Skidmore Academy Historic District, OR

Ashland

Photo by Shannon Willitts
Photo by Shannon Willitts

Popular places to visit

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
Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

Mount Ashland Ski Area

4/5(70 reviews)

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.

Mount Ashland Ski Area

Southern Oregon University

4.5/5(146 reviews)

Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's lively festivals and entertainment choices.

Southern Oregon University

Lithia Park

4.5/5(481 reviews)

Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.

Lithia Park

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.

Allen Elizabethan Theatre

Howard Prairie Lake

Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savor the top-notch restaurants.

Howard Prairie Lake

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
The price is NT$3,124 per night from Aug 1 to Aug 2
NT$3,124
NT$3,514 total
Aug 1 - Aug 2
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,085 reviews)
"Older hotel but still nice. Larger rooms than many hotels I’ve stayed at. The breakfast was either not very good or there was no food when we went."

Reviewed on 2025/7/7

Rogue Regency Inn and Suites
Quality Inn & Suites Medford Airport
Quality Inn & Suites Medford Airport
2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is NT$2,581 per night from Aug 5 to Aug 6
NT$2,581
NT$2,919 total
Aug 5 - Aug 6
includes taxes & fees
Book a stay at this spa hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,012 reviews)
"It’s Quality Inn, which is t one of the larger, more prominent chains, but it was a great, clean, easy to navigate room and checked all the boxes a hotel should. Would definitely stay here again."

Reviewed on 2025/7/6

Quality Inn & Suites Medford Airport
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is NT$2,746 per night from Aug 3 to Aug 4
NT$2,746
NT$2,787 total
Aug 3 - Aug 4
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! (1,006 reviews)
"this is a very nice motel. Friendly, clean, comfortable, good free breakfast. Good price. Close to town. We will stay again."

Reviewed on 2025/7/5

Comfort Inn & Suites Ashland
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is NT$3,297 per night from Jul 27 to Jul 28
NT$3,297
NT$3,965 total
Jul 27 - Jul 28
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! (1,429 reviews)
"Large rooms and great view from courtyard balcony."

Reviewed on 2025/7/5

Ashland Hills Hotel & Suites
Clarion Pointe Medford
Clarion Pointe Medford
2.5 out of 5
1501 S Pacific Hwy, Medford, OR
The price is NT$2,551 per night from Aug 7 to Aug 8
NT$2,551
NT$2,870 total
Aug 7 - Aug 8
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.8/10 Good! (1,023 reviews)
"It was very nice"

Reviewed on 2025/7/6

Clarion Pointe Medford
My Place Hotel-Medford OR
My Place Hotel-Medford OR
3 out of 5
580 Airport Rd, Medford, OR
The price is NT$3,725 per night from Jul 20 to Jul 21
NT$3,725
NT$4,191 total
Jul 20 - Jul 21
includes taxes & fees
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,371 reviews)
"The only issue we had was the bathroom garbage had not been emptied from previous guests. Otherwise room was clean and staff courteous and friendly. We’ve stayed here a few times and will stay at My Place hotels in the future"

Reviewed on 2025/7/5

My Place Hotel-Medford OR
See all 656 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.

Other neighborhoods around Skidmore Academy Historic District

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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 Angus Bowmer Theatre 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

Skidmore Academy Historic District, OR