Skidmore Academy Historic District

Ashland

Photo by Shannon Willitts
Photo by Shannon Willitts

Popular places to visit

Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can get tickets for a performance 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
Mount Ashland Ski Area

Mount Ashland Ski Area

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

Mount Ashland Ski Area

Southern Oregon University

Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and lively festivals.

Southern Oregon University

Lithia Park

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

Lithia Park

Oregon Cabaret Theatre

You can get tickets for a performance at Oregon Cabaret Theatre during your stay in 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 savour the top-notch restaurants.

Howard Prairie Lake

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

S$45
per traveller
Ashland Puzzling Adventure
Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

S$54
per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
See all activities in Ashland

Top hotels in Skidmore Academy Historic District

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn

3.5 out of 5
451 North Main Street, Ashland, OR
The price is S$370 per night from 18 Sept to 19 Sept
S$370
18 Sept - 19 Sept
includes taxes & fees
Stay at this 3.5-star B&B in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Allen Elizabethan Theatre and Angus Bowmer ...
9.6/10 Exceptional! (42 reviews)
Abigail's B & B
"Abigail's is a lovely B & B and the hosts are quite accommodating. We felt very welcome in their home and were provided several amenities including a blanket and seat cushions for the play we attended in the outdoor Elizabethan Theatre."

Reviewed on 14 Jul, 2025

Abigail’s Bed & Breakfast Inn
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
The price is S$155 per night from 24 Sept to 25 Sept
S$155
24 Sept - 25 Sept
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! (2,405 reviews)
"The room was clean and quiet, and I loved the Airport shuttle."

Reviewed on 16 Sept, 2025

Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 28 Sept to 29 Sept
S$182
28 Sept - 29 Sept
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! (1,461 reviews)
"This is our second time staying here and we absolutely love the property the amenities. The only thing we wish is that the breakfast was still available. We were kind of bummed that that was not an option."

Reviewed on 15 Sept, 2025

Ashland Hills Hotel & Suites
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Book a 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 ...
8.8/10 Excellent! (1,021 reviews)
"Super comfy bed, nice shower, quiet surroundings."

Reviewed on 16 Sept, 2025

Get rates
Flagship Inn of Ashland
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd, Medford, OR
The price is S$135 per night from 1 Oct to 2 Oct
S$135
1 Oct - 2 Oct
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! (1,452 reviews)
"Simple efficient room with everything you need for a short or extended stay. We arrived at 10pm and left at 9 am so all we cared about was sleep and the bed was pretty comfortable. The price was right and there is a sweet coffee shop just across the parking lot"

Reviewed on 15 Sept, 2025

My Place Hotel-Medford OR
La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

3 out of 5
1777 La Rue Dr, Central Point, OR
The price is S$154 per night from 18 Sept to 19 Sept
S$154
18 Sept - 19 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Central Point. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,010 reviews)
"The room was clean and bed comfortable. Just what we needed for a one night stay. The breakfast was not that great.."

Reviewed on 6 Sept, 2025

La Quinta Inn & Suites by Wyndham Central Point - Medford
See all 673 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 neighbourhoods around Skidmore Academy Historic District

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Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Downtown District
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Historic Railroad District

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

Historic Railroad District
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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.

Siskiyou-Hargadine Historic District

Skidmore Academy Historic District