We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

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 9,138 reviews and posted 1,033 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
The hotel is excellent with new rooms, great products and good breakfast. There is a restaurant on site which is convenient, the view from the suites are of the hills which is...
1. Find your perfect hotel
2. Find the right flight
BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
When I arrived I asked the staff member for the name of a restaurant that served steak. She told me her favorite so I went there for dinner and found it very good. She also...
1. Find your perfect hotel
2. Find the right flight
BEST WESTERN Bard's Inn
#3 Hotel in Ashland
BEST WESTERN Bard's Inn
Excellent hotel with nice staff and professional. We love Ashland, Oregon. Fun town, great shops, friendly folks, outdoor activities all year around. shakespear plays are...
1. Find your perfect hotel
2. Find the right flight
Cheap Flights to Ashland
All Washington to Medford (WAS-MFR) fares found by travelers in the past 72 hours*
Feb
find price round trip
Mar
$433 round trip
Apr
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.