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 acclaimed theater scene 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 lively festivals in this family-friendly area.

Lithia Park

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

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 acclaimed theater scene.

Allen Elizabethan Theatre

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 AED 397 per night from May 8 to May 9
AED 397
AED 446 total
includes taxes & fees
8 May - 9 May
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 ...
9/10 Wonderful! (1,886 reviews)
Amazing
"It was really nice clean and relaxing I will be staying there again"

Reviewed on 22 April 2025

Rogue Regency Inn and Suites
Springhill Suites By Marriott Medford Airport
Springhill Suites By Marriott Medford Airport
3 out of 5
3519 HEATHROW WAY, Medford, OR
The price is AED 426 per night from May 3 to May 4
AED 426
AED 479 total
includes taxes & fees
3 May - 4 May
Stay at this 3-star business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (818 reviews)
Nice clean place
"Always a pleasure to stay here. When I visit Oregon this is my place. I really wish you had a hot tub though."

Reviewed on 19 April 2025

Springhill Suites By Marriott Medford Airport
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is AED 426 per night from May 11 to May 12
AED 426
AED 512 total
includes taxes & fees
11 May - 12 May
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! (1,436 reviews)
Spotless
"Beautifully maintained mid century modern resort. Pool was not yet open when I visited. Easy parking and electric chargers. Dog friendly with fenced in excercise area at the back. Large, well maintained bedrooms with terrace or balcony. Great staff that are well trained and friendly."

Reviewed on 24 April 2025

Ashland Hills Hotel & Suites
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is AED 404 per night from Apr 27 to Apr 28
AED 404
AED 450 total
includes taxes & fees
27 Apr - 28 Apr
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,540 reviews)
"Friendly front desk. Spacious room with kitchenette."

Reviewed on 25 April 2025

Stratford Inn
Quality Inn & Suites Medford Airport
Quality Inn & Suites Medford Airport
2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is AED 291 per night from Apr 26 to Apr 27
AED 291
AED 329 total
includes taxes & fees
26 Apr - 27 Apr
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! (1,004 reviews)
"Staff was very friendly. There were loud people in hallway then in room next door. I DID NOT FIND AN ELEVATOR and lugged my suitcase up the stais."

Reviewed on 25 April 2025

Quality Inn & Suites Medford Airport
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 out of 5
285 Peninger Rd, Central Point, OR
The price is AED 349 per night from May 11 to May 12
AED 349
AED 393 total
includes taxes & fees
11 May - 12 May
Book a stay at this business-friendly hotel in Central Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,002 reviews)
"Hotel was very clean and comfortable. We’re staying there again on our return trip home"

Reviewed on 23 April 2025

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
See all 653 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 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 Ashland Library and Oregon Cabaret 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 Ashland Library and Lithia Park.

Siskiyou-Hargadine Historic District

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