Search for Cheap Deals on
Hotels in Ashland

Check Last Minute Ashland Hotel Deals

Tonight Jul 13 - Jul 14Next weekend Jul 18 - Jul 20

Choose from 741 Ashland Hotel Deals

Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
  • 21 min walk from Oregon Shakespeare Festival
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! (1,442 reviews)
"It’s easy on and off the highway. Definitely recommend for those that want to steer clear of the downtown but still have the amenities of a nice hotel."

Reviewed on Jul 9, 2025

Ashland Hills Hotel & Suites
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
  • 5 min drive from Oregon Shakespeare Festival
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 ...
8.6/10 Excellent! (1,022 reviews)
"Great."

Reviewed on Jul 11, 2025

Comfort Inn & Suites Ashland
The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western
2.5 out of 5
132 N Main Street, Ashland, OR
  • 5 min walk from Oregon Shakespeare Festival
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,008 reviews)
"This was a great little find for us. Its part of the best western family and we've always had very pleasant experiences with the brand. Its very walkable. So much to see within a few blocks. Great place to stay if you're attending a show for the Shakespeare festival. Our only issue was the spiders. ..."

Reviewed on Jul 12, 2025

The Bard's Inn, BW Signature Collection by Best Western
Flagship Inn of Ashland
Flagship Inn of Ashland
2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
  • 14 min walk from Oregon Shakespeare Festival
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! (1,026 reviews)
"Quick and easy check in, staff gave clear instructions on pool and breakfast hours, whats available for breakfast, where the room is located and parking. Room is clean, stocked with towels and enough pillows."

Reviewed on Jul 12, 2025

Flagship Inn of Ashland
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
  • 1 min walk from Oregon Shakespeare Festival
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! (1,008 reviews)
"Simple old fashioned elegance without being pompous. The Victorian themed nature collections of leaves, shells, butterflies, etc. that decorated the lobby, elevator, and halls were fascinating and added to the ambience of a step back in time. Dinner cuisine at the Larks Kitchen was beautifully prepared ..."

Reviewed on Jul 12, 2025

Ashland Springs Hotel
Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG
2.5 out of 5
565 Clover Lane, Ashland, OR
  • 22 min walk from Oregon Shakespeare Festival
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,008 reviews)
"The room was nice but noisy as it was next to the gym. A/C was very noisy. Staff was great. Room was clean."

Reviewed on Jul 11, 2025

Holiday Inn Express & Suites Ashland by IHG
Best Western Windsor Inn
Best Western Windsor Inn
2.5 out of 5
2520 Ashland St, Ashland, OR
  • 21 min walk from Oregon Shakespeare Festival
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! (1,003 reviews)
"Checked out early and had to return twice because we failed to pack everything. The front desk associate was super helpful. We travel to WA every year from CA and this has been our go to roadtrip location."

Reviewed on Jul 12, 2025

Best Western Windsor Inn
Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek
3 out of 5
98 Central Ave, Ashland, OR
  • 6 min walk from Oregon Shakespeare Festival
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)
"-"

Reviewed on Jul 12, 2025

Plaza Inn & Suites at Ashland Creek
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
  • 5 min walk from Oregon Shakespeare Festival
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 pool ...
9.2/10 Wonderful! (1,531 reviews)
"Great staff!"

Reviewed on Jul 8, 2025

Stratford Inn
Lithia Springs Resort
Lithia Springs Resort
3 out of 5
2165 W Jackson Rd, Ashland, OR
  • 4 min drive from Oregon Shakespeare Festival
Stay at this 3-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,003 reviews)
"There is a required resort fee. This should just be in the nightly rate quoted. Have begun to charge for full breakfast, which is fine, but quality needs to improve to match the price. Continental still available for no additional fee."

Reviewed on Jul 12, 2025

Lithia Springs Resort
Green Springs Inn
Green Springs Inn
2 out of 5
11470 Oregon 66, Ashland, OR
  • 16 min drive from Oregon Shakespeare Festival
Stay at this resort in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Tub Springs State Park and Cascade-Siskiyou National ...
9.4/10 Exceptional! (86 reviews)
"Very cool spot, clean rooms, nice little restaurant, nice beer selection."

Reviewed on Jul 11, 2025

Green Springs Inn
Relax Inn At Ashland
Relax Inn At Ashland
1.5 out of 5
535 Clover Lane, Ashland, OR
  • 21 min walk from Oregon Shakespeare Festival
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 (451 reviews)
"The room was small however very clean and newly remodeled. The staff was very friendly and helpful and took pride in their property. The beds were very comfortable & we enjoyed our stay very much."

Reviewed on Jul 13, 2025

Relax Inn At 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.

Find cheap hotels in Ashland

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Ashland hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Ashland.

Choosing the right hotel in Oregon has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Ashland’s 741 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $95. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Ashland hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Ashland. No matter your reason for visiting Ashland, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Ashland hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Ashland for as low as $95.

How many hotels are there in Ashland?

With over 741 hotels in Ashland, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $95.

How to find cheap car rentals in Ashland?

Finding a cheap car rental deal in Ashland is as easy as scoring cheap hotels in Ashland. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.