Ashland Hotel Guide. Hotels in Skidmore Academy Historic District, Ashland, United States of America

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Our top choices for Skidmore Academy Historic District hotels

Abigail Rockefeller
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 €171
includes taxes & fees
3 Jan - 4 Jan 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 €147
includes taxes & fees
31 Dec - 1 Jan 2026
Hummingbird Estate Wine & Suites
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, (777)
"We loved our stay! What a great location and beautifully decorated for the holidays. "
United States
kathleen
The price is €145
includes taxes & fees
22 Dec - 23 Dec
Magnolia Hotel
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views
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 | Private kitchen
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 €286
includes taxes & fees
22 Dec - 23 Dec
The Mountain Ave House by WanderLodges
BBQ/picnic Area
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 €67
includes taxes & fees
24 Dec - 25 Dec
Ashland Motel - Oregon
Standard Double Room (No Pets Allowed)
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, (1001)
"Very kind"
United States
Stephanie
The price is €64
includes taxes & fees
22 Dec - 23 Dec
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, (580)
"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 €175
includes taxes & fees
22 Dec - 23 Dec
Resort at Eagle Point
City Bungalow, Garden Area | Private kitchen
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 €172
includes taxes & fees
22 Dec - 23 Dec
Hanna's House by WanderLodges
Lobby sitting area
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 €167
includes taxes & fees
26 Dec - 27 Dec
Lady Geneva Bed and Breakfast
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, (108)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is €104
includes taxes & fees
22 Dec - 23 Dec
Green Springs Inn
Main House | 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 €176
includes taxes & fees
22 Dec - 23 Dec
A Cowslip's Belle Inn
Family House, Kitchen, Garden View | Private kitchen
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 €220
includes taxes & fees
30 Dec - 31 Dec
Lanka Rose House by WanderLodges
Glamp Cottage Trailer | Living area
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 €192
includes taxes & fees
28 Dec - 29 Dec
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 €145
includes taxes & fees
22 Dec - 23 Dec
Palm Cottages
Free daily full breakfast
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 | Private kitchen
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 €236
includes taxes & fees
2 Jan - 3 Jan 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, (1003)
"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 €98
includes taxes & fees
30 Dec - 31 Dec
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 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, Thomas Theatre and Oregon Shakespeare Festival 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

Stratford Inn

Stratford Inn

10/10 Excellent
"Clean and quite"
nina 1-night trip
Posted 4 days ago
Stratford Inn

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.
What's the best accommodation in Skidmore Academy Historic District?
Based on our traveller 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 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.