec
includes taxes & fees
9.2/10 Wonderful! (1,595 reviews)
Nice staff

Reviewed on 26 Nov 2025

Stratford Inn
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.

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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.