Historic Downtown District Travel Guide
Ashland
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Stay near popular Historic Downtown District attractions
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 £139 per night from 17 Aug to 18 Aug
£139
17 Aug - 18 Aug
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! (1,017 reviews)
"Great location for sure! The room was a little out dated but it goes with the town I feel. Breakfast was good and easy hotel parking. Best part they allowed a late check-out at noon for no extra fee."
Reviewed on 11 Aug 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is £160 per night from 13 Sept to 14 Sept
£160
13 Sept - 14 Sept
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! (1,019 reviews)
"The room was small and the breakfast minimal, considering that the hotel included a $5 charge for breakfast. The elevator was slow, and housekeeping was only offered after 3 days in residence. It is an old hotel with small rooms and bathrooms. I can only recommend it as an alternative to other more ..."
Reviewed on 11 Aug 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is £164 per night from 16 Aug to 17 Aug
£164
16 Aug - 17 Aug
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! (283 reviews)
"Everything was perfect"
Reviewed on 6 Aug 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is £227 per night from 18 Aug to 19 Aug
£227
18 Aug - 19 Aug
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! (604 reviews)
"Very nice stay and nice people:). Breakfast tasty with good amenities. Only issue was the bed was a bit uncomfy."
Reviewed on 5 Aug 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is £140 per night from 26 Aug to 27 Aug
£140
26 Aug - 27 Aug
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! (1,071 reviews)
"The hotel restaurant food/ bar was really good and prices great. It was close to the pool. We stayed for 4 nights so it would’ve been nice to have a little mix of the hot breakfast items besides the same thing. Also we didn’t have an ice machine on our floor. So that was kinda a pain to have to take ..."
Reviewed on 12 Aug 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is £82 per night from 13 Sept to 14 Sept
£82
13 Sept - 14 Sept
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! (3,187 reviews)
"Motel was run down and rooms were dirty. We had to change rooms due to bugs but the staff was great at fixing the issue as quickly as they could. The night manager was wonderful and extremely helpful. It was only her and 1 maintenance guy and they did the best they could to help us move quickly."
Reviewed on 13 Aug 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.
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.
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Thomas Theatre are some notable places to visit nearby.
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 Thomas Theatre.
