Historic Downtown District
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Things to do
The Cultural Heart of Ashland: A Self-Guided Audio Tour
HK$78
per adult
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 HK$1,326 per night from 9 Aug to 10 Aug
HK$1,326
HK$1,478 total
9 Aug - 10 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! (1,010 reviews)
"Very well situated for a few days exploring Ashland and the Oregon Shakespeare Festival. Park your car and walk to shopping, eating and theater. Rooms are clean and have air conditioning (a must in August) but our unit was pretty loud at night."
Reviewed on 8 Aug 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is HK$1,440 per night from 17 Aug to 18 Aug
HK$1,440
HK$1,731 total
17 Aug - 18 Aug
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! (1,016 reviews)
"Beautiful historic building located in the heart of downtown within walking distance of theaters, restaurants and shops. Climate control in the rooms is excellent and very quiet. Breakfast bar was very good."
Reviewed on 8 Aug 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is HK$1,394 per night from 16 Aug to 17 Aug
HK$1,394
HK$1,695 total
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 HK$2,160 per night from 18 Aug to 19 Aug
HK$2,160
HK$2,409 total
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
Fully refundableReserve now, pay when you stay
The price is HK$1,235 per night from 19 Aug to 20 Aug
HK$1,235
HK$1,483 total
19 Aug - 20 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 ...
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is HK$763 per night from 6 Sept to 7 Sept
HK$763
HK$897 total
6 Sept - 7 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. ...
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.
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 Oregon Shakespeare Festival 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 Oregon Shakespeare Festival.
