Ashland Vacation Packages
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Your Ashland Vacation
Create your own exciting adventure with a tailor-made vacation 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 vacation 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
5 out of top 10 points of interest in this area
4.5/5(2 area reviews)
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Thomas Theatre are top sights worth seeing.
Ashland Hotel Deals
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,692 reviews)
Staff was kind and it was a welcoming place.
Reviewed on Feb 20, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Feb 25 to Feb 26
CA $119
CA $153 total
Feb 25 - Feb 26
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Clean room, really great breakfast!
Reviewed on Feb 19, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,472 reviews)
We enjoyed our one night stay here! Great location with nice views and spacious rooms
Reviewed on Feb 16, 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.
Discover the most popular places to visit in Ashland
Thomas Theatre
You can get tickets for a performance at Thomas Theatre on your trip to Ashland. Experience the area's lively festivals and acclaimed theater scene.
Explore a world of travel with Expedia
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- Flights from Eureka (ACV) to Ashland (AHM)
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- Visit Skidmore Academy Historic District
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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.
