Cheap Flights to Ashland from $104

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How Much Does it Cost To Fly To Ashland?

The cheapest prices found with in the last 7 days for return flights were $140 and $104 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
SEAMedfordMay 30 to June 4$140
LAXMedfordMay 26 to May 30$181
SANMedfordMay 28 to June 3$212
PDXMedfordJune 12 to June 15$237
SFOMedfordJuly 11 to July 16$249
DENMedfordMay 28 to June 1$269
LASMedfordJuly 29 to July 29$319
PHXMedfordMay 28 to May 31$330
SLCMedfordMay 27 to May 27$331
OAKMedfordMay 24 to May 30$343
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SFOMedfordMay 10 to May 11$341
DENMedfordMay 9 to May 17$357
LAXMedfordMay 10 to May 13$393
PHXMedfordMay 10 to May 13$442
OAKMedfordMay 9 to May 10$449
PDXMedfordMay 9 to May 9$503
LASMedfordMay 10 to May 11$543
SANMedfordMay 10 to May 18$670
PAEMedfordMay 9 to May 22$953
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$140
Number of Airlines Serving
Airlines Serving
Alaska Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Ashland Accommodation Deals

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801 Ashland OR
$83 nightly
The price is $92 total per night from May 11 to May 12
$92 total
May 11 - May 12
Total with taxes and 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 ...
7.4/10 Good! (1,000 reviews)
breakfast bar was lacking bread or muffins. And there was no yogurt. Coffee was not as good as in the past. There were more options in the past. The improvement in the handles in the shower are great.

Reviewed on Apr 3, 2026

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
$59 nightly
The price is $66 total per night from May 13 to May 14
$66 total
May 13 - May 14
Total with taxes and 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! (1,004 reviews)
Nice tv. Not enough towels. Shower head worn out, leaked, it got the floor very wet. Toilet didn't flush right , worn out! Bathtub needed resurfacing. Looked horrible

Reviewed on May 4, 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
$86 nightly
The price is $95 total per night from May 13 to May 14
$95 total
May 13 - May 14
Total with taxes and 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
$62 nightly
The price is $69 total per night from May 18 to May 19
$69 total
May 18 - May 19
Total with taxes and 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! (1,303 reviews)
This hotel is located about a mile south of central Ashland (where the Oregon Shakespeare Festival is), and it was considerably cheaper than anything else in the area. Even though it wasn't expensive, it offered a good-size, clean, quiet room in a good location for us. The entire staff (Melissa, ...

Reviewed on May 6, 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
$129 nightly
The price is $144 total per night from May 10 to May 11
$144 total
May 10 - May 11
Total with taxes and 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! (1,007 reviews)
This was an excellent stay. Locations was ideal so we were able to walk to a restaurant for dinner. The plus for us was the Tesla level 2 charger in the lower car park. While a bit tricky to get down there it was safe and close to a door that gave us immediate access to our room. Another plus was ...

Reviewed on May 5, 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
$130 nightly
The price is $145 total per night from May 10 to May 11
$145 total
May 10 - May 11
Total with taxes and 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! (1,006 reviews)
Great, historic hotel. Wonderful location.

Reviewed on May 6, 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
$128 nightly
The price is $143 total per night from May 31 to Jun 1
$143 total
May 31 - Jun 1
Total with taxes and 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! (1,468 reviews)
Very clean rooms; very helpful staff. Restaurant food for breakfast and dinner was excellent. Would stay here again.

Reviewed on May 3, 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
$154 nightly
The price is $156 total per night from May 11 to May 12
$156 total
May 11 - May 12
Total with taxes and 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! (1,169 reviews)
It was very good, but would have loved the option of yogurt.

Reviewed on May 7, 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
$128 nightly
The price is $143 total per night from May 31 to Jun 1
$143 total
May 31 - Jun 1
Total with taxes and 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! (1,468 reviews)
Very clean rooms; very helpful staff. Restaurant food for breakfast and dinner was excellent. Would stay here again.

Reviewed on May 3, 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
$129 nightly
The price is $144 total per night from May 10 to May 11
$144 total
May 10 - May 11
Total with taxes and 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! (1,007 reviews)
This was an excellent stay. Locations was ideal so we were able to walk to a restaurant for dinner. The plus for us was the Tesla level 2 charger in the lower car park. While a bit tricky to get down there it was safe and close to a door that gave us immediate access to our room. Another plus was ...

Reviewed on May 5, 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
$83 nightly
The price is $92 total per night from May 11 to May 12
$92 total
May 11 - May 12
Total with taxes and 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 ...
7.4/10 Good! (1,000 reviews)
breakfast bar was lacking bread or muffins. And there was no yogurt. Coffee was not as good as in the past. There were more options in the past. The improvement in the handles in the shower are great.

Reviewed on Apr 3, 2026

Opens in a new windowCedarwood 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
$111 nightly
The price is $124 total per night from May 31 to Jun 1
$124 total
May 31 - Jun 1
Total with taxes and 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 ...
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.
Wine Country Inn
Callahan's Mountain Lodge
The Orth House Inn by Remotion
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

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.

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*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.