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.

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 6,689 reviews and posted 3,405 candid photos for Ashland hotels. Book your Ashland vacation today!
Or build your own Ashland vacation package
Green Springs Inn
#1 Hotel in Ashland
Green Springs Inn
We stayed here because it's dog friendly, but we've already returned. Rooms are quiet, clean, spacious, air conditioned & comfortable. They're in the middle of the woods, 17...
1. Find your perfect hotel
2. Find the right flight
BEST WESTERN Windsor Inn
#2 Hotel in Ashland
BEST WESTERN Windsor Inn
High quality bedding, tasteful decor, great pool/lounging area and convenient 'family restaurant plus bar & grill next door. Free breakfast options are better than most places...
1. Find your perfect hotel
2. Find the right flight
Plaza Inn & Suites at Ashland Creek
#3 Hotel in Ashland
Plaza Inn & Suites at Ashland Creek
We were traveling to Sun River Oregon for a week and stopped for 1 night at the Plaza Inn and Suites. We had our golden retriever with us. The room was a really good size for a...
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*
Jul
$561 round trip
Aug
$501 round trip
Sep
$400 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.