Historic Downtown District, OR

Ashland

Landmark building in Ashland Oregon.
Historic Downtown District
Historic Downtown District
Historic Downtown District
Historic Downtown District

Stay near popular Historic Downtown District attractions


Historic Downtown District Hotel Deals

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
The price is NT$4,277 per night from Jun 22 to Jun 23
NT$4,277
NT$4,769 total
Jun 22 - Jun 23
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! (1,014 reviews)
"Clean room near the Oregon Shakespeare Festival. Nice breakfast & easy parking."

Reviewed on 2026/6/15

The Bard's Inn, BW Signature Collection by Best Western
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is NT$5,249 per night from Jun 22 to Jun 23
NT$5,249
NT$6,358 total
Jun 22 - Jun 23
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! (1,015 reviews)
"The rooms are too small for two people. The bed filled about 80% of the room. The bathroom was nice enough, but barely big enough for one person. No shelf space. Suit cases plus everything on the floor. Breakfast was mediocre. For the money I won’t return. Cool building though."

Reviewed on 2026/6/15

Ashland Springs Hotel
Winchester Inn

Winchester Inn

3.5 out of 5
35 S. 2nd St. Ashland OR
The price is NT$9,598 per night from Jul 6 to Jul 7
NT$9,598
NT$11,446 total
Jul 6 - Jul 7
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 ...
9.6/10 Exceptional! (275 reviews)
"A lovely place to land. Beautiful Victorian with a garden to relax in. The room was so comfortable (even had a window seat) and the food was great. As was each member of the staff."

Reviewed on 2026/5/2

Winchester Inn
McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
153 Oak St Ashland OR
The price is NT$8,711 per night from Jul 6 to Jul 7
NT$8,711
NT$9,713 total
Jul 6 - Jul 7
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! (597 reviews)
"Beautiful"

Reviewed on 2026/6/15

McCall House Boutique Inn
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is NT$3,530 per night from Jun 16 to Jun 17
NT$3,530
NT$4,130 total
Jun 16 - Jun 17
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! (3,116 reviews)
"The gym needs to open before 7! Need to have a magnifying mirror in room!"

Reviewed on 2026/6/15

Rogue Regency Inn Medford Airport
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
The price is NT$2,989 per night from Jun 16 to Jun 17
NT$2,989
NT$3,333 total
Jun 16 - Jun 17
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,367 reviews)
"This is not a high end hotel but it was really excellent for the price point. The staff were super friendly and helpful and the rooms were clean and comfortable. The parking lot was safe and monitored overnight, I had no concern about leaving some items in the car. The free breakfast was very minimal ..."

Reviewed on 2026/6/15

Prospero's Flagship Inn
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 and neighborhoods for the activities you enjoy most.

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

Siskiyou-Hargadine Historic District

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

Skidmore Academy Historic District

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



Historic Downtown District, OR