Historic Downtown District, OR

Ashland

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

Popular places to visit


Historic Downtown District Hotel Deals

Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is AED 964 per night from May 25 to May 26
AED 964
AED 1,093 total
includes taxes & fees
25 May - 26 May
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,011 reviews)
"Everything was above average except for the breakfast buffet. Don't waste your money."

Reviewed on 21 May 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 AED 606 per night from May 25 to May 26
AED 606
AED 676 total
includes taxes & fees
25 May - 26 May
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! (1,000 reviews)
"One can't beat the location to downtown and the theater. Just remember though, you're not staying there for the breakfast!"

Reviewed on 20 May 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 AED 790 per night from May 26 to May 27
AED 790
AED 929 total
includes taxes & fees
26 May - 27 May
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! (245 reviews)
"quaint room. Fantastic restaurant. Excellent staff. Grounds need some sttention."

Reviewed on 16 May 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! (262 reviews)
Best stay ever!
"This was, without a doubt, the best bed and breakfast I have ever stayed at. The entire experience was wonderful from start to finish. The property is not only beautiful but rich with historical charm, giving it a unique and warm atmosphere that’s hard to find elsewhere. The rooms were incredibly ..."

Reviewed on 22 May 2025

McCall House Boutique Inn
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is AED 397 per night from Jun 6 to Jun 7
AED 397
AED 446 total
includes taxes & fees
6 Jun - 7 Jun
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! (1,959 reviews)
Outstanding Professionalism
"basketball tournament and it was very well handled with all of the people and players and teams great service"

Reviewed on 23 May 2025

Rogue Regency Inn and Suites
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is AED 354 per night from Jun 1 to Jun 2
AED 354
AED 359 total
includes taxes & fees
1 Jun - 2 Jun
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,000 reviews)
"It hard to find the entrance. And there is indoor pool here."

Reviewed on 19 May 2025

Comfort Inn & Suites Ashland
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 neighborhoods around Historic Downtown District

Road trip food!! I loved the burrito bowl

Historic Railroad District

4.5/5(7 area reviews)

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

4.5/5(12 area reviews)

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

5/5(1 area review)

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.

Skidmore Academy Historic District

Historic Downtown District, OR

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