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Search Hotels in Skidmore Academy Historic District, Ashland

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Our top choices for Skidmore Academy Historic District hotels

Exterior
Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (62)
"Best B and B in Ashland we have ever stayed at in thirty years . Amazing food and very comfortable."
United States
Andrew
The price is 4.739.580 ₫
5.284.632 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Abigail’s Bed & Breakfast Inn
Exterior
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
23.6 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1001)
"Great room, quiet and clean. "
United States
james
The price is 2.448.783 ₫
2.754.882 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Lobby lounge
Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
3.0 star property
21.9 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (1009)
"Very clean and very new hotel with excellent breakfast!"
Canada
Shaiba
The price is 2.896.410 ₫
3.258.462 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Springhill Suites By Marriott Medford Airport
Front of property
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
3.3 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1205)
"Beautiful room and friendly staff. "
United States
Jackie
The price is 1.777.342 ₫
1.981.736 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Flagship Inn of Ashland
Indoor spa tub
Stratford Inn

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 2.1 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1617)
"Great place to stay. The room was very nice and staff were great."
United States
Dane
The price is 2.132.811 ₫
2.378.084 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Stratford Inn
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
2.6 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1000)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is 2.155.456 ₫
2.187.788 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Comfort Inn & Suites Ashland
Exterior
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
17.9 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1169)
"Beautiful place to stay "
United States
Daniel
The price is 2.701.561 ₫
3.137.049 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Callahan's Mountain Lodge
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
5.6 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1493)
"What a great place to stay"
United States
christine
The price is 2.359.521 ₫
2.925.901 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Hills Hotel & Suites
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
5.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1000)
"Staff was incredibly friendly, kept the room clean and assisted us with food recommendations."
United States
Isaac
The price is 2.870.079 ₫
3.200.270 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Best Western Windsor Inn
Full-sized fridge, stovetop, coffee/tea maker, toaster
My Place Hotel-Medford OR

My Place Hotel-Medford OR

My Place Hotel-Medford OR
3.0 star property
22.3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1521)
"Nice new and clean hotel. "
United States
Daniel
The price is 2.324.764 ₫
2.615.359 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
My Place Hotel-Medford OR
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 1.5 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1002)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is 2.288.954 ₫
2.946.966 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Ashland Springs Hotel
Exterior
Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
5.7 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1003)
"Friendly staff, easy, check-in, close parking, clean rooms, quiet. Good breakfast. Hot cakes, bacon, sausage, eggs, cinnamon rolls, yogurt everything you could want."
United States
Tiea
The price is 2.738.424 ₫
3.053.342 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Ashland by IHG
Indoor pool
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport
3.0 star property
20.5 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (2724)
"Clean, good area and good breakfast. "
United States
hope
The price is 2.251.300 ₫
2.532.712 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Rogue Regency Inn Medford Airport
Suite, Non Smoking | In-room safe, desk, soundproofing, iron/ironing board
Comfort Inn Medford North

Comfort Inn Medford North

Comfort Inn Medford North
2.5 star property
20.4 km from Skidmore Academy Historic District
8.4 out of 10, Very good, (1005)
"Comfortable room, friendly helpful staff, quiet"
United States
Beckie
The price is 1.892.553 ₫
2.167.305 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort Inn Medford North
Property amenity
Fairfield Inn & Suites by Marriott Medford

Fairfield Inn & Suites by Marriott Medford

Fairfield Inn & Suites by Marriott Medford
2.5 star property
15.4 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (503)
"Staff was friendly and room was clean. "
United States
David
The price is 3.133.389 ₫
3.525.194 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Fairfield Inn & Suites by Marriott Medford
Free WiFi, bed sheets
Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

Motel 6 Medford, OR - North
2.0 star property
20.5 km from Skidmore Academy Historic District
7.4 out of 10, Good, (1065)
"Perfect location "
United States
Sheri
The price is 1.026.909 ₫
1.155.404 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Motel 6 Medford, OR - North
Lobby
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 1.1 km from Skidmore Academy Historic District
8.6 out of 10, Excellent, (1005)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is 2.765.018 ₫
3.082.994 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
The Bard's Inn, BW Signature Collection by Best Western
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
3.7 km from Skidmore Academy Historic District
8.6 out of 10, Excellent, (1001)
"Room very good and vintage 70s style. "
United States
James P
The price is 1.635.155 ₫
1.823.198 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Timbers INN and Suites
Lobby
Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
2.5 star property
26.5 km from Skidmore Academy Historic District
8.2 out of 10, Very good, (1000)
"This place was perfect to spend the night. "
United States
Luis
The price is 2.327.660 ₫
2.362.575 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Best Western Crater Lake Highway White City/Medford
Free daily buffet breakfast
Hampton Inn Medford

Hampton Inn Medford

Hampton Inn Medford
2.5 star property
19.7 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1006)
"Room was clean, staff was very helpful and breakfast was great."
United States
Ron
The price is 2.245.508 ₫
2.526.196 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Medford
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.
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Where to stay in Skidmore Academy Historic District

Find the best Skidmore Academy Historic District areas for the activities you enjoy most.

Historic Downtown District

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

Historic Railroad District

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

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.

Top Skidmore Academy Historic District Hotel Reviews

Frequently asked questions

What's it like in Skidmore Academy Historic District?
You'll be sure to have fun exploring Ashland's Skidmore Academy Historic District neighbourhood.
How many hotels will I find in Skidmore Academy Historic District?
Book one of Expedia's 5 hotels and other accommodation options in Skidmore Academy Historic District and start exploring everything Ashland has to offer.
If I need to cancel my hotel reservation in Skidmore Academy Historic District, will I receive a refund?
Yes, most hotel reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals in Skidmore Academy Historic District.
What are the top things to see and do in Skidmore Academy Historic District?
Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre are just a few of the places to visit in and around Skidmore Academy Historic District. Oregon Shakespeare Festival and Oregon Cabaret Theatre are also worth a visit when you're out sightseeing in Ashland.