Ashland Travel Guide
Tourist Guide
Visit Ashland
Where to stay in Ashland
Find the best Ashland areas for the activities you enjoy most.
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.
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 Oregon Shakespeare Festival.
Photo by Shannon Willitts
Open Photo by Shannon Willitts
Historic Downtown District
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
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.
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is £100 per night from 29 Sept to 30 Sept
£100
29 Sept - 30 Sept
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,538 reviews)
"The cafe was understaffed. Otherwise, another amazing stay."
Reviewed on 15 Sept 2026
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is £82 per night from 28 Sept to 29 Sept
£82
28 Sept - 29 Sept
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,010 reviews)
"We got our room and found it had a strong odor of cigarettes which this motel said was smoke free. I contacted the hotel receptionist and he gave us another room which turned out fine. One the exit doors would allow you to leave but you couldn’t use your room card to get back in. The breakfast was ..."
Reviewed on 13 Sept 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is £54 per night from 27 Sept to 28 Sept
£54
27 Sept - 28 Sept
includes taxes & fees
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 staff ...
8.6/10 Excellent! (1,451 reviews)
"Clean, nice staff, run down property. Pretty much what you’d expect for the price but the room was clean and served its purpose."
Reviewed on 15 Sept 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.
A Cowslip's Belle Inn
159 N Main St Ashland OR
Stay at this business-friendly apartment in Ashland. Enjoy free Wi-Fi, free parking and an in-room coffee maker. Popular attractions Oregon Shakespeare Festival ...
9.6/10 Exceptional! (52 reviews)
"We found A Cowslip's Belle Inn after a last-minute cancellation left us panicking, and it turned out to be the ultimate blessing in disguise! Hosts Steve and Greg immediately answered our frantic phone calls, answered all our questions, and completely saved our trip. The four of us stayed in their ..."
Reviewed on 22 Aug 2026
Hyatt Lake Mountain Retreat
Ashland OR
Stay at this cabin in Ashland. Enjoy free Wi-Fi, a garden and patios. Popular attractions Hyatt Reservoir and Howard Prairie Lake are located nearby.
9.8/10 Exceptional! (101 reviews)
"We really enjoyed the cabin. It was cozy and the fireplace heated the cabin well. Don replenished our wood, on the porch, when we were out and about. It was much appreciated. Lots of games which the kids really enjoyed, and adults."
Reviewed on 11 Sept 2026
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland OR
Stay at this family-friendly holiday home in Ashland. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Oregon Shakespeare Festival and ...
9.8/10 Exceptional! (80 reviews)
"Had some trouble with the shower but otherwise this was a very roomy and comfortable place to stay. Reasonable walk from restaurants and OSF."
Reviewed on 11 Sept 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.
