Historic Downtown District
Ashland
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Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is €166 per night from 20 Jul to 21 Jul
€166
20 Jul - 21 Jul
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (1,010 reviews)
"The pool had a dirty towel at the bottom of the pool. Both the pool and hot tub had a layer of sand at the bottom and looked like they had not been cleaned for some time. The web site promised on site parking and when I arrived, I was told I could park on street because there were no available parking ..."
Reviewed on 13 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is €202 per night from 27 Jul to 28 Jul
€202
27 Jul - 28 Jul
includes taxes & fees
Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,013 reviews)
"The location is unbeatable for access to OSF performances and the hotel itself is charming."
Reviewed on 14 Jul 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is €192 per night from 20 Jul to 21 Jul
€192
20 Jul - 21 Jul
includes taxes & fees
Stay at this inn in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions Oregon ...
9.6/10 Exceptional! (280 reviews)
"Good location. Good breakfast"
Reviewed on 14 Jul 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is €269 per night from 19 Jul to 20 Jul
€269
19 Jul - 20 Jul
includes taxes & fees
Stay at this B&B in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (601 reviews)
"McCall Boutique was an excellent stay! We will definitely be back for a return visit."
Reviewed on 26 Jun 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is €179 per night from 19 Jul to 20 Jul
€179
19 Jul - 20 Jul
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
9.6/10 Exceptional! (1,036 reviews)
"Nice place. Good atmosphere"
Reviewed on 13 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is €100 per night from 26 Jul to 27 Jul
€100
26 Jul - 27 Jul
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8.8/10 Excellent! (3,164 reviews)
"Ok stay for a quick overnight. Gym was so hot no ac unit. Breakfast was ok but maybe add a second toaster to move line faster. Linen quality low like what you expect at a motel 6."
Reviewed on 15 Jul 2026
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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Where to stay in Historic Downtown District
Find the best Historic Downtown District areas for the activities you enjoy most.
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Oregon Shakespeare Festival are some notable places to visit nearby.
Siskiyou-Hargadine Historic District
If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.
Skidmore Academy Historic District
While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
