Cheap Flights to Ashland from $49

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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 $97 and $49 for one-way flights to Ashland for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
BWIMedfordApril 13 to April 29$362
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
IADMedfordMarch 24 to April 3$669
*Prices include taxes and fees

Ashland Flight Information

Traveling to
Ashland
Lowest Price
$97
Number of Airlines Serving
Airlines Serving
Alaska Airlines, American Airlines, Delta
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
1801 Siskiyou Blvd, Ashland, OR
The price is $100 per night from Mar 20 to Mar 21
$100
per night
Mar 20 - Mar 21
Stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (997 reviews)
"Clean and comfy but sparse of amenities. Good. Real fast though."

Reviewed on Oct 16, 2023

Cedarwood Inn of Ashland
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
The price is $70 per night from Mar 20 to Mar 21
$70
per night
Mar 20 - Mar 21
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,001 reviews)
"It's quite a good hotel, but with few amenities."

Reviewed on Mar 16, 2024

Timbers INN and Suites
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
The price is $62 per night from Mar 20 to Mar 21
$62
per night
Mar 20 - Mar 21
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions ScienceWorks Hands-On Museum and Schneider Museum ...
6.4/10 (386 reviews)
"OVERALL SATISFIED CUSTOMER!"

Reviewed on Jun 22, 2023

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
The price is $76 per night from Mar 22 to Mar 23
$76
per night
Mar 22 - Mar 23
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 staff ...
8.8/10 Excellent! (1,004 reviews)
Restful
"The room was fresh and spotless and quiet!"

Reviewed on Mar 18, 2024

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
The price is $103 per night from Mar 21 to Mar 22
$103
per night
Mar 21 - Mar 22
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,000 reviews)
"The Plaza Inn is conveniently located and everything was excellent. Our room was spacious, the continental breakfast was well-stocked, and the staff was pleasant and attentive. They seem to have made several positive improvements since our last stay 2 years ago."

Reviewed on Mar 9, 2024

Plaza Inn & Suites at Ashland Creek
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
The price is $130 per night from Mar 20 to Mar 21
$130
per night
Mar 20 - Mar 21
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"Location"

Reviewed on Mar 12, 2024

Ashland Springs Hotel
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is $125 per night from Mar 20 to Mar 21
$125
per night
Mar 20 - Mar 21
Stay at this 3-star ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,582 reviews)
"Stylish and spacious, excellent dining"

Reviewed on Mar 17, 2024

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
The price is $85 per night from Mar 24 to Mar 25
$85
per night
Mar 24 - Mar 25
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,004 reviews)
"Staff were excellent. So polite and helpful. I was amazed by the beauty of the natural mountain environment as well as by the hotel and my room itself. Pristine and comfortable. Immaculate. Exceptional value. Included a self serve breakfast featuring waffles and homemade breakfast buns . This stay ..."

Reviewed on Mar 13, 2024

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
Great for families

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is $125 per night from Mar 20 to Mar 21
$125
per night
Mar 20 - Mar 21
Stay at this 3-star ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,582 reviews)

Families like: Outdoor pools, playground, skiing nearby, outdoor tennis courts

Travelers say...
"Stylish and spacious, excellent dining"

Reviewed on Mar 17, 2024

Ashland Hills Hotel & Suites
Plaza Inn & Suites at Ashland Creek
Great for families

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
The price is $103 per night from Mar 21 to Mar 22
$103
per night
Mar 21 - Mar 22
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,000 reviews)

Families like: Skiing nearby, bicycle rentals nearby, extra beds/cribs, free breakfast for the whole family

Travelers say...
"The Plaza Inn is conveniently located and everything was excellent. Our room was spacious, the continental breakfast was well-stocked, and the staff was pleasant and attentive. They seem to have made several positive improvements since our last stay 2 years ago."

Reviewed on Mar 9, 2024

Plaza Inn & Suites at Ashland Creek
Cedarwood Inn of Ashland
Great for families

Cedarwood Inn of Ashland

2 out of 5
1801 Siskiyou Blvd, Ashland, OR
The price is $100 per night from Mar 20 to Mar 21
$100
per night
Mar 20 - Mar 21
Stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (997 reviews)

Families like: Outdoor pools, skiing nearby, bicycle rentals nearby

Travelers say...
"Clean and comfy but sparse of amenities. Good. Real fast though."

Reviewed on Oct 16, 2023

Cedarwood Inn of Ashland
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Best Western Windsor Inn
Great for families

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St, Ashland, OR
The price is $100 per night from Mar 20 to Mar 21
$100
per night
Mar 20 - Mar 21
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 in ...
9/10 Wonderful! (1,001 reviews)

Families like: Outdoor pool, bicycle rentals, extra beds/cribs, free breakfast for the whole family

Bad lectrical plug-in unit
"The only bad item we encountered in our stay last night is the electric plug in strip between the two Queen sized beds. Plugs kept falling out all night long."

Reviewed on Mar 17, 2024

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.

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Ashland?
Chosen the dates for your big adventure to Ashland? With 7 air companies servicing this city, you’re bound to find a flight that suits your travel plans. Here are some of the most popular carriers:

  • Alaska Airlines
  • United Airlines
  • Delta Air Lines

What airport is best to fly into Ashland?
Booking your getaway to Ashland is straightforward, as it’s serviced by just one airport. You’ll find Medford Airport approximately 14 mi from the downtown hustle and bustle.
Where to stay in Ashland
Studied up on Ashland, planned your vacation outfits but haven’t yet locked in your accommodations? Travelocity is here to help. Select from 387 centrally located properties and start packing those bags!The The Pioneer ~ Closest to OSF! and the The Pioneer House -North Suite (Upstairs) - Closest to OSF! are our suggested accommodation options. Make a reservation and then you can get down to the good stuff — booking your thrilling travel activities.
Places to visit in Ashland
Spice up your date nights and taste the area’s art scene. Oregon Shakespeare Festival offers various plays for you to enjoy. Seeking some more ideas? Let the kids burn off a bit of their energy when they’re running around and playing at Lithia Park, a green, leafy getaway within the city. And there’s more. Readers, both avid and casual, will love wandering among the exhibits and shelves at Ashland Library, a popular library. Ensure that you call first for important visiting information.
How to get through airport security fast when traveling to Ashland
These practical tips and pointers about airport security procedures will save you plenty of time on your way to Ashland:

  • Airport security personnel will expect to see your travel ID and boarding pass upon arrival. Keep them in a convenient place, so they’re ready for inspection.
  • Remove your shoes, belt and jewellery before arriving at the airport security checkpoint. Items such as these are not allowed in the body scanner.
  • Laptops, digital cameras and other electronic devices must be placed in a tub to be X-rayed.
  • Flying with a new perfume or cologne? As long as it’s no greater than 3.4 ounces (100 milliliters) and it’s stored in a clear resealable plastic bag, you can keep it with you in your carry-on luggage.
  • Construction boots and other cumbersome shoes are likely to be X-rayed by security personnel. We suggest wearing lightweight sneakers instead.
  • Pack any multi-tools or other pointy items inside your checked luggage. Airport security won’t permit these on the aircraft.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.