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 entertainment choices 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 lively festivals and entertainment choices.

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

HK$274
per traveller
Ashland Puzzling Adventure
Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

HK$330
per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
Klamath River- Irongate "Kucascas" Dam Scenic Float

Klamath River- Irongate "Kucascas" Dam Scenic Float

HK$1,539
per adult
Klamath River- Irongate "Kucascas" Dam Scenic Float
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 HK$1,845 per night from 1 Aug to 2 Aug
HK$1,845
HK$2,057 total
1 Aug - 2 Aug
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 HK$848 per night from 4 Aug to 5 Aug
HK$848
HK$954 total
4 Aug - 5 Aug
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! (2,187 reviews)
Close to airport
"Close to the airport. We stayed one night due to an early flight. The staff was kind. The room was fine but a bit run down. Overall we liked it."

Reviewed on 26 Jul 2025

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 HK$701 per night from 27 Aug to 28 Aug
HK$701
HK$792 total
27 Aug - 28 Aug
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! (1,031 reviews)
"Nice hotel friendly staff and clean room"

Reviewed on 25 Jul 2025

Quality Inn & Suites Medford Airport
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is HK$1,086 per night from 17 Aug to 18 Aug
HK$1,086
HK$1,289 total
17 Aug - 18 Aug
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! (1,485 reviews)
"I really like the personnel at the main desk, the employees working at the restaurant, and the housekeeping staff. For hotel improvement, it would be convenient for guests if there were some trash receptacles in the hallways. Our fan did not work in the bathroom. Overall, we had an amazing stay."

Reviewed on 27 Jul 2025

Ashland Hills Hotel & Suites
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is HK$825 per night from 17 Aug to 18 Aug
HK$825
HK$837 total
17 Aug - 18 Aug
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! (1,031 reviews)
"Very nice hotel for an overnight stay ( in the middle of nowhere on I-5 ). Clean room & nice bed .Good hot breakfast. 24 hour pool. The elevator was out of order during my stay."

Reviewed on 26 Jul 2025

Comfort Inn & Suites Ashland
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is HK$678 per night from 6 Aug to 7 Aug
HK$678
HK$757 total
6 Aug - 7 Aug
includes taxes & fees
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! (1,024 reviews)
"Amazing breakfast. Amazing Mexican restaurant right in same parking lot. Great pool. Lovely roomy space!"

Reviewed on 26 Jul 2025

Flagship Inn of Ashland
See all 658 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