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Hotels in Ashland

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Choose from 697 Ashland Hotel Deals

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 $79 per night from Apr 25 to Apr 26
$79
per night
Apr 25 - Apr 26
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! (999 reviews)
"Great comfy stay!"

Reviewed on Apr 1, 2024

Timbers INN and Suites
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
  • 5 min walk from Oregon Shakespeare Festival
The price is $80 per night from Apr 29 to Apr 30
$80
per night
Apr 29 - Apr 30
Stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,493 reviews)
"WHAT WE LIKED: Close enough to walk to downtown shops, restaurants, and to the play we wanted to see. The breakfast includes gluten free bread, the best I've ever tried. The dining area is spacious,and relaxed, with a loveable attendant named Cindy. I'm sure you'll be charmed by her sweet nature. ..."

Reviewed on Apr 24, 2024

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 $104 per night from Apr 28 to Apr 29
$104
per night
Apr 28 - Apr 29
Stay at this ski hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9/10 Wonderful! (1,543 reviews)
"retro look is great"

Reviewed on Apr 23, 2024

Ashland Hills Hotel & Suites
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 $165 per night from Apr 25 to Apr 26
$165
per night
Apr 25 - Apr 26
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)
"Right next to Oregon Shakespeare Festival. Great bookstores and restaurants. Nice fireplace in lobby."

Reviewed on Apr 22, 2024

Ashland Springs Hotel
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
  • 5 min drive from Oregon Shakespeare Festival
The price is $94 per night from May 5 to May 6
$94
per night
May 5 - May 6
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 ...
8.6/10 Excellent! (1,005 reviews)
Great place for dogs
"Great friendly staff who welcome you at the front desk. Hotel is conveniently located and dog friendly ,we were travelling with 2 large dogs. Room was very clean,very quiet despite being close to highway. Thank you for our great stay. We will be back. Highly recommend."

Reviewed on Apr 19, 2024

Comfort Inn & Suites
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 $98 per night from Apr 28 to Apr 29
$98
per night
Apr 28 - Apr 29
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! (1,007 reviews)
We will stay again
"Really cool lodge .. kinda funky but thats what makes it cool . Great historical values . Room was super comfortable even had a back door that opened to a big shared deck, Fun for socializing , great pet friendly environment!"

Reviewed on Apr 20, 2024

Callahan's Mountain Lodge
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 $155 per night from Apr 30 to May 1
$155
per night
Apr 30 - May 1
Stay at this 3-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (1,001 reviews)
"Beautiful gardens with water fountains all over the property. Our room was upgraded when we checked in, which was an amazing surprise! Very quiet and relaxing. Lovely tea room with a delicious complimentary buffet breakfast. Quiet and enjoyable."

Reviewed on Apr 15, 2024

Lithia Springs Resort
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 $114 per night from Apr 25 to Apr 26
$114
per night
Apr 25 - Apr 26
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)
"It is a beautiful place to stay and would be happy to do it again. I loved how close to downtown it is and that with a few step out of my room, I was outside in the back, able to walk right downtown. I did not try the breakfast, but it smelt really good and I wish I had. The only real complaint I ..."

Reviewed on Apr 22, 2024

Plaza Inn & Suites at Ashland Creek
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 $110 per night from Apr 25 to Apr 26
$110
per night
Apr 25 - Apr 26
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)
"Very pleasant"

Reviewed on Apr 20, 2024

Best Western Windsor Inn
Holiday Inn Express & Suites Ashland, an IHG Hotel
Holiday Inn Express & Suites Ashland, an IHG Hotel
2.5 out of 5
565 Clover Lane, Ashland, OR
  • 22 min walk from Oregon Shakespeare Festival
The price is $116 per night from Apr 30 to May 1
$116
per night
Apr 30 - May 1
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! (1,000 reviews)
"Super clean, friendly check in, really nice breakfast."

Reviewed on Apr 19, 2024

Holiday Inn Express & Suites Ashland, an IHG Hotel
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 $120 per night from Apr 28 to Apr 29
$120
per night
Apr 28 - Apr 29
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 ...
8.8/10 Excellent! (1,004 reviews)
Great location and sweet views
"A very nice place in an extremely charming town. The breakfast provided was also good and generous. We stayed in the Verona building, which looks to me the most charming of the complex."

Reviewed on Apr 20, 2024

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
The price is $94 per night from Apr 28 to Apr 29
$94
per night
Apr 28 - Apr 29
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! (1,000 reviews)
"It was a big surprise to walk into my room and see a clean neat spacious and pleasant space. I hadn't seen such a room even in much more expensive motels. I didn't ask for services but at check-in the employee couldn't have been more cordial. I'll certainly stay here again and recommend it to anybody ..."

Reviewed on Apr 20, 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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Ashland

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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 697 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 $79. 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 up to 60% 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 save up to 60% off 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 $79.

How many hotels are there in Ashland?

With over 697 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 $79.

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 even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Ashland now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Ashland right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.