Find 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 ₩265,730
₩296,289 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Abigail’s Bed & Breakfast Inn
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, (150)
"Amazing stay!"
United States
Wyatt
The price is ₩236,704
₩240,254 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hummingbird Estate Wine & Suites
Terrace/patio
Magnolia Hotel

Magnolia Hotel

Magnolia Hotel
3.0 star property
23.1 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (777)
"We loved our stay! What a great location and beautifully decorated for the holidays. "
United States
kathleen
The price is ₩227,199
₩251,056 total
includes taxes & fees
Dec 21 - Dec 22
Magnolia Hotel
Terrace/patio
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 1.8 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Grand House | Living area | 65-inch TV with digital channels, streaming services
The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
2.5 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is ₩237,829
₩493,980 total
includes taxes & fees
Dec 21 - Dec 22
The Mountain Ave House by WanderLodges
Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, desk, free WiFi, bed sheets
Ashland Motel - Oregon

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
3.2 km from Skidmore Academy Historic District
7.8 out of 10, Good, (216)
"Great service "
United States
James
The price is ₩98,173
₩109,463 total
includes taxes & fees
Dec 21 - Dec 22
Ashland Motel - Oregon
Standard Double Room (No Pets Allowed) | Pillowtop beds, desk, blackout drapes, iron/ironing board
Sovana Inn

Sovana Inn

Sovana Inn
2.0 star property
16.5 km from Skidmore Academy Historic District
8.2 out of 10, Very Good, (1000)
"Staff was courteous and friendly. Room was clean and pleasant. Breakfast was very simple and delicious. So nice breakfast items are offered to earlier departures, much appreciated."
United States
Renita
The price is ₩98,911
₩111,275 total
includes taxes & fees
Dec 21 - Dec 22
Sovana Inn
Front of property
McCall House Boutique Inn

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 1.3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (579)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
McCall House Boutique Inn
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 ₩284,715
₩303,213 total
includes taxes & fees
Dec 21 - Dec 22
Resort at Eagle Point
Interior detail
Hanna's House by WanderLodges

Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District, 1.8 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is ₩165,350
₩297,942 total
includes taxes & fees
Dec 21 - Dec 22
Hanna's House by WanderLodges
Exterior
Lady Geneva Bed and Breakfast

Lady Geneva Bed and Breakfast

Lady Geneva Bed and Breakfast
3.5 star property
17.8 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (71)
"This bnb was so charming and the couple that runs and owns it is lovely. They make a wonderful breakfast and the rooms are gorgeous. Historic building at it's finest. "
United States
Maria
The price is ₩256,282
₩288,317 total
includes taxes & fees
Dec 21 - Dec 22
Lady Geneva Bed and Breakfast
Exterior
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, (108)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is ₩139,508
₩179,062 total
includes taxes & fees
Dec 23 - Dec 24
Green Springs Inn
Terrace/patio
A Cowslip's Belle Inn

A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
0.9 km from Skidmore Academy Historic District
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is ₩199,298
₩304,518 total
includes taxes & fees
Dec 24 - Dec 25
A Cowslip's Belle Inn
35-inch Smart TV with digital channels, Netflix, Hulu
Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
10.7 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (2)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is ₩163,822
₩380,831 total
includes taxes & fees
Dec 21 - Dec 22
Lanka Rose House by WanderLodges
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 ₩188,669
₩331,746 total
includes taxes & fees
Dec 21 - Dec 22
Paschal Winery
Seasonal outdoor pool
Palm Cottages

Palm Cottages

Palm Cottages
2.5 star property
3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (211)
"The room was not only spotless, but unique and very charming decor. It is like a little house and I wanted to stay another night just to enjoy reading in the little window nook!"
United States
Jennifer
The price is ₩263,959
₩294,311 total
includes taxes & fees
Dec 21 - Dec 22
Palm Cottages
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas
Country Willows Inn and Estate

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
5.5 km from Skidmore Academy Historic District
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Living area
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
2.4 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ₩189,997
₩407,727 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Barclay Klum House by WanderLodges
Front of property
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
2.2 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1001)
"This is an exceptional resort. It is a good value in beautiful surroundings. Friendly staff and a great breakfast for an additional $5. "
United States
Christine
The price is ₩138,460
₩170,068 total
includes taxes & fees
Dec 30 - Dec 31
Lithia Springs Resort
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
1 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1000)
"Nice stay again in Ashland amazing location for food and shopping! Love the local vibe. Comfortable bed and simple breakfast to start the day off right! "
United States
Brian
Plaza Inn & Suites at Ashland Creek
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, Thomas Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Historic Railroad District

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

Siskiyou-Hargadine Historic District

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

Top Skidmore Academy Historic District Hotel Reviews

Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport

10/10 Excellent
"Kind staff, great breakfast, clean rooms, very convenient to the airport! I'd definitely recommend. "
Christina L 6-night trip
Posted 1 day ago
Springhill Suites By Marriott Medford Airport

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.