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Ashland Vacation Packages

Oregon Shakespeare Festival
Evening in Ashland July 3rd.
A fall day in downtown Ashland
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 5,766 reviews and posted 2,800 candid photos for Ashland hotels. Book your Ashland vacation today!
Or build your own Ashland vacation package
Ashland Hills Hotel
#1 Hotel in Ashland
Ashland Hills Hotel
Great value for the $$ and clean rooms. Front desk staff were pleasant and informative. It was quiet even considering the freeway location. Breakfast was cordially delivered to...
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BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
We stopped here on our way to Baja, Mexico. I called ahead and was told just to come by, no reservation necessary. We had a huge room. Very clean and nice and quiet. We will stop...
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BEST WESTERN Bard's Inn
#3 Hotel in Ashland
BEST WESTERN Bard's Inn
Bard's Inn, Ashland is walking distance to the fabulous Oregon Shakespeare Festival & all that lovely downtown Ashland has to offer: great food, shopping, galleries, spas and even...
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Cheap Flights to Ashland
All Washington to Medford (WAS-MFR) fares found by travelers in the past 72 hours*
Nov
$470 round trip
Dec
$655 round trip
Jan
find price round trip
†  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.