Photo by Shannon Willitts

Skidmore Academy Historic District Hotels, Ashland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

661 Cheap Hotels in Skidmore Academy Historic District - Specials, Reviews, & Last Minute Deals

The Peerless Hotel by WanderLodges
Relax in a serene bedroom with a four-poster bed, nightstand, and ceiling fan, surrounded by large windows and a potted plant.

The Peerless Hotel by WanderLodges

2.0 star property
9.6 out of 10, Exceptional, (78)
"This is a very differant and rare hotel. If you want something very different fr0m the chain hotel give it a go."
The Peerless Hotel by WanderLodges
The Orth House Inn by Remotion
Relax on the deck surrounded by lush greenery, with comfortable seating for all.

The Orth House Inn by Remotion

3.5 star property
9.2 out of 10, Wonderful, (12)
"Beautiful space, kind Owners & Staff, and great food & wine. Throughly enjoyed my stay "
The price is NZ$470
includes taxes & fees
18 Aug - 19 Aug
The Orth House Inn by Remotion
Ashland Commons Hostel
Stroll along the gravel pathway to a serene outdoor space surrounded by lush greenery and a variety of plants.

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (40)
"Another greet stay!"
The price is NZ$148
includes taxes & fees
20 July - 21 July
Ashland Commons Hostel
Abigail’s Bed & Breakfast Inn
Enjoy a bathroom with a view, featuring a large window, sink, and toilet, plus a cozy armchair and side table.

Abigail’s Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (62)
"This is a great B&B. The proprietors go out of their way to think of every detail that will make your stay special. From the beautiful garden and comfortable room, to the daily complimentary fresh baked goods and the fantastic breakfast, during your stay you will feel pampered. The owners are also interesting and friendly if you want to engage. "
The price is NZ$439
includes taxes & fees
29 July - 30 July
Abigail’s Bed & Breakfast Inn
Green Springs Inn
Relax on the covered porch with a hot tub and wooden bench.

Green Springs Inn

2.0 star property
9.6 out of 10, Exceptional, (86)
"Great little place!"
The price is NZ$181
includes taxes & fees
19 Aug - 20 Aug
Green Springs Inn
A Cowslip's Belle Inn
Relax on the patio surrounded by lush greenery and enjoy the shade of the pergola.

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (33)
"Terrific communication with owners, lovely property and close to downtown shops, theatre, etc. Highly recommend!"
The price is NZ$498
includes taxes & fees
28 July - 29 July
A Cowslip's Belle Inn
Country Willows Inn and Estate
Relax by the serene pool, surrounded by lush greenery and a shaded gazebo.

Country Willows Inn and Estate

4.0 star property
9.8 out of 10, Exceptional, (26)
"A great place to stay!"
Country Willows Inn and Estate
Medford Home and 2 Condos With Pool
Enjoy a spacious apartment with a kitchen, dining area, and living room, perfect for relaxing and socializing.

Medford Home and 2 Condos With Pool

2.0 star property
The price is NZ$2,130
includes taxes & fees
19 Aug - 20 Aug
Medford Home and 2 Condos With Pool
Peach Street Inn by WanderLodges
Prepare meals in the fully equipped kitchen with a stainless steel stove, oven, microwave, and spacious countertop.

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (16)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges
Medford Home and 2 Condos With Pool and Hot tub
Relax in this open-plan living space with a kitchen and seating area, featuring a sofa, table, and bar with stools.

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is NZ$539
includes taxes & fees
28 July - 29 July
Medford Home and 2 Condos With Pool and Hot tub
Paschal Winery
Enjoy cooking in this well-equipped kitchen with a large island, sink, and stove.

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is NZ$427
includes taxes & fees
20 July - 21 July
Paschal Winery
Cedarwood Inn of Ashland
Two beds with matching headboards and footboards, each with a geometric patterned bedspread, are positioned in this stylish room.

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1002)
"Great stay, updated rooms, nice bed, amazing large hot tub, very quiet, friendly staff."
The price is NZ$162
includes taxes & fees
10 Aug - 11 Aug
Cedarwood Inn of Ashland
Grandview of Ashland
Relax on the outdoor deck with a comfortable seating area, fire pit, and expansive views of the surrounding landscape.

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is NZ$779
includes taxes & fees
11 Aug - 12 Aug
Grandview of Ashland
Scottish Inn
Two single beds with white bedding and a grey throw, a framed black and white photograph, and a bedside table with a lamp.

Scottish Inn

2.5 star property
7.8 out of 10, Good, (659)
"This was a great average little hotel with a convenient location and an easy no frills place to stay. "
The price is NZ$147
includes taxes & fees
10 Aug - 11 Aug
Scottish Inn
Palm Cottages
Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (204)
"Great please with attractive grounds. Had a great vibe."
The price is NZ$380
includes taxes & fees
20 July - 21 July
Palm Cottages
Pine Tree Inn
Compact room with a dresser, flat-screen TV, and small refrigerator.

Pine Tree Inn

2.0 star property
7.4 out of 10, Good, (603)
"This place was great"
The price is NZ$156
includes taxes & fees
20 July - 21 July
Pine Tree Inn
Ashland Springs Hotel
Relax in a serene outdoor space surrounded by lush greenery and warm lighting.

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location in town. Pretty lobby and outdoor patio space"
The price is NZ$481
includes taxes & fees
30 July - 31 July
Ashland Springs Hotel
Budget Inn of America
Welcome to the reception area, where a stylish counter and elegant chandelier set the tone.

Budget Inn of America

2.0 star property
6.6 out of 10, (496)
"Great people "
The price is NZ$117
includes taxes & fees
28 July - 29 July
Budget Inn of America
Relax Inn At Ashland
Standard Room, 1 King Bed (Newly Redone)

Relax Inn At Ashland

1.5 star property
6.8 out of 10, (456)
"The room was small however very clean and newly remodeled. The staff was very friendly and helpful and took pride in their property. The beds were very comfortable & we enjoyed our stay very much."
The price is NZ$133
includes taxes & fees
3 Aug - 4 Aug
Relax Inn At Ashland
Relax Inn of Medford
Compact room with a kitchenette, two single beds, and a dining area.

Relax Inn of Medford

2.5 star property
6.8 out of 10, (62)
"Good, clean, easy checkin and checkout"
The price is NZ$155
includes taxes & fees
5 Aug - 6 Aug
Relax Inn of Medford
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.

Our guide on 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 map

Historic Downtown District

1 out of top 10 points of interest in this area

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Railroad District map

Historic Railroad District

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

Siskiyou-Hargadine Historic District map

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

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

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

10/10 Excellent
"Loved my stay "
Vanessa 4-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

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 Expedia customer reviews, Abigail’s Bed & Breakfast Inn is the highest ranked property 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.