Historic Downtown District

Ashland

Historic Downtown District
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Shannon Willitts

Popular places to visit

Things to do


Top hotels in Historic Downtown District

Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is P14,999 per night from Jul 6 to Jul 7
P14,999
P17,009 total
Jul 6 - Jul 7
includes taxes & fees
Stay at this 3-star 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! (1,002 reviews)
"Beautiful hotel, room was great. Staff took great care of us, would gladly return!"

Reviewed on Jun 22, 2025

Ashland Springs Hotel
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 P8,516 per night from Jul 21 to Jul 22
P8,516
P9,495 total
Jul 21 - Jul 22
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! (1,004 reviews)
"This is our second time staying here and both times have been great. Friendly staff and clean spacious rooms. It’s just a few minutes walk from several restaurants and if you’re here for the Shakespeare Festival, just a 6-8 minute walk to the theaters."

Reviewed on Jun 22, 2025

The Bard's Inn, BW Signature Collection by Best Western
Winchester Inn
Winchester Inn
3.5 out of 5
35 S. 2nd St., Ashland, OR
The price is P12,293 per night from Jun 30 to Jul 1
P12,293
P14,461 total
Jun 30 - Jul 1
includes taxes & fees
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (246 reviews)
"The 2 full bedrooms with 2 large bathrooms was very convenient. Basically the unit is a converted garage surrounded by parking lots which made it noisy. Location is centrally located and excellent."

Reviewed on Jun 15, 2025

Winchester Inn
McCall House Boutique Inn
McCall House Boutique Inn
4 out of 5
153 Oak St, Ashland, OR
Stay at this 4-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (264 reviews)
"Absolutely wonderful!"

Reviewed on Jun 22, 2025

McCall House Boutique Inn
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is P6,172 per night from Jun 30 to Jul 1
P6,172
P6,944 total
Jun 30 - Jul 1
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,027 reviews)
"The hot tob jet controls were not working"

Reviewed on Jun 23, 2025

Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is P13,088 per night from Jul 4 to Jul 5
P13,088
P15,164 total
Jul 4 - Jul 5
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,426 reviews)
"I liked how I was tucked in the corner and had a bench outside my door. i also liked the guy Andrew at the gas station across the street. He gave me the 411 on the property and things to do close by...."

Reviewed on Jun 21, 2025

Ashland Hills Hotel & Suites
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.

Other neighbourhoods around Historic Downtown District

Road trip food!! I loved the burrito bowl

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.

Historic Railroad District
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Siskiyou-Hargadine Historic District

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

Siskiyou-Hargadine Historic District
Walked across the street from the ER and imagine this was the view from a physician parking lot

Skidmore Academy Historic District

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

Skidmore Academy Historic District

Historic Downtown District