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 ฿5,649 per night from 27 Sept to 28 Sept
฿5,649
฿6,299 total
27 Sept - 28 Sept
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! (1,004 reviews)
"There should be more effort made for the continental breakfast. The only healthy items were apples and bananas. Junk food muffins and packaged high sugar cereals aren’t nourishing."
Reviewed on 24 Sept 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿5,997 per night from 19 Oct to 20 Oct
฿5,997
฿7,222 total
19 Oct - 20 Oct
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. ...
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿5,557 per night from 28 Sept to 29 Sept
฿5,557
฿6,779 total
28 Sept - 29 Sept
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! (288 reviews)
"The property is very charming, and comfortable with beautiful gardens and outdoor spaces. The breakfast choices were delicious and dinner was also exceptional. Staff is very warm, friendly and helpful. I recommend highly."
Reviewed on 21 Sept 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ฿9,205 per night from 5 Oct to 6 Oct
฿9,205
฿10,264 total
5 Oct - 6 Oct
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 ...
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is ฿5,084 per night from 12 Oct to 13 Oct
฿5,084
฿6,120 total
12 Oct - 13 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 ...
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿2,941 per night from 26 Sept to 27 Sept
฿2,941
฿3,476 total
26 Sept - 27 Sept
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! (3,258 reviews)
"The hotel was very reasonably priced. It does seem quite old and is in need of renovation. The bar pub staff was very nice. The menu was pretty limited and what I had was OK. Typical inexpensive hotel buffet breakfast."
Reviewed on 24 Sept 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.
