Ashland, OR

Travel Guide

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

Where to stay in Ashland

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Historic Downtown District

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

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 Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
$178 nightly
The price is $198 total per night from Jul 21 to Jul 22
$198 total
Jul 21 - Jul 22
Total includes taxes and 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! (1,444 reviews)
"Fun retro vibes"

Reviewed on Jul 11, 2025

Ashland Hills Hotel & Suites
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
$109 nightly
The price is $111 total per night from Aug 10 to Aug 11
$111 total
Aug 10 - Aug 11
Total includes taxes and 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! (1,023 reviews)
"Great."

Reviewed on Jul 11, 2025

Comfort Inn & Suites Ashland
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
$159 nightly
The price is $177 total per night from Jul 22 to Jul 23
$177 total
Jul 22 - Jul 23
Total includes taxes and 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! (1,008 reviews)
"This was a great little find for us. Its part of the best western family and we've always had very pleasant experiences with the brand. Its very walkable. So much to see within a few blocks. Great place to stay if you're attending a show for the Shakespeare festival. Our only issue was the spiders. ..."

Reviewed on Jul 12, 2025

The Bard's Inn, BW Signature Collection by Best Western
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 Allen Elizabethan ...
9.6/10 Exceptional! (33 reviews)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"

Reviewed on May 26, 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 Ashland Library and Oregon Cabaret Theatre ...
10/10 Exceptional! (172 reviews)
Our Eighth Year (or so)
"We have been coming to Ashland and OSF for 30 years. We have stayed at many places -- motels out by the freeway, hotels in town, B&Bs, but this place has been our favorite. We have been coming here for the last 8 years or so, this year for four nights. We cooked two nights, and got take out two nights ..."

Reviewed on Jul 5, 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 Allen Elizabethan Theatre ...
10/10 Exceptional! (44 reviews)
Great spot, not to far from downtown Ashland
"We enjoyed the tiki-themed house!"

Reviewed on Jul 1, 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

4.6
Top Destination
5 - Excellent
599
5 - Excellent 65%
4 - Good
278
4 - Good 30%
3 - Okay
36
3 - Okay 4%
2 - Disappointing
5
2 - Disappointing 1%
1 - Terrible
1
1 - Terrible 0%

5/5 - Excellent

Verified traveler

I thought Ashland was a quite nice community

5/5 - Excellent

Verified traveler

Lovely town.

5/5 - Excellent

Verified traveler

Ashland is a favorite place to visit for me. Being there during covid shutdown was weird. Will be back when restrictions lifted and performances come back in 2021.

5/5 - Excellent

Verified traveler

Very cute little fosb

4/5 - Good

Verified traveler

My husband and I live in California and we were traveling to Bonney Lake, WA. We are having a home built in Washington. Ashland was the best stop to stay overnight and onto Washington the next day.

5/5 - Excellent

RB

In normal times, Ashland is a charming town and we have been to the Shakespeare festival frequently. Once Covid19 passes, we would definitely like to return.

Cities near Ashland