Cheap Flight Deals to Ashland OR from CA $111

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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 $217 and CA $111 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SEAMedfordJune 7 to June 10CA $217
SLCMedfordJune 24 to June 30CA $453
*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 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Ashland OR currently costs between CA $217 and CA $453. Prices vary, but for the best fares, travel in May 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 $217. 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 May 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 $124 per night from May 1 to May 2
CA $124
CA $139 total
includes taxes & fees
May 1 - May 2
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)
"Steam room was awesome , pool was nice, breakfast was good , bathroom needed update and cleaned"

Reviewed on Feb. 16, 2025

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 $113 per night from May 1 to May 2
CA $113
CA $126 total
includes taxes & fees
May 1 - May 2
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 ...
8.4/10 Very Good! (999 reviews)
"Great room at a good price the inn was well kept and the staff were very friendly and accommodating. I had a wonderful experience"

Reviewed on Apr. 21, 2025

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 $106 per night from May 27 to May 28
CA $106
CA $119 total
includes taxes & fees
May 27 - May 28
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 (432 reviews)
"We have been coming to this motel for several years. It’s not a high end place, but it’s clean, quiet and close to several restaurants and other amenities."

Reviewed on Jan. 21, 2025

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 $123 per night from May 4 to May 5
CA $123
CA $138 total
includes taxes & fees
May 4 - May 5
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! (1,008 reviews)
Perfect location across street from SOU
"I spent a night here while visiting my daughter at Southern Oregon University. The hotel is across the street from campus and very convenient. The gentleman staffing the front desk was very friendly and helpful. Breakfast was uninspiring, but in line with the price point. There is an amazing breakfast ..."

Reviewed on Apr. 27, 2025

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 $220 per night from May 4 to May 5
CA $220
CA $245 total
includes taxes & fees
May 4 - May 5
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! (1,004 reviews)
"Perfect place to be in Ashland"

Reviewed on Apr. 26, 2025

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 $215 per night from May 4 to May 5
CA $215
CA $246 total
includes taxes & fees
May 4 - May 5
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! (1,003 reviews)
"It is only a block from OSF plays - great location. They charged me more than Expedia said it would be - not happy with Expedia"

Reviewed on Apr. 26, 2025

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is CA $161 per night from May 18 to May 19
CA $161
CA $193 total
includes taxes & fees
May 18 - May 19
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,429 reviews)
Disappointed in Ashland.
"Gone down hill and much more expensive. Suites now rentals, no more breakfast included and price over $200/night. Not sure we will stay here again."

Reviewed on Apr. 28, 2025

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 $177 per night from May 5 to May 6
CA $177
CA $180 total
includes taxes & fees
May 5 - May 6
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! (1,169 reviews)
"Lovely evening at Callahan’s again! Excellent prime rib dinner, excellent service! Fun way to have a mountain lodge getaway for an evening!"

Reviewed on Apr. 21, 2025

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 $161 per night from May 18 to May 19
CA $161
CA $193 total
includes taxes & fees
May 18 - May 19
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,429 reviews)
Disappointed in Ashland.
"Gone down hill and much more expensive. Suites now rentals, no more breakfast included and price over $200/night. Not sure we will stay here again."

Reviewed on Apr. 28, 2025

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 $220 per night from May 4 to May 5
CA $220
CA $245 total
includes taxes & fees
May 4 - May 5
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! (1,004 reviews)
"Perfect place to be in Ashland"

Reviewed on Apr. 26, 2025

Plaza 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 $124 per night from May 1 to May 2
CA $124
CA $139 total
includes taxes & fees
May 1 - May 2
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)
"Steam room was awesome , pool was nice, breakfast was good , bathroom needed update and cleaned"

Reviewed on Feb. 16, 2025

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 $151 per night from May 1 to May 2
CA $151
CA $168 total
includes taxes & fees
May 1 - May 2
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 property is close to transportation and services.It's well kept and quiet.The staff are very considerate. The building is a handsome pseudo-tutor and the breakfast is abundant and good."

Reviewed on Apr. 27, 2025

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?

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.