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
￥1,624
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 ￥27,447 per night from Jul 20 to Jul 21
￥27,447
￥30,603 total
Jul 20 - Jul 21
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 ...
8.6/10 Excellent! (1,003 reviews)
"If you need the internet or on site parking, don’t book this place. Internet connectivity is weak at the best of times and more often than not nonexistent. Insufficient parking on site so be aware that you might have to park on the street and walkup and down a very steep driveway, which is dangetous ..."
Reviewed on Jul 19, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ￥29,802 per night from Jul 27 to Jul 28
￥29,802
￥35,835 total
Jul 27 - Jul 28
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! (1,000 reviews)
"The location is unbeatable for access to OSF performances and the hotel itself is charming."
Reviewed on Jul 14, 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ￥27,611 per night from Jul 20 to Jul 21
￥27,611
￥33,642 total
Jul 20 - Jul 21
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! (280 reviews)
"Good location. Good breakfast"
Reviewed on Jul 14, 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ￥44,725 per night from Jul 20 to Jul 21
￥44,725
￥49,868 total
Jul 20 - Jul 21
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 ...
9.2/10 Wonderful! (601 reviews)
"McCall Boutique was an excellent stay! We will definitely be back for a return visit."
Reviewed on Jun 26, 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ￥26,133 per night from Jul 21 to Jul 22
￥26,133
￥31,349 total
Jul 21 - Jul 22
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! (1,025 reviews)
"Facility was clean, fresh and nice looking. Beautiful pool that we didn’t have time to use, but it was a gorgeous area. Room was nicely decorated, clean, toiletries and amenities were very nice too. Staff pleasant and friendly. Breakfast was very good."
Reviewed on Jul 19, 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ￥15,639 per night from Jul 26 to Jul 27
￥15,639
￥18,406 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (3,175 reviews)
"Nice off the road. Felt safe. A little older but a good place to stay for our road trip."
Reviewed on Jul 19, 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 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 Angus Bowmer Theatre are two attractions nearby that you can check out.
