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Our top choices for Skidmore Academy Historic District hotels

Abigail Rockefeller | Egyptian cotton sheets, premium bedding, pillowtop beds
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 ￥28,148
￥31,385 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Abigail’s Bed & Breakfast Inn
Exterior
La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford
3.0 star property
23.9 km from Skidmore Academy Historic District
7.4 out of 10, Good, (1003)
"Great staff "
United States
Stacy
The price is ￥12,446
￥15,583 total
includes taxes & fees
Jan 13 - Jan 14, 2026
La Quinta Inn & Suites by Wyndham Central Point - Medford
Exterior
Resort at Eagle Point

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
29 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (265)
"Great place to stay! "
United States
Jeneen
The price is ￥16,422
￥17,489 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Resort at Eagle Point
Exterior
Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford
2.0 star property
23.6 km from Skidmore Academy Historic District
7.4 out of 10, Good, (1000)
"Great staff here stayed here before will stay again"
United States
Celeste
The price is ￥9,969
￥11,214 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Super 8 by Wyndham Central Pt Medford
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
9.0 out of 10, Wonderful, (1001)
"Clean room, check-in was quick "
United States
Karen
The price is ￥15,794
￥17,769 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Front of property
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
24.4 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (153)
"Amazing stay!"
United States
Wyatt
The price is ￥26,429
￥26,826 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hummingbird Estate Wine & Suites
Front of property
The Orth House Inn by Remotion

The Orth House Inn by Remotion

The Orth House Inn by Remotion
3.5 star property
23.3 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (22)
"It was a lovely stay! "
United States
Julie
The price is ￥22,519
￥32,703 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The Orth House Inn by Remotion
Lobby sitting area
Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
2.0 star property
11 km from Skidmore Academy Historic District
8.2 out of 10, Very Good, (601)
"well, the rooms are really nice and clean. I would definitely stay there again."
United States
Kris
The price is ￥11,932
￥12,827 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Americas Best Value Inn Phoenix Medford
Property entrance
McCully House Inn

McCully House Inn

McCully House Inn
3.5 star property
23.1 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (196)
"We really enjoyed our stay at this property. Highly recommend if you’re in the area. "
United States
Kim C
The price is ￥41,075
￥47,111 total
includes taxes & fees
Jan 4 - Jan 5, 2026
McCully House Inn
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 ￥13,788
￥13,995 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Best Western Crater Lake Highway White City/Medford
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
23.8 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is ￥22,941
￥38,141 total
includes taxes & fees
Jan 29 - Jan 30, 2026
The Rellik House and Winery
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

Green Springs Inn
2.0 star property
23.5 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (109)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is ￥13,707
￥17,869 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Green Springs Inn
Exterior
Magnolia Hotel

Magnolia Hotel

Magnolia Hotel
3.0 star property
23.1 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (778)
"We loved our stay! What a great location and beautifully decorated for the holidays. "
United States
kathleen
The price is ￥24,004
￥26,524 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Magnolia Hotel
32-inch flat-screen TV with cable channels, TV
Wine Country Inn

Wine Country Inn

Wine Country Inn
3.0 star property
23 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1005)
"Service was friendly and breakfast was simple, but good."
United States
Constance
The price is ￥16,704
￥18,459 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wine Country Inn
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, (1019)
"Excellent place to stay with the family. Respectful and friendly staff."
United States
Ravi
The price is ￥17,157
￥19,301 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Springhill Suites By Marriott Medford Airport
Reception
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
14.9 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (1007)
"Had a great stay!"
United States
Amie
Compass by Margaritaville in Medford
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
6.7 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is ￥18,986
￥34,127 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Paschal Winery
Free daily on-the-go breakfast
Clarion Pointe Medford

Clarion Pointe Medford

Clarion Pointe Medford
2.5 star property
16.3 km from Skidmore Academy Historic District
8.0 out of 10, Very Good, (1093)
"Very good value staying here. Breakfast was great for my family, with a very attentive staff person keeping things neat and tidy. Room was clean and everything was great. Would definitely stay here again."
United States
Edward
The price is ￥12,634
￥14,214 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Clarion Pointe Medford
Free daily buffet breakfast
SpringHill Suites by Marriott Medford

SpringHill Suites by Marriott Medford

SpringHill Suites by Marriott Medford
3.0 star property
15.7 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1000)
"The room was very spacious and the hotel breakfast was great. "
United States
BethAnne
The price is ￥17,147
￥19,290 total
includes taxes & fees
Jan 5 - Jan 6, 2026
SpringHill Suites by Marriott Medford
Exterior
Candlewood Suites Medford by IHG

Candlewood Suites Medford by IHG

Candlewood Suites Medford by IHG
2.5 star property
22.1 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (665)
"Great place"
United States
George
The price is ￥13,725
￥15,441 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Candlewood Suites Medford by IHG
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 and neighborhoods for the activities you enjoy most.

Historic Downtown District

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

Top Skidmore Academy Historic District Hotel Reviews

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

10/10 Excellent
"Staff, good room, great mattresses. "
Nancy 1-night trip
Posted 2 days ago
Compass by Margaritaville in Medford

Frequently asked questions

What's it like in Skidmore Academy Historic District?
You'll be sure to have fun visiting Ashland's Skidmore Academy Historic District neighborhood.
What's the best accommodation in Skidmore Academy Historic District?
Based on our traveler data, Abigail's Bed & Breakfast Inn is one of the top choices for your stay in Skidmore Academy Historic District. This B&B offers free parking and a snack bar/deli.
How many hotels should I expect to find in Skidmore Academy Historic District?
Book one of Expedia's 5 hotels and other accommodations 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, the majority of hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the top deals on offer in Skidmore Academy Historic District.
Where can I learn more about changing or cancelling my trip to Skidmore Academy Historic District?
For additional details about picking new dates or cancelling your trip to Skidmore Academy Historic District, go to https://www.expedia.com/service/.
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.