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Ashland Vacation Packages

A fall day in downtown Ashland
Oregon Shakespeare Festival
Evening in Ashland July 3rd.
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 9,103 reviews and posted 1,028 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
You'll be amazed walking into the lobby - stunning! Multiple seating areas, large floor-to-ceiling windows, high ceilinged, stylishly decorated. Check-in was quick & easy with...
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BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
The room was large with plenty of towels and nice toiletries. The included breakfast was great! Waffles, pancakes, oatmeal, eggs, bacon, cereal, potatoes, breads, and more...
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BEST WESTERN Bard's Inn
#3 Hotel in Ashland
BEST WESTERN Bard's Inn
I stayed at Bard's Inn because Groupon offered a great rate. Since I usually stay less than 24 hours in Ashland on trips, I tend to stay further out of town to save money, so...
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2. Find the right flight
Cheap Flights to Ashland
All Washington to Medford (WAS-MFR) fares found by travelers in the past 72 hours*
Dec
$465 round trip
Jan
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Feb
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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.