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Find Historic Hotels in Ashland, OR

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Check availability on Ashland Historic Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Ashland historic hotels

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

1. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is NT$4,193
NT$8,854 total
includes taxes & fees
Dec 2 - Dec 3
Barclay Klum House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

2. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is NT$3,484
NT$6,393 total
includes taxes & fees
Nov 8 - Nov 9
Hanna's House by WanderLodges
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

3. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is NT$5,249
NT$10,576 total
includes taxes & fees
Dec 2 - Dec 3
The Mountain Ave House by WanderLodges
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

4. Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is NT$4,457
NT$4,970 total
includes taxes & fees
Nov 14 - Nov 15
Arden Forest Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.

5. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is NT$4,354
NT$5,375 total
includes taxes & fees
Nov 9 - Nov 10
Winchester Inn
A two-story building with a wooden facade, large windows, and a front porch with chairs.

6. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad 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 NT$2,787
NT$4,889 total
includes taxes & fees
Nov 4 - Nov 5
The Peerless Hotel by WanderLodges
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
9.6 out of 10, Exceptional, (619 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is NT$6,100
NT$6,801 total
includes taxes & fees
Nov 4 - Nov 5
McCall House Boutique 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.

8. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,800 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is NT$3,335
NT$3,719 total
includes taxes & fees
Nov 15 - Nov 16
Stratford Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

9. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is NT$2,317
NT$2,583 total
includes taxes & fees
Dec 3 - Dec 4
Ashland Commons Hostel
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

10. 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 NT$8,472
NT$9,446 total
includes taxes & fees
Nov 11 - Nov 12
Abigail’s Bed & Breakfast Inn
An outdoor patio area with tables and chairs, string lights, and potted plants.

11. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,006 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is NT$3,050
NT$3,908 total
includes taxes & fees
Dec 1 - Dec 2
Ashland Springs Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

12. Palm Cottages

Palm Cottages
2.5 star property
Ashland
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 NT$6,617
NT$7,378 total
includes taxes & fees
Nov 4 - Nov 5
Palm Cottages
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

13. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1,004 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is NT$3,783
NT$4,218 total
includes taxes & fees
Nov 5 - Nov 6
Plaza Inn & Suites at Ashland Creek
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
Ashland
8.8 out of 10, Excellent, (1,003 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 NT$2,229
NT$2,485 total
includes taxes & fees
Nov 10 - Nov 11
Timbers INN and Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

15. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.4 out of 10, Very good, (1,491 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 NT$2,171
NT$2,421 total
includes taxes & fees
Nov 5 - Nov 6
Prospero's Flagship Inn
A spacious lobby with a reception desk, seating area, and large windows.

16. 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
8.4 out of 10, Very good, (1,002 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is NT$3,096
NT$3,452 total
includes taxes & fees
Dec 1 - Dec 2
The Bard's Inn, BW Signature Collection by Best Western
A hotel room with a desk, laptop, two beds, and a round mirror.

17. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
8.0 out of 10, Very good, (251 reviews)
"Clean, basic room that is walking distance to downtown Ashland."
United States
Madrik A.
The price is NT$2,361
NT$2,632 total
includes taxes & fees
Nov 11 - Nov 12
Ashland Motel - Oregon
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

18. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,001 reviews)
"Good location, good value."
United States
Toby
The price is NT$2,444
NT$2,725 total
includes taxes & fees
Nov 13 - Nov 14
Cedarwood Inn of Ashland
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

19. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is NT$5,216
NT$11,231 total
includes taxes & fees
Nov 22 - Nov 23
Savage Upon Siskiyou
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.

20. Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (45 reviews)
"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."
United States
Diane
The price is NT$6,316
NT$6,411 total
includes taxes & fees
Nov 15 - Nov 16
Country Willows Inn and Estate
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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Top Ashland Hotel Reviews

Timbers INN and Suites

Timbers INN and Suites

10/10 Excellent
"Place is super cute. Getting in and out is a bit of a pain, tiny parking area, but it was manageable. The water pressure was really good. Oddly, it varied regularly, alternating between a lowish (but usable) flow to something much more forceful. That was my only half-complaint. Even at its lowest, it was still nice and hot and well within normal standards. Room was spacious, bed was nice. I would definitely stay here again."
Angela 8-night trip
Posted 5 hours ago
Timbers INN and Suites
Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Cozy getaway. Loved our stay here."
Cameron 1-night trip
Posted 1 day ago
Callahan's Mountain Lodge

Frequently asked questions

What should I expect on my historical trip to Ashland?
You're likely already making plans to see the historical sites during your vacation in Ashland. And while you're here, you can check out the acclaimed theater scene and lively festivals. You can also take some time enjoying the picturesque gardens.
What's the best place to stay in Ashland to absorb the local history?
Based on our travel expertise, Ashland Springs Hotel is a top historic hotel bookable on Expedia and it features a full-service spa. Oregon Cabaret Theatre is a short walk away.
How many historically relevant hotels are located in Ashland?
In Ashland, there are 303 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the must-see historical places and other sights in Ashland?
Ashland is notable for landmarks like Oregon Cabaret Theatre. Known for its theaters and opera, cultural venues include Allen Elizabethan Theatre, Angus Bowmer Theatre, and Oregon Shakespeare Festival. A couple of additional sights to add to your agenda are Lithia Park and Emigrant Lake.
What is a historic hotel like in Ashland?
Historic hotels give guests a chance to stay in a building that has been officially recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Ashland typically preserve original characteristics such as period features or traditional architecture in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to focus on the architecture and actual building. Heritage hotels draw their meaning mainly from the place's cultural value and how it inspired the community.
Do historic hotels in Ashland have modern facilities?
Hotels include modern conveniences and safety features you've come to expect, though efforts have been made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you select a historic hotel in Ashland, you won't find a place that's uncomfortable for guests or simply rundown.

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