Cheap Vacations in Ashland

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Flight deals to Ashland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 14 - Tue, May 20
LAX
Los Angeles
MFR
Medford
$178 Roundtrip, found 4 days ago
$178
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Wed, May 14 from Los Angeles to Medford, returning Tue, May 20, priced at $178 found 4 days ago
Thu, Mar 20 - Sun, Mar 30
SFO
San Francisco
MFR
Medford
$194 Roundtrip, found 6 days ago
$194
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Mar 20 from San Francisco to Medford, returning Sun, Mar 30, priced at $194 found 6 days ago
Sat, Mar 22 - Tue, Apr 1
PDX
Portland
MFR
Medford
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Sat, Mar 22 from Portland to Medford, returning Tue, Apr 1, priced at $208 found 5 days ago

Top rated hotels for your Ashland vacation

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
The price is $112 per night
$112
includes taxes & fees
$100 per night
Mar 16 - Mar 17
Located in Ashland (Siskiyou-Hargadine Historic District), Stratford Inn is a 4-minute walk from Ashland Library and 9 minutes by foot from Oregon Cabaret Theatre.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
The price is $156 per night
$156
includes taxes & fees
$140 per night
Mar 31 - Apr 1
A stay at Ashland Springs Hotel places you in the heart of Ashland, steps from Oregon Cabaret Theatre and Allen Elizabethan Theatre.
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Free Cancellation
Reserve now, pay when you stay
2.69 mi from city center
The price is $133 per night
$133
includes taxes & fees
$119 per night
Mar 16 - Mar 17
When you stay at Ashland Hills Hotel & Suites in Ashland, you'll be near ski lifts, within a 5-minute drive of Southern Oregon University and Weisinger Family Winery.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.