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Hotels in Ashland

Choose from 776 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! (1,725 reviews)
The room I was given was right next to the cafeteria and it was very loud. The rooms in the third floor were far more quieter than the second floor.

Reviewed on Mar 25, 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! (1,006 reviews)
Nice, place breakfast was not worth 5.00 or the trouble.

Reviewed on Mar 22, 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! (1,444 reviews)
Room was clean and good size.

Reviewed on Mar 25, 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! (1,002 reviews)
Everything was great. Room was spacious and clean, bed comfy, grounds beautiful. We enjoyed our spa services and the pool area. Our soaking tub in the room was fantastic. The only thing that was not wonderful was the food at breakfast. The server was wonderful tho. The food was just not great. Would ...

Reviewed on Mar 25, 2026

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
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! (1,004 reviews)
Well i got charged more then the website said

Reviewed on Mar 24, 2026

Plaza Inn & Suites at Ashland Creek
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! (1,261 reviews)
Possibly the nicest motel i've ever stayed at. Amazing space and up-to-date amenities. I checked in late with a remote front desk agent and everything went well. Parking spaces are wide. Great value for the price!

Reviewed on Mar 25, 2026

Flagship Inn of Ashland
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! (1,000 reviews)
We were really impressed with the room, the mattress was so comfortable, and the amenities are well thought out. Very quiet.

Reviewed on Mar 23, 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! (1,001 reviews)
Great location! Very walkable

Reviewed on Mar 23, 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! (1,168 reviews)
Hoy tub was a little dirty other than that everything else was great!

Reviewed on Mar 24, 2026

Callahan's Mountain Lodge
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! (1,004 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
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
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)
Very clean!

Reviewed on Mar 24, 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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