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Ashland Vacation Packages

Evening in Ashland July 3rd.
A fall day in downtown Ashland
Oregon Shakespeare Festival
Ashland Vacation Packages
Want to book a vacation to Ashland? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Ashland vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Ashland on TripAdvisor by comparing Ashland hotel and flight prices. Travelers like you have written 8,760 reviews and posted 1,065 candid photos for Ashland hotels. Book your Ashland vacation today!
Or build your own Ashland vacation package
Ashland Hills Hotel & Suites
#1 Hotel in Ashland
Ashland Hills Hotel & Suites
Rooms were great, great staff, quality breakfast. I would definitely highly recommend this Hotel especially if travelling with a pet. Great area, with many places to eat and shop...
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BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
The Siskiyou Pass was a mess so we decided to spend the night in Ashland and chose the Windsor. Both Ashland and the Windsor made our stay amazing! We were rested and refreshed...
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Best Western Bard's Inn
#3 Hotel in Ashland
Best Western Bard's Inn
“February 2017” 02/25/2017
I highly recommend this hotel, it's in down town Ashland close to all the cute shops, very clean, and friendly staff. The breakfast was lovely, the rooms are clean, fast wifi, and...
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Cheap Flights to Ashland
All Washington to Medford (WAS-MFR) fares found by travelers in the past 72 hours*
Mar
$492 round trip
Apr
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May
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†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.