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Hotels in Ashland

Choose from 782 Ashland Hotel Deals

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! (1,735 reviews)
An easy walk from Stratford Inn to the plays at Oregon Shakespeare Festival )OSF). Nicely decorated with memorabilia from OSF. Rooms are quiet and they have a pool available to guests.

Reviewed on Mar 30, 2026

Stratford Inn
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! (1,001 reviews)
Great breakfast, beautiful but small rooms for the price.

Reviewed on Mar 29, 2026

Ashland Springs Hotel
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! (1,450 reviews)
This was our fourth stay over the past month. Right off the freeway so easy access. Suggest requesting an inside room farther away from traffic which is relatively light for the season. Would return.

Reviewed on Mar 29, 2026

Ashland Hills Hotel & Suites
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! (1,004 reviews)
nice property, comfortable bed, friendly staff

Reviewed on Mar 30, 2026

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
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! (1,267 reviews)
Great price. Location is good for proximity to SOU. Staff is friendly. But the breakfast has gone downhill. I've stayed here 3 times, and each time, the selection and quality have gotten worse. I may not stay here next time.

Reviewed on Mar 30, 2026

Flagship Inn of 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
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)
Well i got charged more then the website said

Reviewed on Mar 24, 2026

Plaza Inn & Suites at Ashland Creek
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! (1,006 reviews)
Egg tray was empty at 7:30 and breads were very picked over. Very underwhelming.

Reviewed on Mar 29, 2026

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! (1,003 reviews)
Location is the only good thing I can say. Overpriced, dated, dirty room, inconvenient... Not much to say, yet backed by BW... Not again.

Reviewed on Mar 30, 2026

The Bard's Inn, BW Signature Collection by Best Western
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! (1,171 reviews)
Hoy tub was a little dirty other than that everything else was great!

Reviewed on Mar 24, 2026

Callahan's Mountain Lodge
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)
Room was great. Amazing value!

Reviewed on Mar 23, 2026

Best Western Windsor Inn
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! (1,000 reviews)
Had no toothbrush’s and breakfast was poor compared to other holiday inn would not stay there again drive extra 20 minutes Yerka a lot Better hotel I stayed only because of Tesla supercharger is behind hotel the front desk lady was excellent and extremely friendly the breakfast lady not so much

Reviewed on Mar 25, 2026

Holiday Inn Express & Suites Ashland by IHG
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 ...
8.6/10 Excellent! (1,006 reviews)
No frills. Very good price.

Reviewed on Mar 30, 2026

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.

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