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 RM400 per night from 10 May to 11 May
RM400
per night
10 May - 11 May
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! (1,004 reviews)
Good room in a pinch! We enjoyed the hot tub and the place was quiet. I was disappointed that there was not a coffee maker in the room. Also breakfast and coffee did not start until 7, which is unfortunate when we had to leave by 6:45am. Overall a good stay!
Reviewed on 4 May 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is RM413 per night from 10 May to 11 May
RM413
per night
10 May - 11 May
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! (1,005 reviews)
Our stay was comfortable. Beautiful property and great parking. Very convenient
Reviewed on 4 May 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is RM1,035 per night from 12 May to 13 May
RM1,035
per night
12 May - 13 May
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! (274 reviews)
A lovely place to land. Beautiful Victorian with a garden to relax in. The room was so comfortable (even had a window seat) and the food was great. As was each member of the staff.
Reviewed on 2 May 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is RM1,180 per night from 17 May to 18 May
RM1,180
per night
17 May - 18 May
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! (594 reviews)
McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.
Reviewed on 27 Apr 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is RM311 per night from 7 May to 8 May
RM311
per night
7 May - 8 May
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! (2,986 reviews)
Room was mostly clean. Need more chairs by pool area and believe there was a event and restaurant not prepared. Ran out of most food and hour wait. Staff super friendly.
Reviewed on 4 May 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is RM602 per night from 11 May to 12 May
RM602
per night
11 May - 12 May
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! (1,008 reviews)
Breakfast is wonderful
Reviewed on 5 May 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.
Check Historic Downtown District hotel availability
Other neighbourhoods around Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre 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 Angus Bowmer Theatre.
