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Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
  • 21 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 helpful ...
8.8/10 Excellent! (1,490 reviews)
"Ashland Hills Hotel is a large campus hotel. Unfortunately the signage is nearly nonexistent. A sign that says “stairs - pool access” continues to end of stairs to no signage to guide you where to go next. Sign on door says “hydration station” to one no where to be found. You get off elevators to ..."

Reviewed on Jun 27, 2026

Ashland Hills Hotel & Suites
Prospero's Flagship Inn

Prospero's Flagship Inn

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 ...
8.6/10 Excellent! (1,374 reviews)
"My son had stayed there before, his room seemed more updated than ours. The rate for our room was really high due to the fact that it was SOU’s graduation weekend, that was sort of a bummer to see the rate increase. I didn’t really like the self check in, especially when they had staff in the office ..."

Reviewed on Jun 26, 2026

Prospero's Flagship Inn
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 ...
8.8/10 Excellent! (1,007 reviews)
"This is a great visit and a great vacation spot to stay, including if you want to swim unfortunately they do not have an exercise room so you’re only amounts of exercise would be swimming. But that was not aThis is a great visit and a great vacation spot to stay, including if you want to swim unfortunately ..."

Reviewed on Jun 27, 2026

Comfort Inn & Suites Ashland
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
  • 4 min walk from Oregon Shakespeare Festival
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,757 reviews)
"Great place to stay when you're in town for the Shakespeare Festival!"

Reviewed on Jun 27, 2026

Stratford Inn
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! (1,002 reviews)
"Great location to the Shakespeare Festival and downtown area. But this is an older, dark hotel with Motel 6 like rooms for well over $300/night. Just not a good quality to price ratio. Strongly suggest the hotel across the street which was about $120/night cheaper with much more light and was much ..."

Reviewed on Jun 27, 2026

The Bard's Inn, BW Signature Collection by Best Western
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! (1,001 reviews)
"The individual at the front desk was unpleasant and unhelpful to my wife on the morning of check out, and when I went down to fetch the items, she was in the same mood. Later in the morning at check out, her day had apparently not gotten any better with the progression of guests. On the high side, ..."

Reviewed on Jun 26, 2026

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
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 ...
8.8/10 Excellent! (1,000 reviews)
"Really appreciated the spacious room and free parking, as well as the central location that allowed for easy walking to Lithia park, several restaurants, and OSF theaters."

Reviewed on Jun 26, 2026

Plaza Inn & Suites at Ashland Creek
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street Ashland OR
  • 16 min walk from Oregon Shakespeare Festival
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 ...
8.8/10 Excellent! (1,000 reviews)
"I stayed for one night on two separate occasions w/in a week.. 1st stay was excellent (king bed rm 200), 2nd stay was only fair (queen bed rm 114).. th subtle hum of AC’s all around was a bit much, & bed was not as comfortable as prev stay."

Reviewed on Jun 25, 2026

Timbers INN and 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
Book a stay at this family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...
8.8/10 Excellent! (1,145 reviews)
"Great location that is close to Ashland and the California border. Super friendly staff. Great property."

Reviewed on Jun 25, 2026

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
Stay at this B&B in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,001 reviews)
"COME FOR THE MAGIC WATER! MAKES YOU FEEL MELLOW! VERY RELAXING RESORT."

Reviewed on Jun 27, 2026

Lithia Springs Resort
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
  • 1 min walk from Oregon Shakespeare Festival
Book a stay at this 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! (1,003 reviews)
"We had a charming room and the lobby is so pretty!"

Reviewed on Jun 26, 2026

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! (1,002 reviews)
"Excellent service"

Reviewed on Jun 27, 2026

Holiday Inn Express & Suites Ashland by IHG
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

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