Skidmore Academy Historic District Vacations

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Where to stay in Skidmore Academy Historic District

Find the best Skidmore Academy Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Skidmore Academy Historic District
Landmark building in Ashland Oregon.

Historic Downtown District

4 out of top 10 points of interest in this area
5/5(133 area reviews)

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

Find hotels in Historic Downtown District

Skidmore Academy Historic District Hotel Deals

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (2,829 reviews)
Clean and very helpful

Reviewed on Feb 11, 2026

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Rogue Regency Inn and Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,682 reviews)
Close to downtown, great costumer service

Reviewed on Feb 11, 2026

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Stratford Inn
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ￥13,274 per night from Feb 16 to Feb 17
￥13,274
￥17,091 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (1,019 reviews)
This place is beautiful!

Reviewed on Feb 9, 2026

Ashland Springs Hotel
See all 703 properties in Skidmore Academy Historic District
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.

Discover the most popular places to visit in Skidmore Academy Historic District

Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

Oregon Shakespeare Festival

4.5/5(265 reviews)

You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
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