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Ashland Hotel + Air Packages

Oregon Shakespeare Festival
Evening in Ashland July 3rd.
A fall day in downtown Ashland
Build your own Ashland vacation package
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 5,435 reviews and posted 2,627 candid photos for Ashland hotels. Book your Ashland vacation today!
Ashland Hills Hotel
#1 Hotel in Ashland
Ashland Hills Hotel
This was a very good stay. The rooms are very clean. Loved the new beds! The dog are is great, a very large grass exercise area. Dogs can be off leash. Convenient to...
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BEST WESTERN Bard's Inn
#2 Hotel in Ashland
BEST WESTERN Bard's Inn
The Bards Inn is situated perfectly, just a short walk to all the charming shops and restaurants in Ashland. The hotel is clean, with friendly staff and a small pool to enjoy the...
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Plaza Inn & Suites at Ashland Creek
#3 Hotel in Ashland
Plaza Inn & Suites at Ashland Creek
This hotel is right off the main street and just two blocks to the central square with the infamous litha water fountain. It was a two block walk to the near theatre and easy to...
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Cheap Flights to Ashland
All New York to Medford (NYC-MFR) fares found by travelers in the past 72 hours*
Sep
$462 round trip
Oct
$450 round trip
Nov
$450 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.