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6 Nov - 8 Nov
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13 Nov - 15 Nov

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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, (66 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 ฿8,782
฿9,792 total
includes taxes & fees
2 Nov - 3 Nov
Abigail’s Bed & Breakfast Inn
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

2. 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, (1,797 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is ฿3,457
฿3,855 total
includes taxes & fees
2 Nov - 3 Nov
Stratford Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

3. 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, (1,002 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is ฿3,922
฿4,373 total
includes taxes & fees
2 Nov - 3 Nov
Plaza Inn & Suites at Ashland Creek
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

4. 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
9.4 out of 10, Exceptional, (1,001 reviews)
"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"
United States
Lorenzo
The price is ฿3,108
฿3,465 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Ashland by IHG
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

5. 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, (1,061 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is ฿3,417
฿3,468 total
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn & Suites Ashland
An outdoor patio area with tables and chairs, string lights, and potted plants.

6. 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, (1,003 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is ฿3,161
฿4,049 total
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel
A Victorian-style building with ornate architectural details, large windows, and a red door.

7. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 1.3 km from Skidmore Academy Historic District
9.6 out of 10, Exceptional, (619 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is ฿6,323
฿7,050 total
includes taxes & fees
2 Nov - 3 Nov
McCall House Boutique Inn
A spacious lobby with a reception desk, seating area, and large windows.

8. 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
8.4 out of 10, Very good, (1,000 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is ฿3,209
฿3,578 total
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

9. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
3.3 km from Skidmore Academy Historic District
8.4 out of 10, Very good, (1,485 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is ฿2,250
฿2,508 total
includes taxes & fees
5 Nov - 6 Nov
Prospero's Flagship 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, (1,002 reviews)
"Modern rooms, well thought out. Really enjoyed the stay, was not a “just sleep” motel but a nice relaxing mini resort!"
United States
Matthew
The price is ฿3,161
฿3,884 total
includes taxes & fees
16 Nov - 17 Nov
Lithia Springs Resort
Exterior

11. 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, (1,002 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is ฿3,800
฿4,237 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Windsor Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.

12. 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, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is ฿4,512
฿5,570 total
includes taxes & fees
30 Nov - 1 Dec
Winchester Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

13. 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, (1,577 reviews)
"Clean rooms, nice location."
United States
Nicholas
The price is ฿3,314
฿4,032 total
includes taxes & fees
3 Nov - 4 Nov
Ashland Hills Hotel & Suites
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

14. 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, (1,002 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is ฿2,310
฿2,576 total
includes taxes & fees
2 Nov - 3 Nov
Timbers INN and Suites
A two-story building with a wooden facade, large windows, and a front porch with chairs.

15. 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, (118 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is ฿3,143
฿5,350 total
includes taxes & fees
2 Nov - 3 Nov
The Peerless Hotel by WanderLodges
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

16. Palm Cottages

Palm Cottages
2.5 star property
3 km from Skidmore Academy Historic District
9.2 out of 10, Wonderful, (233 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
United States
Eric
The price is ฿6,856
฿7,645 total
includes taxes & fees
2 Nov - 3 Nov
Palm Cottages
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

17. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
4.5 km from Skidmore Academy Historic District
7.4 out of 10, Good, (1,001 reviews)
"Good location, good value."
United States
Toby
The price is ฿2,533
฿2,825 total
includes taxes & fees
2 Nov - 3 Nov
Cedarwood Inn of Ashland
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

18. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
1.8 km from Skidmore Academy Historic District
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is ฿2,402
฿2,678 total
includes taxes & fees
2 Nov - 3 Nov
Ashland Commons Hostel
A modern living room with a brown leather sofa, a black coffee table, and a kitchen area with wooden cabinets and a marble backsplash.

19. Baymont by Wyndham

Baymont by Wyndham
2.5 star property
5.2 km from Skidmore Academy Historic District
7.8 out of 10, Good, (707 reviews)
"It was quiet, clean and reasonably priced. The wi fi worked well in the room"
United States
Virginia
The price is ฿3,040
฿3,390 total
includes taxes & fees
2 Nov - 3 Nov
Baymont by Wyndham
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

20. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.7 km from Skidmore Academy Historic District
9.8 out of 10, Exceptional, (115 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is ฿4,621
฿5,152 total
includes taxes & fees
2 Nov - 3 Nov
Arden Forest Inn
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.
View all properties

Compare popular hotels in Skidmore Academy Historic District

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.
Abigail’s Bed & Breakfast Inn
3.5 star property
9.4
Exceptional
66 reviews
View
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
Stratford Inn
2.5 star property
9.4
Exceptional
1,797 reviews
View
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.
Holiday Inn Express & Suites Ashland by IHG
2.5 star property
9.4
Exceptional
1,001 reviews
View
A Victorian-style building with ornate architectural details, large windows, and a red door.
McCall House Boutique Inn
4.0 star property
9.6
Exceptional
619 reviews
View
An outdoor patio area with tables and chairs, string lights, and potted plants.
Ashland Springs Hotel
3.0 star property
9.2
Wonderful
1,003 reviews
View

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 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.

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.

Top Skidmore Academy Historic District Hotel Reviews

Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"The rooms are clean but some of the furnishings are showing their age. About 80% of the beakfast items were high carbs and as a diabetic were of little benefit to me, so I skipped the free breakfasts. Check-in, with its remote human via a kiosk, SUCKED. Confusing and frustrating, and I wasn't the only one. It took a human at the front desk to ensure I received the correct room. On the other hand, check-out via the same system went smoothly. Parking lot is a little tight. But, all in all, a decent place to stay for a fair price."
Donald 3-night trip
Posted 7 hours ago
Prospero's Flagship 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.