Ashland Trip

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
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Historic Downtown District

4 out of top 10 points of interest in this area

While visiting Historic Downtown District, you might make a stop by sights like Crater Lake National Park and Allen Elizabethan Theatre.

Find hotel + flight trips in Historic Downtown District

Top hotels in Ashland

Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is ₹7,477 per night from 1 Oct to 2 Oct
₹7,477
per night
1 Oct - 2 Oct
8.8/10 Excellent! (1,284 reviews)
A nice place to stay.
"This hotel was very comfortable and convenient. The bottom of the pool was very slippery and the hot tub was too small. I enjoyed the small complimentary breakfast."

Reviewed on 19 Sep 2023

Stratford Inn
Best Western Windsor Inn
Best Western Windsor Inn
2.5 out of 5
2520 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is ₹9,637 per night from 22 Oct to 23 Oct
₹9,637
per night
22 Oct - 23 Oct
9/10 Wonderful! (1,000 reviews)
"We would definitely come back again. Everything about our stay exceeded expectation."

Reviewed on 14 Sep 2023

Best Western Windsor Inn
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is ₹9,903 per night from 26 Sep to 27 Sep
₹9,903
per night
26 Sep - 27 Sep
9/10 Wonderful! (1,557 reviews)
"very nice"

Reviewed on 17 Sep 2023

Ashland Hills Hotel & Suites
See all 569 properties in 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.

Frequently asked questions

How much does an Ashland holiday package cost?
The most affordable Ashland package is , so your dream escape can become a reality — without it costing a fortune. Bundle flights, hotels, car rentals and more to customize a package suited to your travelling style.
How do I get a cheap travel package to Ashland?
You’ll save tons of cash if you bundle your hotels, car rentals and flights into an Ashland holiday package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels throughout the world, which means you’ll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Ashland?
With fascinating attractions such as Oregon Shakespeare Festival and Southern Oregon University in this neighbourhood, try to find a hotel near either of them. Mount Ashland Ski Area is another sight in Ashland that draws the crowds.
What are the top hotels in Ashland?
If you intend to stay in the Historic Railroad District neighbourhood, some top options are Ashland Hills Hotel & Suites and Stratford Inn. Siskiyou-Hargadine Historic District is also a well-known Ashland area. We recommend Plaza Inn & Suites at Ashland Creek or Ashland Springs Hotel if you choose this part of the city.
How far in advance should I book my Ashland holiday?
It’s hard to pick the perfect time for airfares, but we generally suggest the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you’re booking late, don’t fret. Low prices occasionally appear within a few weeks of departure dates.
What does an Expedia Ashland travel package include?
That depends on you. You can select from a range of Ashland packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like tours and activities. Whatever your perfect Ashland getaway looks like, you’ll save!
What should I know before booking an Ashland travel package?
You’ll land terrific savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot makes trip planning easier. So why waste your time or money? Whether you’re organising an upscale romantic escape or a low-cost family road trip, browse our holiday packages today.
Can I choose my airline with an Ashland Expedia holiday package?
Yes, and with more than 550 airlines to select from all over the world, you’ve got lots of choice. Search the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Ashland holiday package?
Whether it’s your flight or hotel, yes, you can cancel or amend it. Locked in your Ashland holiday package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We’re here to help you each step of the way.

Popular places to visit

Image for Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
Image for Mount Ashland Ski Area

Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.

Mount Ashland Ski Area
Image for Southern Oregon University

Southern Oregon University

Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's lively festivals and entertainment choices.

Southern Oregon University

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