Cheap Flight Deals to Ashland OR from CA $162

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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 $298 and CA $162 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
LAXMedfordJune 6 to June 9CA $298
SANMedfordJune 4 to June 7CA $333
PDXMedfordJune 4 to June 9CA $338
SEAMedfordJuly 3 to July 5CA $352
SFOMedfordMay 30 to June 1CA $396
SLCMedfordJuly 8 to July 15CA $519
DENMedfordJune 27 to July 4CA $523
PHXMedfordJuly 7 to July 11CA $528
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
PDXMedfordMay 22 to May 22CA $674
SEAMedfordMay 22 to May 29CA $828
*Prices include taxes and fees

Your guide to flights to Ashland, OR

Alaska Airlines, WestJet 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 $298 and CA $828. Prices vary, but for the best fares, travel in June 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 $298. 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 June 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 OR
The price is CA $111 per night from May 28 to May 29
CA $111
CA $124 total
May 28 - May 29
includes taxes & fees
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 ...
Opens in a new windowCedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street Ashland OR
The price is CA $80 per night from May 25 to May 26
CA $80
CA $89 total
May 25 - May 26
includes taxes & fees
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 ...
8.6/10 Excellent! (1,007 reviews)
"Good clean room. Very basic. No amenities but good value for someone traveling alone that just needs a place to sleep. Good location about 8 minutes from downtown."

Reviewed on May 17, 2026

Opens in a new windowTimbers 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 $104 per night from May 27 to May 28
CA $104
CA $116 total
May 27 - May 28
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Weisinger Family Winery and ScienceWorks Hands-On ...
7/10 Good! (510 reviews)
"Upon check in I was asked for ID and whether or not I had a pet. $20 pet fee, and no conversation about any amenities... leaving no clue abt wireless nor was there anything else such as coffee or snacks for the AM. This is a solid 3 place to stay. The saving grace is Caldera Brewpub walking distance ..."

Reviewed on May 4, 2026

Opens in a new windowRelax Inn At Ashland
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Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
The price is CA $80 per night from May 25 to May 26
CA $80
CA $90 total
May 25 - May 26
includes taxes & fees
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! (1,317 reviews)
"What a pleasant surprise. Great staff, clean quiet rooms. Even fresh baked cookies at check in.Many restaurants within walking distance and a decent breakfast."

Reviewed on May 20, 2026

Opens in a new windowProspero's Flagship 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.

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 $153 per night from May 25 to May 26
CA $153
CA $171 total
May 25 - May 26
includes taxes & fees
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 ...
8.8/10 Excellent! (1,022 reviews)
"It is a very pleasant location and nice quiet rooms. But... I had paid with Expedia and my visa was charged again (more) at checkin. I saw it later and went to desk. She apologized and it looks like it was reversed, but would not have been. Also at checkout they refused to give me a receipt saying ..."

Reviewed on May 20, 2026

Opens in a new windowPlaza 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 $144 per night from May 25 to May 26
CA $144
CA $182 total
May 25 - May 26
includes taxes & fees
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,007 reviews)
"The hotel is an aging lady with lots of character, few, if any amenities, dreary appointments and a dismal (extra cost) breakfast. However, the dinner only restaurant is great, the room air conditioning works, the showers have adequate pressure, the location is unmatched and the views from the front ..."

Reviewed on May 20, 2026

Opens in a new windowAshland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is CA $160 per night from May 25 to May 26
CA $160
CA $192 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,472 reviews)
"Mid century modern but impeccably clean. Worth the price, rooms are so comfortable and well appointed, cork screws and glasses included, dog friendly, with enclosed park at rear ( lots of poop). Really good room service food, breakfast is not so hot. Great staff, all of them, charging for electric ..."

Reviewed on May 20, 2026

Opens in a new windowAshland 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 $165 per night from May 26 to May 27
CA $165
CA $188 total
May 26 - May 27
includes taxes & fees
Book a stay at this family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
8.8/10 Excellent! (1,158 reviews)
"Nice"

Reviewed on May 15, 2026

Opens in a new windowCallahan'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 $160 per night from May 25 to May 26
CA $160
CA $192 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,472 reviews)
"Mid century modern but impeccably clean. Worth the price, rooms are so comfortable and well appointed, cork screws and glasses included, dog friendly, with enclosed park at rear ( lots of poop). Really good room service food, breakfast is not so hot. Great staff, all of them, charging for electric ..."

Reviewed on May 20, 2026

Opens in a new windowAshland 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 $153 per night from May 25 to May 26
CA $153
CA $171 total
May 25 - May 26
includes taxes & fees
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 ...
8.8/10 Excellent! (1,022 reviews)
"It is a very pleasant location and nice quiet rooms. But... I had paid with Expedia and my visa was charged again (more) at checkin. I saw it later and went to desk. She apologized and it looks like it was reversed, but would not have been. Also at checkout they refused to give me a receipt saying ..."

Reviewed on May 20, 2026

Opens in a new windowPlaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801 Ashland OR
The price is CA $111 per night from May 28 to May 29
CA $111
CA $124 total
May 28 - May 29
includes taxes & fees
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 ...
Opens in a new windowCedarwood Inn of Ashland
Save an average of 15% on thousands of hotels when you're signed in
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St Ashland OR
The price is CA $155 per night from May 27 to May 28
CA $155
CA $172 total
May 27 - May 28
includes taxes & fees
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! (1,000 reviews)
"The room was clean and comfortable. Parking is free. The breakfast was great. It’s right off the freeway. I have nothing bad to say but wonderful things."

Reviewed on May 17, 2026

Opens in a new windowBest 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.

Best Ashland Flight and Hotel Packages

Ashland flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Applegate Riverside Retreat
Quail Run Mountain View Cottage
The Eagles Nest in Eagle Point
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Need a car after flight to Ashland?

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.

Explore More Ways to Travel with Travelocity

*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.