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 4.447.498 ₫ per night from 27 Jul to 28 Jul
4.447.498 ₫
4.958.961 ₫ total
27 Jul - 28 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! (1,010 reviews)
"For the price of this place, I didn't realize I was paying to be part of a hidden-camera prank show. First, we were exiled to the "Sonnet" building. To get to the main check-in, you have to navigate two crosswalks across one of the busiest roads in Ashland. Once you survive the trek, you step into ..."
Reviewed on 22 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is 4.829.066 ₫ per night from 27 Jul to 28 Jul
4.829.066 ₫
5.806.654 ₫ total
27 Jul - 28 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! (1,005 reviews)
"The room was lovely, the people were great, housekeeping was very helpful. We were celebrating our 24th wedding anniversary and they put us in the best room in the house on the 9th floor. We spent part of our honeymoon there, so it was great to return and have a very relaxing stay. I highly ..."
Reviewed on 23 Jul 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is 5.197.290 ₫ per night from 9 Aug to 10 Aug
5.197.290 ₫
6.289.964 ₫ total
9 Aug - 10 Aug
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! (280 reviews)
"Good location. Good breakfast"
Reviewed on 14 Jul 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is 7.247.151 ₫ per night from 27 Jul to 28 Jul
7.247.151 ₫
8.080.573 ₫ total
27 Jul - 28 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
Quality Inn & Suites Medford Airport
1950 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is 2.344.667 ₫ per night from 30 Jul to 31 Jul
2.344.667 ₫
2.650.940 ₫ total
30 Jul - 31 Jul
includes taxes & fees
Stay at this spa hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.4/10 Very good! (1,025 reviews)
"Well updated, reasonable cost, very comfortable, quiet, good food, good pool..."
Reviewed on 23 Jul 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is 4.713.016 ₫ per night from 26 Jul to 27 Jul
4.713.016 ₫
5.617.923 ₫ total
26 Jul - 27 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! (1,038 reviews)
"All good will definitely stay again as I travel from California to Oregon"
Reviewed on 24 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.
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, Angus Bowmer Theatre and Oregon Shakespeare Festival 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 Angus Bowmer Theatre and Oregon Shakespeare Festival.
