Historic Downtown District, OR
Ashland





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Historic Downtown District Hotel Deals

The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is ₩243,814 per night from Aug 3 to Aug 4
₩243,814
₩271,852 total
Aug 3 - Aug 4
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! (1,018 reviews)
"Room was quite clean and comfortable. Front desk staff was very friendly and helpful."
Reviewed on Jul 30, 2026

Ashland Springs Hotel
212 E Main St Ashland OR
The price is ₩271,238 per night from Aug 24 to Aug 25
₩271,238
₩325,610 total
Aug 24 - Aug 25
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! (1,013 reviews)
"Good AC and great staff. Excellent location for plays. Larks is superb."
Reviewed on Jul 28, 2026

Winchester Inn
35 S. 2nd St. Ashland OR
The price is ₩258,574 per night from Aug 3 to Aug 4
₩258,574
₩314,393 total
Aug 3 - Aug 4
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 ...

McCall House Boutique Inn
153 Oak St Ashland OR
The price is ₩397,292 per night from Aug 3 to Aug 4
₩397,292
₩442,981 total
Aug 3 - Aug 4
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! (602 reviews)
"Staff was great!"
Reviewed on Jul 27, 2026

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₩245,386 per night from Aug 4 to Aug 5
₩245,386
₩293,370 total
Aug 4 - Aug 5
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! (1,055 reviews)
"Great breakfast, fun pool, inviting family area for board games"
Reviewed on Jul 30, 2026

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₩142,711 per night from Aug 13 to Aug 14
₩142,711
₩167,824 total
Aug 13 - Aug 14
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! (3,172 reviews)
"It's a really well maintained older hotel. We don't hear anyone around. The walls are more solid than newer places. The staff is friendly and helpful. The room is clean. We love Chadwick's Pub and Grill in the hotel. There's good food and drinks. We love the back room with the pool tables. It's fun ..."
Reviewed on Jul 29, 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.

Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Historic Railroad District
Historic Railroad District might not have many top sights, but Angus Bowmer Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Angus Bowmer Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.




