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.
$25 Amazon.com Gift Card Get yours when you book a hotel on TripAdvisor and review your stay!

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 8,837 reviews and posted 1,001 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
I booked a room at Ashland Hills Hotel & Suites after looking at the positive reviews on various websites. I was very impressed by the decor and cleanliness of the property. The...
1. Find your perfect hotel
2. Find the right flight
BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
I certainly did not expect to find fragrant roses and such a quiet room this close to the interstate. We were in Ashland to see to see two plays at the Oregon Shakespeare Festival...
1. Find your perfect hotel
2. Find the right flight
BEST WESTERN Bard's Inn
#3 Hotel in Ashland
BEST WESTERN Bard's Inn
We have recently returned from Ashland Oregon where we met with friends and attended plays at the Oregon Shakespeare festival. We stayed at the Bard's Inn, and were very pleased...
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*
Oct
$382 round trip
Nov
$506 round trip
Dec
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.