The Best Hotels in Skidmore Academy Historic District, Ashland - 2026 Updated Prices

A town with buildings and trees in autumn colors, surrounded by mountains.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Where to stay in Skidmore Academy Historic District

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

A paved pedestrian area with trees, a white building with a green awning, and a dog walking.

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.

See properties

A rusted metal bridge in a forested area.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Angus Bowmer Theatre are some notable places to visit nearby.

See properties

A tree-lined street with a mountain backdrop.

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.

See properties

Top Skidmore Academy Historic District Hotel Reviews

Springhill Suites By Marriott Medford Airport

10/10 Excellent

"I love this hotel! My favorite to stay in, I just wish the pool was heated."

Compass by Margaritaville in Medford

10/10 Excellent

"Totally fabulous hotel, do not hesitate to stay here. What a glorious oasis on a road trip! You really feel like you’re in a top resort in the Caribbean! And the price is right too! Spotlessly clean everywhere. Beautiful areas to sit and lounge both inside and outside. Great food and drinks and very well priced. Handy self service laundry. The rooms are spacious, more than enough for 4 adults. Great breakfast - could do with a microwave. Really, really could do with a hot tub (and a warmer pool) and this place would be the total package. Cherokee at check in was fabulous and was very kind to my son as it was his birthday. Same in the restaurant that night. Loved it - and I’m extremely fussy! ❤️"

My Place Hotel-Medford OR

8/10 Good

"I was appreciating the little kitchenette.... and chose he motel based on the ull size fridge and 2 burner stovetop. They need to say that NO POTS OR UTENSILS ARE PROVIDED,. They had 1 pot and a few pieces of cutlerly in the lobby , but who wants to buy a cheap panyou'll only use while there. I highly recommend either a lending system where a peraon is charged i the walk off with a pan vs leaving it in the room. OR at least say there is a stove but you are on your own for utensils. Felt a bit bait and switch"

Prospero's Flagship Inn

8/10 Good

"#1 Southern Oregon is footsteps away. We were at the tour start stop withing a 5 minute walk. Our room was very clean and included a good sized mini fridge, A K-cup machine and assorted PODS. More PODS were available in the office. The pool was clean and there were chairs and towels located at the pool. Ice machine worked great. We had breakfast two days. On both days there were juices, coffee, yogurts. muffins, bread/bagel selection, butter/cream cheese/jam, make your own waffles with and stuff to put on top. Fresh Fruit was only available on day 2, but we did not ask the front desk what was in the bowl. On day two the bowl had oranges and bananas. Parking was easy to find and usuall available right in front. It was less than a 10 minute drive to the Shaskespeare festival and lots of cute boutiques and restaurants. ( 7-even, Subway, Mexican Food and a Sanwhich shop were all within a 2-3 minute walk from the Inn if you don't want to drive downtown.)"

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Skidmore Academy Historic District on Expedia.com

Search Hotels in Skidmore Academy Historic District, Ashland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Skidmore Academy Historic District hotels

Callahan's Mountain Lodge

Green Springs Inn

Ashland Commons Hostel

Signature Inn Medford Downtown

Paschal Winery

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

Relax Inn At Ashland

Best Western Crater Lake Highway White City/Medford

WoodSpring Suites Medford near I-5

Starwood Sanctuary

Resort at Eagle Point

Grandview of Ashland

Lithia Springs Resort

Prospero's Flagship Inn

Rosewood Studio by WanderLodges

Motel 6 Medford, OR - North

Comfort Inn & Suites Ashland

Hummingbird Estate Wine & Suites

Savage Upon Siskiyou

Courtyard by Marriott Medford Airport

Where to stay in Skidmore Academy Historic District

Historic Downtown District

Historic Railroad District

Siskiyou-Hargadine Historic District

Top Skidmore Academy Historic District Hotel Reviews

Springhill Suites By Marriott Medford Airport

Frequently asked questions

Explore a world of travel with Expedia