Cheap Flights to Ashland from $50

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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 $98 and $50 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
SEAMedfordSeptember 20 to September 20$131
PDXMedfordAugust 19 to August 26$137
LAXMedfordSeptember 3 to September 10$176
SFOMedfordAugust 12 to August 13$189
SANMedfordAugust 26 to September 3$197
OAKMedfordAugust 19 to September 3$203
DENMedfordAugust 4 to August 4$206
SLCMedfordAugust 19 to September 3$238
LASMedfordAugust 20 to August 26$241
PHXMedfordSeptember 23 to September 23$253
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PDXMedfordJune 27 to June 29$265
DENMedfordJune 29 to July 2$274
SEAMedfordJune 27 to June 28$283
SFOMedfordJune 28 to June 30$334
LAXMedfordJune 28 to June 29$336
LASMedfordJune 27 to July 5$364
SANMedfordJune 29 to July 3$386
PHXMedfordJune 28 to July 8$413
SLCMedfordJune 28 to July 5$454
OAKMedfordJune 27 to July 15$514
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$98
Number of Airlines Serving
Airlines Serving
Avelo 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
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)
"Very friendly staff. Family owned and operate it appear. Comfortable and very friendly."

Reviewed on Jun 15, 2025

Cedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
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! (1,003 reviews)
"The room is very clean and comes with toiletries, but pool is closed for the stay. We checked in late and the parking lot was already full with limited property parking. Very nice and attentive front desk."

Reviewed on Jun 16, 2025

Timbers INN and Suites
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery ...
6.6/10 (444 reviews)
"Very small and clean. No smoke detector in our room"

Reviewed on Jun 19, 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
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! (1,000 reviews)
"A simple, no nonsense spot that is a short drive from the hub of Ashland’s Oregon Shakespeare Festival happenings."

Reviewed on Jun 18, 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
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! (1,010 reviews)
"Very friendly front desk, easy to check in and out. Great breakfast, too. location is within easy walk to downtown Ashland."

Reviewed on Jun 18, 2025

Plaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
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! (1,001 reviews)
"Very friendly staff and clean"

Reviewed on Jun 18, 2025

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
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 ...
8.8/10 Excellent! (1,416 reviews)
"We had a great stay! Lovely property."

Reviewed on Jun 17, 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
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! (1,156 reviews)
"We really enjoyed our stay!"

Reviewed on Jun 19, 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
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 ...
8.8/10 Excellent! (1,416 reviews)
"We had a great stay! Lovely property."

Reviewed on Jun 17, 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
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! (1,010 reviews)
"Very friendly front desk, easy to check in and out. Great breakfast, too. location is within easy walk to downtown Ashland."

Reviewed on Jun 18, 2025

Plaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801, Ashland, OR
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)
"Very friendly staff. Family owned and operate it appear. Comfortable and very friendly."

Reviewed on Jun 15, 2025

Cedarwood 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
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! (1,002 reviews)
"Convenient and safe location for a roadtrip to California. Has lovely old world charm and exterior landscaping is well maintained."

Reviewed on Jun 18, 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.
Ashland Commons Hostel
A Cowslip's Belle Inn
Barclay Klum House by WanderLodges
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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.