Cheap Flights to Ashland from $100

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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 $100 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 1$140
LAXMedfordMay 13 to May 27$181
SANMedfordMay 23 to May 30$202
PDXMedfordJuly 24 to July 28$235
SFOMedfordJuly 3 to July 7$249
LASMedfordMay 15 to May 17$269
DENMedfordApril 30 to May 3$274
PHXMedfordJune 4 to June 8$283
SLCMedfordMay 13 to May 18$300
OAKMedfordMay 24 to June 2$336
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SFOMedfordApril 26 to April 28$346
DENMedfordApril 25 to May 2$367
PHXMedfordApril 25 to April 30$469
LASMedfordApril 26 to April 29$516
SLCMedfordApril 25 to May 3$519
SEAMedfordApril 25 to April 25$522
OAKMedfordApril 25 to April 26$591
PDXMedfordApril 26 to April 28$597
SANMedfordApril 25 to April 26$629
LAXMedfordApril 26 to April 28$680
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$140
Number of Airlines Serving
Airlines Serving
Delta, 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
$81 nightly
The price is $90 total per night from Apr 29 to Apr 30
$90 total
Apr 29 - Apr 30
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
$70 nightly
The price is $78 total per night from Apr 25 to Apr 26
$78 total
Apr 25 - Apr 26
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! (1,001 reviews)
Really nice, and helpful owner/manager. Very upscale looking and newish feel. I'd stay there again.

Reviewed on Apr 14, 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
$71 nightly
The price is $79 total per night from Apr 29 to Apr 30
$79 total
Apr 29 - Apr 30
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! (508 reviews)
Extremely clean. Comfortable bed and comfortable cute bedding. Small, but efficient room with mini fridge, microwave, and desk. Great water pressure and flow made for an excellent shower. Location was ideal. Close to the freeway and walking distance to a few different restaurants.

Reviewed on Apr 20, 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
$53 nightly
The price is $59 total per night from Apr 29 to Apr 30
$59 total
Apr 29 - Apr 30
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! (1,279 reviews)
The room seemed a bit tired but the staff was friendly.

Reviewed on Apr 21, 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 Apr 26 to Apr 27
$144 total
Apr 26 - Apr 27
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! (1,003 reviews)
Wonderful Breakfast and a very spacious And "well-maintained room close to shopping

Reviewed on Apr 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
$120 nightly
The price is $134 total per night from Apr 27 to Apr 28
$134 total
Apr 27 - Apr 28
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! (1,009 reviews)
Parking was easy, bed was comfortable and the restaurant attached was amazing. Spa experience also fabulous

Reviewed on Apr 21, 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
$124 nightly
The price is $138 total per night from Apr 26 to Apr 27
$138 total
Apr 26 - Apr 27
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! (1,451 reviews)
It was perfect for our needs. I love that they had a restaurant on site, a gym, swimming pool and hot tub. They also have bicycles you can borrow. We were there on Friday and Saturday night and they had a comedian. I’m glad we got to see a show at our hotel. It was entertaining and convenient. We ...

Reviewed on Apr 19, 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
$133 nightly
The price is $135 total per night from Apr 26 to Apr 27
$135 total
Apr 26 - Apr 27
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! (1,161 reviews)
We stayed for one night at Callahan's Resort. Our room had a wonderful wood burning fireplace with plenty of wood for us. Also wood out in our hallway. Our room was very large with many windows and a huge deck with delightful chairs. The bathroom was large with lots of counter space and towels were ...

Reviewed on Apr 22, 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
$124 nightly
The price is $138 total per night from Apr 26 to Apr 27
$138 total
Apr 26 - Apr 27
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! (1,451 reviews)
It was perfect for our needs. I love that they had a restaurant on site, a gym, swimming pool and hot tub. They also have bicycles you can borrow. We were there on Friday and Saturday night and they had a comedian. I’m glad we got to see a show at our hotel. It was entertaining and convenient. We ...

Reviewed on Apr 19, 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 Apr 26 to Apr 27
$144 total
Apr 26 - Apr 27
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! (1,003 reviews)
Wonderful Breakfast and a very spacious And "well-maintained room close to shopping

Reviewed on Apr 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
$81 nightly
The price is $90 total per night from Apr 29 to Apr 30
$90 total
Apr 29 - Apr 30
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
$116 nightly
The price is $129 total per night from May 3 to May 4
$129 total
May 3 - May 4
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 ...
9/10 Wonderful! (1,000 reviews)
Gluten free options for breakfast would’ve been appreciated.

Reviewed on Apr 11, 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 - first class flights

Price found within the past 48 hours. Click for updated prices.
The Orth House Inn by Remotion
Hummingbird Estate Wine & Suites
Jville Gem- Walk downtown
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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.

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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.