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Find hotels in Skidmore Academy Historic District, Ashland from NT$2,386

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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 NT$5,615
NT$6,261 total
includes taxes & fees
Jan 3 - 2026/1/4
Abigail’s Bed & Breakfast Inn
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, (1002)
"Staff was very helpful and kind. Room was very clean and location fit well for this trip."
United States
jennifer
Plaza Inn & Suites at Ashland Creek
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, (1004)
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
United States
hannelie
The price is NT$2,926
NT$3,593 total
includes taxes & fees
Dec 15 - Dec 16
Lithia Springs Resort
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 NT$4,801
NT$5,305 total
includes taxes & fees
Dec 15 - Dec 16
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
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, (578)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
McCall House Boutique Inn
Front of property
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 1.7 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (259)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is NT$5,580
NT$6,596 total
includes taxes & fees
Jan 4 - 2026/1/5
Winchester Inn
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, (1004)
"Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!"
United States
Holly
The price is NT$2,712
NT$3,491 total
includes taxes & fees
Dec 17 - Dec 18
Ashland Springs Hotel
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
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, (497)
"Staff was friendly and room was clean. "
United States
David
The price is NT$4,024
NT$4,527 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Medford
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 NT$5,002
NT$5,077 total
includes taxes & fees
Jan 2 - 2026/1/3
Hummingbird Estate Wine & Suites
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 NT$5,415
NT$6,092 total
includes taxes & fees
Dec 15 - Dec 16
Lady Geneva Bed and Breakfast
Exterior
Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG
2.5 star property
15.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1001)
"Very nice staff, clean rooms, easy parking."
United States
Richard
The price is NT$3,213
NT$3,615 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express & Suites Medford by IHG
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
9.0 out of 10, Wonderful, (1498)
"A very great stay with our two dogs！"
United States
Yaolin
The price is NT$2,795
NT$3,466 total
includes taxes & fees
Jan 1 - 2026/1/2
Ashland Hills Hotel & Suites
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, (1168)
"Beautiful place to stay "
United States
Daniel
The price is NT$3,201
NT$3,716 total
includes taxes & fees
Dec 17 - Dec 18
Callahan's Mountain Lodge
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 NT$6,016
NT$6,407 total
includes taxes & fees
Dec 15 - Dec 16
Resort at Eagle Point
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 NT$4,211
NT$6,435 total
includes taxes & fees
Dec 16 - Dec 17
A Cowslip's Belle Inn
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 NT$2,121
NT$2,386 total
includes taxes & fees
Dec 16 - Dec 17
Sovana Inn
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, (1003)
"Always a great stay . Very clean and quiet."
United States
jeanne
The price is NT$3,201
NT$3,536 total
includes taxes & fees
Dec 28 - Dec 29
Wine Country Inn
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 NT$5,382
NT$6,001 total
includes taxes & fees
Dec 15 - Dec 16
Palm Cottages
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. Learn more about Skidmore Academy Historic District
Learn more about Skidmore Academy Historic District

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

Flagship Inn of Ashland

Flagship Inn of Ashland

10/10 Excellent
"Huge room Great check in Very comfortable My 5th stay here "
Michael L 1-night trip
Posted 17 hours ago
Flagship Inn of Ashland

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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.