Historic Downtown District Travel Guide
Tourist Guide
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Activities
Rogue River Whitewater- Morning Rafting Adventure
AU$148
per adult
Rogue River Whitewater Rafting- Mid Day
AU$163
per adult
100% of travellers recommend
Our pick of the best Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is AU$218 per night from 18 Oct to 19 Oct
AU$218
18 Oct - 19 Oct
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! (1,001 reviews)
"We stayed here about ten years ago . The original primary building and room has not changed much. Adequate but tired. On first night of three the tv suddenly came on for a system upgrade waking us from deep sleep. Apparently others at hotel had same experience, blamed on the company that operates ..."
Reviewed on 19 Sept 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is AU$290 per night from 18 Oct to 19 Oct
AU$290
18 Oct - 19 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 AU$294 per night from 20 Sept to 21 Sept
AU$294
20 Sept - 21 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! (287 reviews)
"Our stay at the Winchester Inn was very pleasant and enjoyable. The complimentary made to order breakfast was delicious, and the room was very comfortable and quiet. The location was very convenient and walkable to downtown's many excellent restaurants and the Shakespeare Festival. Would definitely ..."
Reviewed on 5 Sept 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is AU$430 per night from 20 Sept to 21 Sept
AU$430
20 Sept - 21 Sept
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! (612 reviews)
"Breakfast was great each morning & they prepared a snack to go the last day, because we wanted to leave early."
Reviewed on 18 Sept 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is AU$257 per night from 12 Oct to 13 Oct
AU$257
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 AU$153 per night from 22 Sept to 23 Sept
AU$153
22 Sept - 23 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! (3,253 reviews)
"Na"
Reviewed on 19 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.
Our guide on 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 Angus Bowmer Theatre.
