Historic Downtown District, OR
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
￥1,566
per adult
Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is ￥14,970 per night from Nov 24 to Nov 25
￥14,970
￥16,691 total
Nov 24 - Nov 25
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,002 reviews)
"First of all, the front desk staff was wonderful and extremely helpful, and my room was very clean. That said, I was surprised by the extremely poor quality of the room itself. Its decor was dark and gloomy throughout; inner curtains had gaping holes in them; paper cups were provided instead of glasses; ..."
Reviewed on Nov 2, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ￥14,775 per night from Dec 1 to Dec 2
￥14,775
￥18,927 total
Dec 1 - Dec 2
includes taxes & fees
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,005 reviews)
"Cutest hotel ever! Will stay again."
Reviewed on Nov 3, 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ￥21,046 per night from Nov 9 to Nov 10
￥21,046
￥25,982 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oregon ...
9.6/10 Exceptional! (291 reviews)
"Amazing breakfasts, friendly staff, best location"
Reviewed on Oct 10, 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ￥29,495 per night from Nov 4 to Nov 5
￥29,495
￥32,888 total
Nov 4 - Nov 5
includes taxes & fees
Stay at this B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
1907 Charmer, Perfect Downtown Location, So Clean!
Ashland OR
Stay at this vacation home in Ashland. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Ashland Library and Oregon ...
9.4/10 Exceptional! (140 reviews)
"Love everything about this property. Very clean, accurately represented in the listing, communication could not have been easier or better. Host is very responsive to questions. We were able to park at the house and walk everywhere in this delightful town. Kitchen has everything needed. Beds are ..."
Reviewed on Oct 22, 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ￥21,075 per night from Nov 9 to Nov 10
￥21,075
￥25,601 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a casino. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.6/10 Exceptional! (1,195 reviews)
"liked this place"
Reviewed on Nov 2, 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 and neighborhoods for the activities you enjoy most.
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.
