Cheap Flights to Ashland from $69

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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 $137 and $69 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PDXMedfordAugust 16 to August 23$137
SEAMedfordAugust 30 to August 30$151
LAXMedfordAugust 13 to August 19$176
SFOMedfordJune 25 to June 25$186
PHXMedfordAugust 20 to August 20$193
SANMedfordJune 25 to June 25$195
DENMedfordAugust 19 to August 19$223
LASMedfordAugust 23 to August 30$241
OAKMedfordAugust 17 to August 19$256
SLCMedfordAugust 12 to August 16$260
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SFOMedfordJune 7 to June 24$248
PDXMedfordJune 7 to June 20$275
LAXMedfordJune 8 to June 10$279
SEAMedfordJune 6 to June 7$286
LASMedfordJune 6 to June 8$308
DENMedfordJune 7 to June 11$308
PHXMedfordJune 7 to June 25$406
SANMedfordJune 6 to June 7$420
SLCMedfordJune 7 to June 20$444
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$137
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
$100 nightly
The price is $111 total per night from May 31 to Jun 1
$111 total
May 31 - Jun 1
Total includes 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 ...
7.2/10 Good! (997 reviews)
"Great stay, updated rooms, nice bed, amazing large hot tub, very quiet, friendly staff."

Reviewed on May 25, 2025

Cedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
$85 nightly
The price is $95 total per night from Jun 1 to Jun 2
$95 total
Jun 1 - Jun 2
Total includes 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 ...
8.4/10 Very Good! (1,001 reviews)
"Convenient location for my travel purposes and central to the town restaurants and activities"

Reviewed on May 26, 2025

Timbers INN and Suites
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
$90 nightly
The price is $100 total per night from May 31 to Jun 1
$100 total
May 31 - Jun 1
Total includes taxes and fees
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 (435 reviews)
"We like that it’s located on a culdesac, because it’s a nice quiet street for a walk after dinner. There are several restaurants within walking distance: El Paraiso has great food, margaritas and ambiance. Caldera Brewery also has great food, beer, etc. Across the boulevard is the Ashland Hills resort ..."

Reviewed on May 26, 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
$96 nightly
The price is $108 total per night from Jun 1 to Jun 2
$108 total
Jun 1 - Jun 2
Total includes 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! (1,005 reviews)
"I stayed here one night with my kids. The location is quiet, and convenient - the hotel is between a really good breakfast place and a coffee shop. The room was large and comfy. We were able to open the window at night for fresh air. The layout of the room has the windows facing out - away from the ..."

Reviewed on May 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
$229 nightly
The price is $255 total per night from Jun 1 to Jun 2
$255 total
Jun 1 - Jun 2
Total includes taxes and fees
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! (1,007 reviews)
"So close to all the action but also feels like it’s own little world"

Reviewed on May 27, 2025

Plaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
$208 nightly
The price is $232 total per night from Jun 2 to Jun 3
$232 total
Jun 2 - Jun 3
Total includes taxes and fees
Stay at this 3-star 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)
Convenient location. Lovely old hotel
"We love to stay at the hotel. It’s convenient and parking is a plus. Surprised breakfast is no longer included it was just ok. My big complaint is no bath mat in the slippery bath tub. Most of the people staying there were older, slipping is a big issue."

Reviewed on May 24, 2025

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
$168 nightly
The price is $187 total per night from Jun 1 to Jun 2
$187 total
Jun 1 - Jun 2
Total includes taxes and fees
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! (1,437 reviews)
"Beautiful grounds w a lot of things to do. They were responsive and check in and out was super quick. I didn’t love the restaurant situation, but the pool was very nice and everything was cared for and clean."

Reviewed on May 27, 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
$149 nightly
The price is $151 total per night from Jun 2 to Jun 3
$151 total
Jun 2 - Jun 3
Total includes taxes and fees
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! (1,154 reviews)
"It is a beautiful place to stay right off I5 with no hassles and a great break from driving and traffic."

Reviewed on May 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
$168 nightly
The price is $187 total per night from Jun 1 to Jun 2
$187 total
Jun 1 - Jun 2
Total includes taxes and fees
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! (1,437 reviews)
"Beautiful grounds w a lot of things to do. They were responsive and check in and out was super quick. I didn’t love the restaurant situation, but the pool was very nice and everything was cared for and clean."

Reviewed on May 27, 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
$229 nightly
The price is $255 total per night from Jun 1 to Jun 2
$255 total
Jun 1 - Jun 2
Total includes taxes and fees
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! (1,007 reviews)
"So close to all the action but also feels like it’s own little world"

Reviewed on May 27, 2025

Plaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801, Ashland, OR
$100 nightly
The price is $111 total per night from May 31 to Jun 1
$111 total
May 31 - Jun 1
Total includes 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 ...
7.2/10 Good! (997 reviews)
"Great stay, updated rooms, nice bed, amazing large hot tub, very quiet, friendly staff."

Reviewed on May 25, 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
$109 nightly
The price is $122 total per night from Jun 4 to Jun 5
$122 total
Jun 4 - Jun 5
Total includes 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 ...
9/10 Wonderful! (1,001 reviews)
"was great location and breakfast was delicious"

Reviewed on May 29, 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.

Best Ashland Flight and Hotel Packages

Ashland flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Medford OR
Flagship Inn of Ashland
Hilton Garden Inn Medford, OR 
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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.