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 acclaimed theater scene.

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

Oregon Cabaret Theatre

4.5/5(47 reviews)

You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret 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 SAR 385 per night from Feb 9 to Feb 10
SAR 385
SAR 433 total
includes taxes & fees
9 Feb - 10 Feb
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! (1,729 reviews)
"Nice place due to restarunt"

Reviewed on 7 February 2025

Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is SAR 364 per night from Feb 23 to Feb 24
SAR 364
SAR 443 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,477 reviews)
"Great service"

Reviewed on 1 February 2025

Ashland Hills Hotel & Suites
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is SAR 319 per night from Feb 10 to Feb 11
SAR 319
SAR 355 total
includes taxes & fees
10 Feb - 11 Feb
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! (1,524 reviews)
"We enjoyed our stay very much and would stay again. The room was clean, attractive, and quiet. The staff was friendly and helpful."

Reviewed on 7 February 2025

Stratford Inn
Springhill Suites By Marriott Medford Airport
Springhill Suites By Marriott Medford Airport
3 out of 5
3519 HEATHROW WAY, Medford, OR
The price is SAR 476 per night from Feb 16 to Feb 17
SAR 476
SAR 536 total
includes taxes & fees
16 Feb - 17 Feb
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! (747 reviews)
"Hotel was very clean and room spacious. The staff were very friendly and welcoming. Would stay there again if in the area."

Reviewed on 5 February 2025

Springhill Suites By Marriott Medford Airport
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
The price is SAR 509 per night from Feb 9 to Feb 10
SAR 509
SAR 586 total
includes taxes & fees
9 Feb - 10 Feb
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
Disappointed.
"We have stayed here several times over the years & it’s always beautiful. Our room this time was SUPER crowded. Way too much furniture. It was also snowing and there was no attempt to have the parking lot or surrounding areas plowed or shoveled. The front sidewalk and drop off area at a minimum should ..."

Reviewed on 5 February 2025

Ashland Springs Hotel
Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
2.5 out of 5
285 Peninger Rd, Central Point, OR
The price is SAR 311 per night from Feb 23 to Feb 24
SAR 311
SAR 350 total
includes taxes & fees
23 Feb - 24 Feb
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)
"Very nice. breakfast food very good and lady working the breakfast very attentive and welcoming!!!"

Reviewed on 7 February 2025

Holiday Inn Express Hotel & Suites Medford-Central Point, an IHG Hotel
See all 644 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, Oregon Shakespeare Festival and Oregon Cabaret 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 Oregon Shakespeare Festival 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

Skidmore Academy Historic District, OR

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