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 entertainment choices and acclaimed theatre scene.

Southern Oregon University

Lithia Park

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

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your trip to 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 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$337 per night from 1 Jul to 2 Jul
S$337
1 Jul - 2 Jul
includes taxes & fees
Stay at this 3.5-star B&B in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Oregon Shakespeare Festival and Allen Elizabethan ...
Quick last minute trip to Ashland to see plays
"We did a last minute trip to Ashland to see a few plays this past weekend. Susan and Adam the owners were wonderful hosts and very friendly. We left early in the AM of our check out date and was going to miss the scheduled 9am breakfast. Susan and Adam had a to go plate of the pastry being served ..."

Reviewed on 22 Jul, 2024

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$156 per night from 1 Jul to 2 Jul
S$156
1 Jul - 2 Jul
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! (2,021 reviews)
"The property is quite good while the staff is excellent. Hence the 5 stars."

Reviewed on 20 Jun, 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 S$207 per night from 6 Jul to 7 Jul
S$207
6 Jul - 7 Jul
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! (1,415 reviews)
"We had a great stay! Lovely property."

Reviewed on 17 Jun, 2025

Ashland Hills Hotel & Suites
Compass by Margaritaville in Medford
Compass by Margaritaville in Medford
4 out of 5
2399 S Pacific Hwy, Medford, OR
Stay at this 4-star golf hotel in Medford. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
9.6/10 Exceptional! (892 reviews)
"Very clean! Loved that the hotel floor was not carpet! Friendly staff too."

Reviewed on 18 Jun, 2025

Get rates
Compass by Margaritaville in Medford
Motel 6 Medford, OR - North
Motel 6 Medford, OR - North
2 out of 5
2400 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$87 per night from 30 Jun to 1 Jul
S$87
30 Jun - 1 Jul
includes taxes & fees
Stay at this motel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,008 reviews)
"The desk staff was very friendly and helpful. The room was clean and orderly. One minor thing, guests should bring shampoo, conditioner, and body wash as these aren't included, but this isn't a big deal breaker."

Reviewed on 15 Jun, 2025

Motel 6 Medford, OR - North
Ramada by Wyndham Medford Airport North
Ramada by Wyndham Medford Airport North
2 out of 5
2111 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 30 Jun to 1 Jul
S$110
30 Jun - 1 Jul
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (902 reviews)
"Hawthorne is the centerfold of excellent customer service at this Ramada. Without their assistance this place would not have the same charm."

Reviewed on 18 Jun, 2025

Ramada by Wyndham Medford Airport North
See all 668 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 Angus Bowmer Theatre.

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