Ashland

Travel Guide

Ashland
Photo by Lily S
Photo by Jacqueline Sawatzky
Photo by Shannon Willitts
Photo by Shannon Willitts

Where to stay in Ashland

Default Image

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.

Historic Downtown District
Default Image

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.

Historic Railroad District
Default Image

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.

Siskiyou-Hargadine Historic District
Default Image

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.

Skidmore Academy Historic District
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is HK$763 per night from 20 Jul to 21 Jul
HK$763
HK$775 total
20 Jul - 21 Jul
includes taxes & fees
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 ...
8.6/10 Excellent! (1,003 reviews)
"Safety , cleanliness . Wish someone would help carry our baggage downstairs ."

Reviewed on 3 Jul 2025

Comfort Inn & Suites Ashland
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is HK$895 per night from 27 Jul to 28 Jul
HK$895
HK$1,076 total
27 Jul - 28 Jul
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)
"This hotel was excellent! We were just driving through Ashland but we would highly recommend staying here!"

Reviewed on 1 Jul 2025

Ashland Hills Hotel & Suites
Flagship Inn of Ashland
Flagship Inn of Ashland
2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is HK$801 per night from 7 Jul to 8 Jul
HK$801
HK$893 total
7 Jul - 8 Jul
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 ...
8.8/10 Excellent! (1,002 reviews)
"Extremely friendly staff."

Reviewed on 4 Jul 2025

Flagship Inn of 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.
A Cowslip's Belle Inn
A Cowslip's Belle Inn
3 out of 5
159 N Main St, Ashland, OR
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Oregon Shakespeare ...
9.6/10 Exceptional! (33 reviews)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"

Reviewed on 26 May 2025

A Cowslip's Belle Inn
In the historic railroad district, walking distance to all the best of Ashland!
In the historic railroad district, walking distance to all the best of Ashland!
Ashland
Stay at this vacation home in Ashland. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Oregon Shakespeare Festival and Ashland Library ...
10/10 Exceptional! (170 reviews)
Great House!!
"We thoroughly enjoyed our stay in the house with easy access to everything in the theater district! The house is comfortable and well stocked. We'll be back!"

Reviewed on 20 May 2025

In the historic railroad district, walking distance to all the best of Ashland!
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
Ashland
Book a stay at this family-friendly vacation home in Ashland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Oregon Shakespeare Festival ...
10/10 Exceptional! (44 reviews)
Great spot, not to far from downtown Ashland
"We enjoyed the tiki-themed house!"

Reviewed on 1 Jul 2025

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
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.

Popular places to visit

Things to do

Reviews of Ashland

4
Top destination
5 - Excellent
0
5 - Excellent 0%
4 - Good
1
4 - Good 100%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveller

A fun, quirky town and we were glad to experience the Shakespeare festival