2025 Ashland, Oregon Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

Choose from AARP Discount Ashland Hotels with Free Cancellation

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Free Cancellation
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4.33 km from city center
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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 ...
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
3.91 km from city center
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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 ...
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
0.69 km from city center
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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 ...
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Free Cancellation
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1.91 km from city center
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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 ...
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St, Ashland, OR
0.14 km from city center
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Stay at this 3-star 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 ...
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St, Ashland, OR
Free Cancellation
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4.38 km from city center
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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 ...
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3 out of 5
98 Central Ave, Ashland, OR
0.42 km from city center
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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 ...
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
Free Cancellation
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0.35 km from city center
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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 ...
Timbers INN and Suites

Timbers INN and Suites

2 out of 5
1450 Ashland Street, Ashland, OR
Free Cancellation
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2.29 km from city center
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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 ...
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

2.5 out of 5
565 Clover Lane, Ashland, OR
Free Cancellation
4.37 km from city center
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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 ...
Lithia Springs Resort

Lithia Springs Resort

3 out of 5
2165 W Jackson Rd, Ashland, OR
Free Cancellation
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3.63 km from city center
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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. ...
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3 out of 5
7100 Old Highway 99 South, Ashland, OR
Free Cancellation
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16.53 km from city center
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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 ...
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2 out of 5
Siskiyou Blvd, 1801, Ashland, OR
Free Cancellation
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3.13 km from city center
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Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular ...
Ashland Commons Hostel

Ashland Commons Hostel

2 out of 5
437 Williamson Way, Ashland, OR
0.86 km from city center
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Stay at this hostal in Ashland. Enjoy free WiFi, free parking, and airport pick-up service (surcharge). Popular attractions Oregon Shakespeare Festival and North ...
Green Springs Inn

Green Springs Inn

2 out of 5
11470 Oregon 66, Ashland, OR
22.17 km from city center
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Stay at this resort in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Tub Springs State Park and Cascade-Siskiyou National ...
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
535 Clover Lane, Ashland, OR
Free Cancellation
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4.31 km from city center
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Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery ...
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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.

Your Guide to Ashland Hotels

Are you traveling to Ashland for a hard-earned vacation, or are you showing your grandchildren the sights? AARP Travel Center Powered by Expedia® can assist you in getting the exact hotel you want at a good rate. We have a broad selection of hotels for you to choose from. You can take advantage of your membership advantage to book a hotel that is near the sights you want to spend the most time at, or an elaborate 5-star accommodation. There are plenty of things to do and see in Ashland, and when you choose us as your booking agent, you can save on your accommodations.

Plan Your Ashland Itinerary

There are 734 hotels to choose from in Ashland, with recommendations to look over so you can see previous guests' vacation tips and ideas for your stay in Ashland. Ashland is a favorite destination for plenty to do in the area. This city is also known for its astounding views to see and a college-town feel. You'll discover plenty to do while you're on vacation. For those that like to get a few rounds on the links during their trip, you are in luck. If you need some time on the greens, then make sure pack your golf clubs. You can readily walk on to public courses in the area such as Oak Knoll Golf Course. Maximize your savings by booking an attractive getaway package on AARP Travel Center. With us as your travel guide, you will get the rest and relaxation that you deserve on your getaway, and you will travel confidently knowing that we've got your back.

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