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Find Historic Hotels in Ashland, OR from CA $157

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Check availability on Ashland Historic Hotels

Our top choices for Ashland historic hotels

A two-story building with a wooden facade, large windows, and a front porch with chairs.

1. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (119 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 CA $117
CA $209 total
includes taxes & fees
Nov 23 - Nov 24
The Peerless Hotel by WanderLodges
A stately Victorian-style building with a grand entrance, a large tree in front, and a well-maintained garden.

2. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is CA $224
CA $250 total
includes taxes & fees
Nov 14 - Nov 15
McCall House Boutique Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

3. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is CA $75
CA $83 total
includes taxes & fees
Nov 15 - Nov 16
Ashland Commons Hostel
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

4. 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 CA $271
CA $302 total
includes taxes & fees
Nov 15 - Nov 16
Abigail’s Bed & Breakfast Inn
A hotel room with a bed, a desk, a chair, a television, and a window with curtains.

5. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,001 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is CA $121
CA $157 total
includes taxes & fees
Dec 14 - Dec 15
Ashland Springs Hotel
A well-maintained garden with a variety of plants and a wooden fence.

6. 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 CA $290
CA $323 total
includes taxes & fees
Nov 14 - Nov 15
Palm Cottages
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

7. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1,009 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is CA $165
CA $184 total
includes taxes & fees
Nov 29 - Nov 30
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.

8. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.8 out of 10, Excellent, (1,006 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 CA $97
CA $108 total
includes taxes & fees
Nov 22 - Nov 23
Timbers INN and Suites
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
Ashland
8.4 out of 10, Very good, (1,496 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 CA $78
CA $87 total
includes taxes & fees
Nov 16 - Nov 17
Prospero's Flagship Inn
A stone building with a sign for 'The Bard's Inn' featuring a feather logo and a shield emblem.

10. 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, (1,004 reviews)
"Love this place"
United States
Jess
The price is CA $119
CA $132 total
includes taxes & fees
Dec 6 - Dec 7
The Bard's Inn, BW Signature Collection by Best Western
A clear swimming pool with a wooden fence, surrounded by lounge chairs.

11. 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 CA $103
CA $115 total
includes taxes & fees
Dec 14 - Dec 15
Ashland Motel - Oregon
A modern kitchen with a granite countertop, stainless steel appliances, and a breakfast bar.

12. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,000 reviews)
"Good location, good value."
United States
Toby
The price is CA $102
CA $113 total
includes taxes & fees
Nov 14 - Nov 15
Cedarwood Inn of Ashland
A backyard with a swimming pool, a gazebo, and outdoor seating.

13. 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 CA $271
CA $275 total
includes taxes & fees
Nov 14 - Nov 15
Country Willows Inn and Estate
A buffet with various food items in metal containers, including omelets and other dishes.

14. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.2 out of 10, Wonderful, (1,009 reviews)
"Very friendly staff."
Canada
Tanis
The price is CA $137
CA $153 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express & Suites Ashland by IHG
A wooden cabin with a deck and stairs, surrounded by trees.

15. Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.2 out of 10, Wonderful, (176 reviews)
"Excellent"
United States
Sheali
The price is CA $117
CA $154 total
includes taxes & fees
Nov 15 - Nov 16
Green Springs Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

16. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,069 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is CA $135
CA $137 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Inn & Suites Ashland
Exterior

17. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is CA $162
CA $180 total
includes taxes & fees
Nov 29 - Nov 30
Best Western Windsor Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

18. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,576 reviews)
"Great hotel!"
United States
Nicholas
The price is CA $130
CA $159 total
includes taxes & fees
Nov 16 - Nov 17
Ashland Hills Hotel & Suites
Exterior

19. Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,124 reviews)
"Cozy getaway. Loved our stay here."
United States
Cameron
The price is CA $124
CA $147 total
includes taxes & fees
Dec 11 - Dec 12
Callahan's Mountain Lodge
A bench outside a building with a blue door and windows.

20. Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
Ashland
7.0 out of 10, Good, (588 reviews)
"nice cozy and charming motel, close to shops and affordable"
United States
Theresa
The price is CA $115
CA $128 total
includes taxes & fees
Dec 14 - Dec 15
Relax Inn At Ashland
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

8/10 Good
"pleasant staff, clean room and bedding, good value … but some deferred maintenance and no continental breakfast offerings as depicted online"
Margaret 1-night trip
Posted 1 day ago
Timbers INN and Suites
Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Love the location!"
Lauren 2-night trip
Posted 6 days 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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