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 ฿4,192 per night from 3 Nov to 4 Nov
฿4,192
฿4,674 total
3 Nov - 4 Nov
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 ...
8.4/10 Very good! (1,001 reviews)
"The property was clean and the staff was very nice and accommodating. Drawback is for the price of this stay. I would’ve expected a little better quality material or updated fixtures such as a comfort height toilet in the bathroom or an exhaust fan. The bedding was adequate, but not very user-friendly ..."
Reviewed on 10 Oct 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿3,138 per night from 8 Nov to 9 Nov
฿3,138
฿4,019 total
8 Nov - 9 Nov
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! (1,001 reviews)
"Room never got serviced even though i asked. No cups for coffee. Couldn’t find filtered water dispensers that were supposed to be there. Many outlets in the room did not work. Hair dryer did not work. Pillows felt like bags of socks. Otherwise it was great."
Reviewed on 12 Oct 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿4,427 per night from 26 Oct to 27 Oct
฿4,427
฿5,469 total
26 Oct - 27 Oct
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! (291 reviews)
"Amazing breakfasts, friendly staff, best location"
Reviewed on 10 Oct 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ฿5,794 per night from 2 Nov to 3 Nov
฿5,794
฿6,460 total
2 Nov - 3 Nov
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! (617 reviews)
"I visited in June and was very grateful for the air conditioned room. A lovely setting. Wonderful breakfast."
Reviewed on 11 Oct 2026
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,107 per night from 14 Oct to 15 Oct
฿3,107
฿3,662 total
14 Oct - 15 Oct
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. ...
8.6/10 Excellent! (3,297 reviews)
"Terrible customer service! Hot tub was so cold, maintenance came n eventually got warm… tv no service, when I called they said, we’ve been having problems with it and myself n maintenance have not been trained on what to do so there is nothing we can do, we are sold out tonight."
Reviewed on 12 Oct 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿4,736 per night from 18 Oct to 19 Oct
฿4,736
฿5,732 total
18 Oct - 19 Oct
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! (1,166 reviews)
"Wonderful hotel, have stayed here over 10 times over past 3 years usually for 2 nights during each stay. Best stay for the price, always clean as well. With the exception of one front desk staff member, always helpful and kind."
Reviewed on 12 Oct 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.
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, Oregon Cabaret Theatre and Allen Elizabethan 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 Oregon Shakespeare Festival.
