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.
Top Ashland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Motel 6 Yreka, CA
Price was CA $1,312, price is now CA $1,248 per person
CA $1,248
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Medford (MFR)
6/10 (731 reviews)
Ample parking; clean areas; friendly staff; clean rooms. Love the upgrades to the rooms.
Reviewed on Mar 10, 2026
Holiday Inn Express Yreka-Shasta Area by IHG
Price was CA $2,133, price is now CA $1,947 per person
CA $1,947
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Medford (MFR)
9/10 Wonderful! (933 reviews)
Convenient location, included parking and breakfast was nice. Clean renovated rooms and friendly staff.
Reviewed on Mar 30, 2026
Klamath Motor Lodge
Price was CA $1,389, price is now CA $1,310 per person
CA $1,310
per person
Jun 18 - Jun 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Medford (MFR)
8.4/10 Very Good! (1,002 reviews)
Room was clean, bed very comfortable, area is quiet, polite staff. Nice stay.
Reviewed on Feb 11, 2026
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
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
The price is CA $137 per night from Apr 27 to Apr 28
CA $137
CA $153 total
Apr 27 - Apr 28
includes taxes & fees
9.4/10 Exceptional! (1,734 reviews)
Great location. Clean and spacious room.
Reviewed on Mar 31, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Apr 19 to Apr 20
CA $145
CA $183 total
Apr 19 - Apr 20
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Excellent location. Beautiful area. Close to an amazing park.
Reviewed on Apr 1, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Apr 19 to Apr 20
CA $129
CA $158 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,441 reviews)
This was our fourth stay over the past month. Right off the freeway so easy access. Suggest requesting an inside room farther away from traffic which is relatively light for the season. Would return.
Reviewed on Mar 29, 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 entertainment choices.
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
- Azalea Park
- Barr Creek Falls
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- Crissey Field State Park
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- Takelma Park
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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.
