Historic Downtown District Travel Guide
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
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 £114 per night from 5 Jul to 6 Jul
£114
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! (1,003 reviews)
"It's a very conveniently located--if older--hotel. The room was comfortable and reasonably well maintained. Quite good for the price."
Reviewed on 27 Jun 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is £167 per night from 29 Jun to 30 Jun
£167
29 Jun - 30 Jun
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! (1,004 reviews)
"This was my favorite hotel stay during our 9-day road trip. Loved the location, beautiful corner room, good breakfast food, helpful staff. If I am ever in Ashland again, I will stay in this hotel."
Reviewed on 28 Jun 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is £188 per night from 29 Jun to 30 Jun
£188
29 Jun - 30 Jun
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 £233 per night from 6 Jul to 7 Jul
£233
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 £162 per night from 30 Jun to 1 Jul
£162
30 Jun - 1 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! (1,006 reviews)
"Couldn't recommend this place highly enough. Everything from the check-in to breakfast was perfect."
Reviewed on 27 Jun 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is £99 per night from 30 Jun to 1 Jul
£99
30 Jun - 1 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! (3,138 reviews)
"All of the staff was incredibly helpful and friendly. The room was clean! Breakfast was very nice and hot . We had a large pickup truck and found enough room to park it as well. We will definitely return!"
Reviewed on 28 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.
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, Ashland Library and Lithia Park 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.
