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4 Sep - 6 Sep
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11 Sep - 13 Sep

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Our top choices for Skidmore Academy Historic District hotels

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

1. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (65 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
United States
Kim
The price is ฿9,986
฿11,134 total
includes taxes & fees
3 Sept - 4 Sept
Abigail’s Bed & Breakfast Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

2. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
1 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,006 reviews)
"This was a very nice stay with clean rooms and a great location!"
United States
Lee
The price is ฿4,469
฿4,982 total
includes taxes & fees
7 Sept - 8 Sept
Plaza Inn & Suites at Ashland Creek
A spacious lobby with a reception desk, seating area, and large windows.

3. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 1.1 km from Skidmore Academy Historic District
8.6 out of 10, Excellent, (1,001 reviews)
"Nice hotel and walking distance to shopping and restaurants"
United States
Dawn
The price is ฿4,827
฿5,382 total
includes taxes & fees
7 Sept - 8 Sept
The Bard's Inn, BW Signature Collection by Best Western
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

4. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
2.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,014 reviews)
"The location is convenient, front desk customer service with a smile, shopping and restaurants nearby."
United States
armida
The price is ฿3,715
฿3,770 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland
An outdoor patio area with tables and chairs, string lights, and potted plants.

5. 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, (1,008 reviews)
"Location is good"
United States
William
The price is ฿6,377
฿7,644 total
includes taxes & fees
13 Sept - 14 Sept
Ashland Springs Hotel
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

6. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 2 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1,777 reviews)
"It was a great overnight stay with a good breakfast."
United States
Jerry W. De
The price is ฿3,120
฿3,480 total
includes taxes & fees
13 Sept - 14 Sept
Stratford Inn
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

7. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
5.7 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (1,004 reviews)
"The staff was very nice and helpful. The rooms were nice and clean. Great location. Would recommend this hotel."
United States
Jeff
The price is ฿3,994
฿4,454 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Ashland by IHG
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

8. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
3.3 km from Skidmore Academy Historic District
8.6 out of 10, Excellent, (1,439 reviews)
"We had one overnight stay and it was great. Efficient check in, clean rooms and super comfy bed!"
United States
Denise
The price is ฿2,067
฿2,305 total
includes taxes & fees
7 Sept - 8 Sept
Prospero's Flagship Inn
A Victorian-style building with ornate architectural details, large windows, and a red door.

9. 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, (609 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is ฿9,167
฿10,221 total
includes taxes & fees
7 Sept - 8 Sept
McCall House Boutique Inn
A resort with a covered walkway, potted plants, and a statue.

10. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
2.2 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (1,007 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
United States
Steven
The price is ฿4,847
฿5,585 total
includes taxes & fees
7 Sept - 8 Sept
Lithia Springs Resort
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

11. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
5.6 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1,531 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is ฿3,827
฿4,600 total
includes taxes & fees
3 Sept - 4 Sept
Ashland Hills Hotel & Suites

12. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
5.6 km from Skidmore Academy Historic District
9.0 out of 10, Wonderful, (1,000 reviews)
"The room was very clean and the staff very helpful."
United States
May
The price is ฿3,745
฿4,176 total
includes taxes & fees
21 Sept - 22 Sept
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

13. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
3.7 km from Skidmore Academy Historic District
8.8 out of 10, Excellent, (1,003 reviews)
"Nice motel in Ashland. The staff is friendly, rooms comfortable."
United States
Robin
The price is ฿2,546
฿2,839 total
includes taxes & fees
13 Sept - 14 Sept
Timbers INN and Suites
An outdoor seating area with wicker furniture, a stone wall, and a fire feature.

14. Fairfield Inn & Suites by Marriott Medford

Fairfield Inn & Suites by Marriott Medford
3.0 star property
15.4 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (621 reviews)
"Beautiful facility"
United States
Jon
The price is ฿4,278
฿4,813 total
includes taxes & fees
10 Sept - 11 Sept
Fairfield Inn & Suites by Marriott Medford
A large, two-story house with a wrap-around porch and a steeply pitched roof.

15. 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, (286 reviews)
"Good location. Good breakfast"
United States
Albert
The price is ฿5,534
฿6,750 total
includes taxes & fees
7 Sept - 8 Sept
Winchester Inn
A deck with a fire pit, outdoor seating, and a view of the countryside.

16. Grandview of Ashland

Grandview of Ashland
3.0 star property
0.9 km from Skidmore Academy Historic District
10.0 out of 10, Exceptional, (9 reviews)
"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."
United States
Sonja
The price is ฿6,775
฿13,575 total
includes taxes & fees
14 Sept - 15 Sept
Grandview of Ashland
A two-story building with a wooden facade, large windows, and a front porch with chairs.

17. 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, (112 reviews)
"The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again."
United States
JI YUN
The price is ฿4,523
฿6,861 total
includes taxes & fees
7 Sept - 8 Sept
The Peerless Hotel by WanderLodges
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

18. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.7 km from Skidmore Academy Historic District
9.8 out of 10, Exceptional, (112 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is ฿6,715
฿7,488 total
includes taxes & fees
13 Sept - 14 Sept
Arden Forest Inn
Two rocking chairs facing a pond with a waterfall, surrounded by lush greenery and wooden fences.

19. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
0.9 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (52 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is ฿5,925
฿8,462 total
includes taxes & fees
7 Sept - 8 Sept
A Cowslip's Belle Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

20. Palm Cottages

Palm Cottages
2.5 star property
3 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (221 reviews)
"This is a gem! Cozy cottages, clean and tidy. A great place to stay in Ashland"
United States
David
The price is ฿6,664
฿7,430 total
includes taxes & fees
3 Sept - 4 Sept
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 for the activities you enjoy most.
A paved pedestrian area with trees, a white building with a green awning, and a dog walking.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Historic Downtown District

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

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.

A rusted metal bridge in a forested area.

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.

Top Skidmore Academy Historic District Hotel Reviews

Lithia Springs Resort

Lithia Springs Resort

10/10 Excellent
"The resort was great, to many people in the hot tub to long, also no coffee till 7:30 am had to walk to HUMAN BEAN down the street for coffee"
David 1-night trip
Posted 2 hours ago
Lithia Springs Resort

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.