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
฿328
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 ฿4,496 per night from 5 Jul to 6 Jul
฿4,496
฿5,013 total
5 Jul - 6 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! (1,009 reviews)
"One idea that we thought was very bad is that the breakfast room is across a very busy street from some hotel rooms. A second problem we had was the AC was very loud and disturbing while trying to sleep. (We were hot so we couldn’t just turn it off) Next the sheets were very uncomfortable and the ..."
Reviewed on 1 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿6,252 per night from 26 Jul to 27 Jul
฿6,252
฿7,505 total
26 Jul - 27 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! (1,006 reviews)
"Loved the old hotel. Front desk people were very kind & helpful. Our room was small but well appointed & spotlessly clean. Location was ideal, right in the middle of Ashland. The Shakespeare theaters were a block away. We will stay again."
Reviewed on 29 Jun 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿8,763 per night from 19 Jul to 20 Jul
฿8,763
฿10,494 total
19 Jul - 20 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 ...
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ฿8,259 per night from 6 Jul to 7 Jul
฿8,259
฿9,209 total
6 Jul - 7 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! (600 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 ฿5,057 per night from 5 Jul to 6 Jul
฿5,057
฿6,088 total
5 Jul - 6 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! (1,013 reviews)
"Totally fabulous hotel, do not hesitate to stay here. What a glorious oasis on a road trip! You really feel like you’re in a top resort in the Caribbean! And the price is right too! Spotlessly clean everywhere. Beautiful areas to sit and lounge both inside and outside. Great food and drinks and very ..."
Reviewed on 1 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,441 per night from 5 Jul to 6 Jul
฿3,441
฿4,038 total
5 Jul - 6 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! (3,141 reviews)
"Staff made a great recommendation for evening dinner and a hike for a couple hours before noon. No coffee or water available in the lobby. Breakfast available at attached restaurant."
Reviewed on 30 Jun 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
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 Angus Bowmer 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.
