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 3.555.159 ₫ per night from 2 Aug to 3 Aug
3.555.159 ₫
3.964.002 ₫ total
2 Aug - 3 Aug
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! (1,002 reviews)
"Location was great. Room was older but seemed well maintained. Breakfast was good with a variety of options."
Reviewed on 4 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is 4.943.798 ₫ per night from 28 Jul to 29 Jul
4.943.798 ₫
5.934.819 ₫ total
28 Jul - 29 Jul
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! (1,008 reviews)
"Fantastic hotel in a cool town!"
Reviewed on 8 Jul 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is 6.114.696 ₫ per night from 13 Jul to 14 Jul
6.114.696 ₫
7.353.496 ₫ total
13 Jul - 14 Jul
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! (278 reviews)
"Our stay, as always, was wonderful! Our room was comfortable and clean, and we love the afternoon treats delivered to our room. The staff is always helpful and friendly, and you can’t beat the daily breakfasts. We also enjoy at least one delicious dinner at Alchemy, which always impresses. It’s an ..."
Reviewed on 5 Jul 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is 7.243.020 ₫ per night from 12 Jul to 13 Jul
7.243.020 ₫
8.075.967 ₫ total
12 Jul - 13 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! (601 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 4.138.306 ₫ per night from 12 Jul to 13 Jul
4.138.306 ₫
4.971.123 ₫ total
12 Jul - 13 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! (1,020 reviews)
"The breakfast was very bad and I am not very picky about it usually. The showers had gunk in them and yellow stuff in the corners"
Reviewed on 8 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is 2.532.112 ₫ per night from 12 Jul to 13 Jul
2.532.112 ₫
2.980.097 ₫ total
12 Jul - 13 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! (3,164 reviews)
"Very comfortable. Rooms are very spacious, staff friendly. Overall a great stay."
Reviewed on 7 Jul 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.
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, Lithia Park and Ashland Library 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.
