Skidmore Academy Historic District Travel Guide
Ashland


Visit Skidmore Academy Historic District
Things to do

The Cultural Heart of Ashland: A Self-Guided Audio Tour
฿334
per adult
Top hotels in Skidmore Academy Historic District

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,678 per night from 2 Aug to 3 Aug
฿5,678
฿6,788 total
2 Aug - 3 Aug
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,274 per night from 5 Aug to 6 Aug
฿3,274
฿3,851 total
5 Aug - 6 Aug
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
8.8/10 Excellent! (3,177 reviews)
"air conditioner didn't work and it was in the 90s that day. made a terrible noise too every 5-10 minutes."
Reviewed on 31 Jul 2026

Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ฿4,326 per night from 12 Aug to 13 Aug
฿4,326
฿4,391 total
12 Aug - 13 Aug
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 ...
8.8/10 Excellent! (1,010 reviews)
"Everything was nice and clean except the spa. It definitely need service. The water was durty and low on water."
Reviewed on 31 Jul 2026

Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ฿4,306 per night from 2 Aug to 3 Aug
฿4,306
฿4,801 total
2 Aug - 3 Aug
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! (1,003 reviews)
"The staff were kind. I was sick and without asking, the woman in charge carried my bag up to the second floor. The building is cute and in a quiet location."
Reviewed on 29 Jul 2026

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ฿4,602 per night from 30 Aug to 31 Aug
฿4,602
฿5,465 total
30 Aug - 31 Aug
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! (1,510 reviews)
"Staff was great..very comfortable..handle every requested. My TV wasn't working and they send staff to fix it within 5 mins"
Reviewed on 30 Jul 2026

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ฿2,974 per night from 2 Aug to 3 Aug
฿2,974
฿3,316 total
2 Aug - 3 Aug
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! (1,398 reviews)
"Pretty average place. Stayed here a couple years ago and it was great. Not so much this trip. I’ll look for another place next time."
Reviewed on 31 Jul 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.
Check Skidmore Academy Historic District hotel availability
Where to stay in Skidmore Academy Historic District
Find the best Skidmore Academy Historic District areas for the activities you enjoy most.

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 Thomas Theatre.

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.

Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Oregon Shakespeare Festival are some notable places to visit nearby.







