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

5/5(133 area reviews)

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

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
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is SAR 519 per night from Jul 22 to Jul 23
SAR 519
SAR 616 total
22 Jul - 23 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! (1,462 reviews)
Nice hotel and rooms are clean.
"I have stayed here before, an older hotel, but well kept, friendly staff, and the rooms are clean."

Reviewed on 17 July 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
The price is SAR 365 per night from Aug 17 to Aug 18
SAR 365
SAR 370 total
17 Aug - 18 Aug
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)
"Had a great time thank you"

Reviewed on 16 July 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
The price is SAR 596 per night from Jul 22 to Jul 23
SAR 596
SAR 665 total
22 Jul - 23 Jul
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! (1,000 reviews)
"Just returned from my 3rd stay at the Bard's Inn and it will not be the last. I absolutely love everything about this hotel. The location is prime. Very close to downtown shops and restaurants 1-3 minutes. 5 minute walk to Lithia Park. Staff is very friendly. Extremely quiet. I saw other guests but ..."

Reviewed on 13 July 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 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 Ashland Library and Oregon Cabaret Theatre ...
10/10 Exceptional! (173 reviews)
Fab front porch in great location
"Our three generations family have stayed here multiple times and the house continues to work out very well! Easy walk to OSF theatres, restaurants, Lithia Park and the Co-op.We’ll be back again next year!"

Reviewed on 17 July 2025

In the historic railroad district, walking distance to all the best of Ashland!
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
1023 E Main St, Ashland, OR
Stay at this 4-star vacation home in Ashland. Enjoy free WiFi, free parking, and a garden. Popular attractions Ashland Library and North Mountain Park are located ...
Beautiful Home Away From Home
"Hannah was such a good communicator and so helpful for my husband and I… We were in Ashland to visit friends and it was such a great place to be. So centrally located but also spacious and clean and beautiful… We would stay there anytime and hope to stay there again"

Reviewed on 2 May 2025

Barclay Klum House by WanderLodges
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

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.