Historic Downtown District Travel Guide
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
฿334
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 ฿5,712 per night from 2 Aug to 3 Aug
฿5,712
฿6,369 total
2 Aug - 3 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! (1,011 reviews)
"Tired, dark rooms. Sink did not drain well but they fixed it when we notified staff c Parking is excellent and the location is great. Could walk everywhere in town and didn’t use car. We have stayed here many times for the convenience. Ok breakfast."
Reviewed on 24 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿6,209 per night from 27 Jul to 28 Jul
฿6,209
฿7,466 total
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! (1,005 reviews)
"The room was lovely, the people were great, housekeeping was very helpful. We were celebrating our 24th wedding anniversary and they put us in the best room in the house on the 9th floor. We spent part of our honeymoon there, so it was great to return and have a very relaxing stay. I highly ..."
Reviewed on 23 Jul 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿6,474 per night from 29 Jul to 30 Jul
฿6,474
฿7,845 total
29 Jul - 30 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 ฿9,318 per night from 27 Jul to 28 Jul
฿9,318
฿10,389 total
27 Jul - 28 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
Quality Inn & Suites Medford Airport
1950 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is ฿2,847 per night from 23 Aug to 24 Aug
฿2,847
฿3,219 total
23 Aug - 24 Aug
includes taxes & fees
Stay at this spa hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.4/10 Very good! (1,025 reviews)
"Well updated, reasonable cost, very comfortable, quiet, good food, good pool..."
Reviewed on 23 Jul 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿6,059 per night from 26 Jul to 27 Jul
฿6,059
฿7,223 total
26 Jul - 27 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! (1,038 reviews)
"All good will definitely stay again as I travel from California to Oregon"
Reviewed on 24 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.
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, Angus Bowmer 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 Angus Bowmer Theatre and Oregon Shakespeare Festival.
