Cheap Flights to Ashland from $55

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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 $100 and $55 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LASMedfordJanuary 14 to January 17$100
SLCMedfordDecember 9 to December 10$117
SEAMedfordDecember 4 to December 10$167
SANMedfordDecember 3 to December 10$187
LAXMedfordDecember 4 to December 9$187
PDXMedfordDecember 13 to December 29$252
PHXMedfordJanuary 6 to January 16$257
SFOMedfordJanuary 14 to January 17$305
DENMedfordDecember 11 to December 15$321
OAKMedfordDecember 7 to December 15$350
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LASMedfordNovember 22 to November 30$357
SFOMedfordNovember 21 to November 22$373
LAXMedfordNovember 20 to November 27$419
PDXMedfordNovember 20 to November 22$431
PHXMedfordNovember 21 to November 30$482
SLCMedfordNovember 20 to November 23$494
PAEMedfordNovember 21 to November 30$498
DENMedfordNovember 20 to November 27$506
SANMedfordNovember 20 to November 20$546
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$100
Number of Airlines Serving
Airlines Serving
Allegiant Air
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
$68 nightly
The price is $76 total per night from Nov 23 to Nov 24
$76 total
Nov 23 - Nov 24
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! (1,001 reviews)
"Great room pool heater didn’t work WiFi very poor google tv didn’t work"

Reviewed on Nov 14, 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
$80 nightly
The price is $89 total per night from Nov 16 to Nov 17
$89 total
Nov 16 - Nov 17
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 ...
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
$80 nightly
The price is $89 total per night from Nov 16 to Nov 17
$89 total
Nov 16 - Nov 17
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! (588 reviews)
"Y"

Reviewed on Nov 6, 2026

Opens in a new windowRelax Inn At Ashland
Save an average of 15% on thousands of hotels when you're signed in
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
$45 nightly
The price is $50 total per night from Nov 16 to Nov 17
$50 total
Nov 16 - Nov 17
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 ...
8.4/10 Very Good! (1,499 reviews)
"Carpet in room was filthy. Room had a dingy smell. The standup shower had a cracked drain, and it was too small to shower without bumping into the walls or curtain. Breakfast was just bagel, bread, waffles, yogurt, apples & oranges, coffee and juice. Room was not expensive, so guess you get what ..."

Reviewed on Nov 15, 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
$111 nightly
The price is $124 total per night from Dec 15 to Dec 16
$124 total
Dec 15 - Dec 16
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 windowPlaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
$99 nightly
The price is $110 total per night from Dec 14 to Dec 15
$110 total
Dec 14 - Dec 15
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! (1,004 reviews)
"What a gorgeous hotel! Glamorous. Comfortable, conveniently located. We were traveling with our dogs. The beds were comfortable. Loved this place!"

Reviewed on Nov 15, 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
$114 nightly
The price is $127 total per night from Dec 15 to Dec 16
$127 total
Dec 15 - Dec 16
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! (1,576 reviews)
"酒店设施很干净,尤其是卫生间。非常棒的体验"

Reviewed on Nov 13, 2026

Opens in a new windowAshland Hills Hotel & Suites
Save an average of 15% on thousands of hotels when you're signed in
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South Ashland OR
$103 nightly
The price is $105 total per night from Nov 22 to Nov 23
$105 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this family-friendly lodge in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
8.8/10 Excellent! (1,124 reviews)
"Love the location!"

Reviewed on Nov 6, 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
$114 nightly
The price is $127 total per night from Dec 15 to Dec 16
$127 total
Dec 15 - Dec 16
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! (1,576 reviews)
"酒店设施很干净,尤其是卫生间。非常棒的体验"

Reviewed on Nov 13, 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
$111 nightly
The price is $124 total per night from Dec 15 to Dec 16
$124 total
Dec 15 - Dec 16
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 windowPlaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801 Ashland OR
$68 nightly
The price is $76 total per night from Nov 23 to Nov 24
$76 total
Nov 23 - Nov 24
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! (1,001 reviews)
"Great room pool heater didn’t work WiFi very poor google tv didn’t work"

Reviewed on Nov 14, 2026

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
$113 nightly
The price is $126 total per night from Nov 22 to Nov 23
$126 total
Nov 22 - Nov 23
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.

Need a Car For After Your Flight?

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.