Search for Cheap Deals on
Hotels in Ashland

Choose from 715 Ashland Hotel Deals

Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
  • 1 min walk from Oregon Shakespeare Festival
The price is $178 per night from Apr 21 to Apr 22
$178
includes taxes & fees
Apr 21 - Apr 22
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)
Enjoyed my stay!
"It was a good experience. I was there for business. The room was small but comfortable. Being there for work the desk set up wasn't that comfortable. I had trouble with the internet a bit but got it sorted. Think it was more of a VPN issue on my side. Ashland & Ashland Sprints Hotel was ..."

Reviewed on Apr 15, 2025

Ashland Springs Hotel
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
  • 5 min walk from Oregon Shakespeare Festival
The price is $123 per night from Apr 20 to Apr 21
$123
includes taxes & fees
Apr 20 - Apr 21
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! (1,539 reviews)
"Love this property! Staff is friendly and rooms are clean. Always stay here when I am in Ashland!"

Reviewed on Apr 16, 2025

Stratford Inn
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
  • 21 min walk from Oregon Shakespeare Festival
The price is $143 per night from Apr 20 to Apr 21
$143
includes taxes & fees
Apr 20 - Apr 21
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 ...
9/10 Wonderful! (1,438 reviews)
Clean Family Hotel
"The set up of the room was great as we got the family suite which had plenty of room for our family of five. The room and hallway had a musty smell (almost a faint Smokey smell), but the beds were comfortable and the room was clean. We were only there to sleep during a long road trip."

Reviewed on Apr 12, 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
The price is $85 per night from May 4 to May 5
$85
includes taxes & fees
May 4 - May 5
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! (1,006 reviews)
Good night sleep
"A great stay in every way."

Reviewed on Apr 14, 2025

Comfort Inn & Suites Ashland
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
The price is $155 per night from Apr 20 to Apr 21
$155
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"We were only there for an overnight but would like to stay there again to explore the area"

Reviewed on Apr 14, 2025

Plaza Inn & Suites at Ashland Creek
Lithia Springs Resort
Lithia Springs Resort
3 out of 5
2165 W Jackson Rd, Ashland, OR
  • 4 min drive from Oregon Shakespeare Festival
The price is $202 per night from Apr 27 to Apr 28
$202
includes taxes & fees
Apr 27 - Apr 28
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! (1,000 reviews)
"Updated furnishings, beautiful grounds"

Reviewed on Apr 3, 2025

Lithia Springs Resort
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
The price is $100 per night from Apr 30 to May 1
$100
includes taxes & fees
Apr 30 - May 1
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)
"Very comfortable"

Reviewed on Apr 13, 2025

Flagship Inn of Ashland
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
The price is $105 per night from Apr 20 to Apr 21
$105
includes taxes & fees
Apr 20 - Apr 21
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! (1,005 reviews)
"This has been one of the best hotels I have been too! Tops Ashland Hills,"

Reviewed on Apr 12, 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
The price is $99 per night from Apr 20 to Apr 21
$99
includes taxes & fees
Apr 20 - Apr 21
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)
"Nice folks"

Reviewed on Apr 11, 2025

Best Western Windsor Inn
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3 out of 5
7100 Old Highway 99 South, Ashland, OR
  • 21 min drive from Oregon Shakespeare Festival
The price is $121 per night from Apr 20 to Apr 21
$121
includes taxes & fees
Apr 20 - Apr 21
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! (1,170 reviews)
Highly recommend!
"Such a beautiful place. I highly recommend staying at Callahan’s. We are locals and needed a quick getaway! Great decision and we will do it again."

Reviewed on Apr 13, 2025

Callahan's Mountain Lodge
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
The price is $122 per night from Apr 23 to Apr 24
$122
includes taxes & fees
Apr 23 - Apr 24
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! (1,002 reviews)
"From the easy check-in process to the personalized maid/cleaning service to the complimentary breakfast that was surprisingly good and had many choices for us, The Bard’s Inn was the perfect lodging place for our return to Ashland after a long absence. We will definitely book a room again this fall ..."

Reviewed on Apr 16, 2025

The Bard's Inn, BW Signature Collection by Best Western
Timbers INN and Suites
Timbers INN and Suites
2 out of 5
1450 Ashland Street, Ashland, OR
  • 16 min walk from Oregon Shakespeare Festival
The price is $84 per night from Apr 18 to Apr 19
$84
includes taxes & fees
Apr 18 - Apr 19
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! (999 reviews)
Timbers my go-to place in Ashland
"The Timbers has been my go-to for Bay Area trip stopovers and Shakespeare fest visits. Updated, very clean, quiet, convenient area with lots of restaurants, markets nearby!"

Reviewed on Apr 6, 2025

Timbers INN and Suites
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 715 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 $84. 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 $84.

How many hotels are there in Ashland?

With over 715 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 $84.

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.