Cheap Flight Deals to Ashland OR from CA $54

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How to find cheap flights to Ashland?

The cheapest prices found with in the last 7 days for return flights were CA $220 and CA $54 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
PDXMedfordJanuary 25 to February 1CA $220
SEAMedfordDecember 14 to December 15CA $261
SFOMedfordJanuary 27 to January 30CA $284
LASMedfordDecember 31 to January 12CA $426
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
PHXMedfordNovember 29 to December 3CA $746
*Prices include taxes and fees

Your guide to flights to Ashland, OR

Alaska Airlines fly to Ashland, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Ashland OR currently costs between CA $220 and CA $746. Prices vary, but for the best fares, travel in December when prices are at their lowest.  

Top tips for finding cheap flights to Ashland  

The cheapest flight for a round trip to Ashland is currently CA $220. When you search for flights to Ashland, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Ashland for nearby days.  The cheapest month to travel to Ashland is December from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Ashland 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Ashland with Travelocity 

We have top deals on plane tickets even for last minute flights to Ashland, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Ashland for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Ashland

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd ,1801, Ashland, Oregon
The price is CA $122 per night from Nov. 25 to Nov. 26
CA $122
CA $136 total
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (997 reviews)
"Nice place to stay."

Reviewed on 1 Nov. 2024

Cedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
The price is CA $94 per night from Nov. 25 to Nov. 26
CA $94
CA $104 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (1,001 reviews)
Ashland
"An older hotel but very comfortable"

Reviewed on 18 Nov. 2024

Timbers INN and Suites
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
The price is CA $108 per night from Nov. 29 to Nov. 30
CA $108
CA $120 total
includes taxes & fees
29 Nov - 30 Nov
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Weisinger Family Winery and ScienceWorks Hands-On Museum ...
6.6/10 (428 reviews)
"Everything"

Reviewed on 6 Oct. 2024

Relax Inn At Ashland
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Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is CA $104 per night from Dec. 5 to Dec. 6
CA $104
CA $117 total
includes taxes & fees
5 Dec - 6 Dec
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,002 reviews)
"Room was comfortable and spacious. A couple of electronics needed work. Continental breakfast has a lot of choices."

Reviewed on 20 Nov. 2024

Flagship Inn of Ashland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Ashland

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is CA $180 per night from Dec. 1 to Dec. 2
CA $180
CA $201 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
"Always a great stay at the Plaza during Shakespeare Festival in Ashland. Safe, clean, quiet and a short walk to the theater."

Reviewed on 14 Nov. 2024

Plaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
The price is CA $217 per night from Dec. 1 to Dec. 2
CA $217
CA $249 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,004 reviews)
"Absolutely amazing hotel. We had a perfect room that was quiet. Staff went above and beyond to ensure out stay was great."

Reviewed on 20 Nov. 2024

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is CA $126 per night from Dec. 1 to Dec. 2
CA $126
CA $148 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,488 reviews)
"We enjoyed our stay quite a bit. We found the upgrade from the previous owner very appealing (a bit of a relief, frankly) and would definitely consider returning."

Reviewed on 17 Nov. 2024

Ashland Hills Hotel & Suites
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Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
The price is CA $122 per night from Nov. 27 to Nov. 28
CA $122
CA $124 total
includes taxes & fees
27 Nov - 28 Nov
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
8.6/10 Excellent! (1,023 reviews)
Best place to recharge
"Another amazing stay in the books. I stay here every time I travel down to California and couldn't have been happier to find this place. Highly recommend this place"

Reviewed on 18 Nov. 2024

Callahan's Mountain Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Ashland

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is CA $126 per night from Dec. 1 to Dec. 2
CA $126
CA $148 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,488 reviews)
"We enjoyed our stay quite a bit. We found the upgrade from the previous owner very appealing (a bit of a relief, frankly) and would definitely consider returning."

Reviewed on 17 Nov. 2024

Ashland Hills Hotel & Suites
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is CA $180 per night from Dec. 1 to Dec. 2
CA $180
CA $201 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
"Always a great stay at the Plaza during Shakespeare Festival in Ashland. Safe, clean, quiet and a short walk to the theater."

Reviewed on 14 Nov. 2024

Plaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd ,1801, Ashland, Oregon
The price is CA $122 per night from Nov. 25 to Nov. 26
CA $122
CA $136 total
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (997 reviews)
"Nice place to stay."

Reviewed on 1 Nov. 2024

Cedarwood Inn of Ashland
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Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St, Ashland, OR
The price is CA $138 per night from Dec. 12 to Dec. 13
CA $138
CA $154 total
includes taxes & fees
12 Dec - 13 Dec
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,004 reviews)
"Another flawless stay at the Best Western Windsor Inn. Quality room, enjoyable breakfast offering, and good service!"

Reviewed on 21 Nov. 2024

Best Western Windsor Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a car after flight to Ashland?

Frequently asked questions

Which airlines fly to Ashland?
Chosen the dates for your big adventure to Ashland? With 7 air companies servicing this city, you’re bound to find a flight that suits your travel plans. Here are some of the most popular carriers:

  • Alaska Airlines
  • United Airlines
  • Delta Air Lines

What airport is best to fly into Ashland?
Booking your getaway to Ashland is straightforward, as it’s serviced by just one airport. You’ll find Medford Airport approximately 23 kilometers from the downtown hustle and bustle.
Where to stay in Ashland
Studied up on Ashland, planned your vacation outfits but haven’t yet locked in your accommodations? Travelocity is here to help. Select from 387 centrally located properties and start packing those bags!The The Pioneer ~ Closest to OSF! and the The Pioneer House -North Suite (Upstairs) - Closest to OSF! are our suggested accommodation options. Make a reservation and then you can get down to the good stuff — booking your thrilling travel activities.
Places to visit in Ashland
0 Like some more ideas? 0 And that’s not all there is. 0
How to get through airport security fast when traveling to Ashland
These practical tips and pointers about airport security procedures will save you plenty of time on your way to Ashland:

  • Airport security personnel will expect to see your travel ID and boarding pass upon arrival. Keep them in a convenient place, so they’re ready for inspection.
  • Remove your shoes, belt and jewellery before arriving at the airport security checkpoint. Items such as these are not allowed in the body scanner.
  • Laptops, digital cameras and other electronic devices must be placed in a tub to be X-rayed.
  • Flying with a new perfume or cologne? As long as it’s no greater than 3.4 ounces (100 milliliters) and it’s stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Construction boots and other cumbersome shoes are likely to be X-rayed by security personnel. We suggest wearing lightweight sneakers instead.
  • Pack any multi-tools or other pointy items inside your checked luggage. Airport security won’t permit these on the aircraft.

Flights To Ashland

For a vacation filled with the sights and sounds of the largest regional repertory theater in the United States, check out flights to Ashland, Oregon. From February to October, the heart of the city throbs with the Oregon Shakespeare Festival, making it a destination for theater and music lovers. Ashland vacation packages are a frugal choice when booking travel to arts events in the area. The nearby Medford International Airport (MFR) takes you to the heart of the Rogue Valley; only a few miles north of Ashland.

Transportation from MFR

Hotels near Medford International Airport are a convenient base to explore the rich Rogue Valley and its attractions. While bus transportation is available, a rental car is the easiest way to get around the valley as you travel the 16.2 miles south on I-5 to Ashland or head north to the nearby cities of Rogue River or Grants Pass. In addition to the world-renowned Shakespeare Festival, Ashland is the home of Southern Oregon University and the National Fish and Wildlife Forensics Laboratory, where experts help solve crimes against wildlife. Summer rafting on the Rogue River and winter skiing at Mt. Ashland make Ashland and the Rogue Valley a year-round destination. Ashland hotels are only a few miles down the mountain from the skiing and snowboarding in winter, but be prepared with chains for snowy roads.

Visit Ashland

In addition to the Oregon Shakespeare Festival, Ashland hosts a wide variety of musical and theatrical venues. Immerse yourself in the public concerts, comedy shows, and festivals held in and around the Ashland area and don't forget to take home some of the fruits from the orchards that fill the valley. When booking Ashland flights, save up to $537 when you book a hotel and flight at the same time. Travelocity will help you find the best deals on Ashland airfare, allowing you to save money to take in one more performance before heading home.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.