Find hotels in Historic Downtown District, Ashland from CA $104

    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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Discover 653 Historic Downtown District hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1002)
"The Ashland Springs is an absolutely delightful historic Inn that has been lovingly cared for and where the staff is always helpful, attentive and generous. History is evident at every turn and the landmark designation is told in pictures and stories. A thoughtful breakfast area was a cheerful surprise when we checked in and the common spaces are made for relaxation. The beds are extremely comfortable and the. atcha are clean and well supplied. Like many historic properties, the rooms are...
The price is CA $188
CA $217 total
includes taxes & fees
Apr 28 - Apr 29
Ashland Springs Hotel

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

2.5 star property
8.8 out of 10, Excellent, (1001)
"Very helpful people at front desk. "
The price is CA $187
CA $209 total
includes taxes & fees
Apr 30 - May 1
The Bard's Inn, BW Signature Collection by Best Western

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (243)
"Great inn. Maintained beautifully. Excellent service from staff, who make guests very comfortable. "
The price is CA $304
CA $356 total
includes taxes & fees
Apr 28 - Apr 29
Winchester Inn

Hanna's House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (1)
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once and walked everywhere. Lovely host. Really, I can't imagine anyone giving it less than a perfect score. Would definitely stay here again."
The price is CA $173
CA $301 total
includes taxes & fees
May 8 - May 9
Hanna's House by WanderLodges

The Peerless Hotel by WanderLodges

2.0 star property
9.6 out of 10, Exceptional, (64)
"This is a charming old historic hotel, filled with beautiful antiques. It’s clean and comfortable, and the location is so convenient. There was easy parking on the street, but we really enjoyed walking to most things. "
The price is CA $166
CA $261 total
includes taxes & fees
Apr 30 - May 1
The Peerless Hotel by WanderLodges

Stratford Inn

2.5 star property
9.2 out of 10, Wonderful, (1542)
"Older property but well maintained. Don’t go there to view any tv in your room-older Direct box that freezes after a few minutes, then restarts"
The price is CA $152
CA $170 total
includes taxes & fees
Apr 27 - Apr 28
Stratford Inn

Plaza Inn & Suites at Ashland Creek

3.0 star property
8.6 out of 10, Excellent, (1004)
"Great location. Nicely appointed room for those with pets. Smallest soap I’ve ever seen. "
The price is CA $193
CA $215 total
includes taxes & fees
Apr 27 - Apr 28
Plaza Inn & Suites at Ashland Creek

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (31)
"This place is serene, beautiful and has a perfect location for walking downtown"
The price is CA $208
CA $309 total
includes taxes & fees
Apr 28 - Apr 29
A Cowslip's Belle Inn

Ashland Commons Hostel

2.0 star property
9.4 out of 10, Exceptional, (26)
"Best staff clean and comfortable. Kitchen is nice."
The price is CA $106
CA $118 total
includes taxes & fees
May 9 - May 10
Ashland Commons Hostel

Barclay Klum House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (4)
"One can truly enjoy family time & dinners ~ kitchen is beautifully equipped ⚜️❄️~ Dining room ~ gorgeous ~ open concept makes space perfect 👍 "
The price is CA $199
CA $400 total
includes taxes & fees
Apr 27 - Apr 28
Barclay Klum House by WanderLodges

Arden Forest Inn

4.0 star property
10.0 out of 10, Exceptional, (78)
"Very nice owners who greeted us and showed us around. They gave recommendations if restaurants and shows. "
The price is CA $249
CA $278 total
includes taxes & fees
May 8 - May 9
Arden Forest Inn

The Mountain Ave House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (5)
"This place was great! The beds were so nice we slept amazing. Clean, and spacious. Perfect for our family. Grandma had her own space downstairs to avoid the stairs. We really just loved the comfort of the home. We will be visiting again!"
The price is CA $292
CA $326 total
includes taxes & fees
Apr 28 - Apr 29
The Mountain Ave House by WanderLodges

Abigail’s Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (60)
"We did a last minute trip to Ashland to see a few plays this past weekend. Susan and Adam the owners were wonderful hosts and very friendly. We left early in the AM of our check out date and was going to miss the scheduled 9am breakfast. Susan and Adam had a to go plate of the pastry being served that morning along with some berries to take on our drive home. This was a very nice surprise. We plan to go back and stay with them again,. "
The price is CA $326
CA $363 total
includes taxes & fees
Apr 30 - May 1
Abigail’s Bed & Breakfast Inn

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (199)
"Great rooms! Love the retro vibe. The pool is nice, but for the price of the rooms, it's a bit ridiculous that you have to pay an extra $55 to rent a chair with shade."
The price is CA $331
CA $369 total
includes taxes & fees
Apr 29 - Apr 30
Palm Cottages

Ashland Motel - Oregon

2.0 star property
7.8 out of 10, Good, (198)
"Pleasant stay. The only drawback is the noise coming from upstairs"
The price is CA $111
CA $124 total
includes taxes & fees
Apr 27 - Apr 28
Ashland Motel - Oregon

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Great! Just what we needed for a stop over in Ashland. Quiet, clean, comfortable. Breakfast is carb-heavy, but a really nice touch."
The price is CA $106
CA $118 total
includes taxes & fees
Apr 27 - Apr 28
Flagship Inn of Ashland

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 CA $461
CA $766 total
includes taxes & fees
Apr 30 - May 1
Grandview of Ashland

Timbers INN and Suites

2.0 star property
8.4 out of 10, Very good, (1000)
"Great room at a good price the inn was well kept and the staff were very friendly and accommodating. I had a wonderful experience "
The price is CA $104
CA $116 total
includes taxes & fees
Apr 27 - Apr 28
Timbers INN and Suites

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1002)
"Steam room was awesome , pool was nice, breakfast was good , bathroom needed update and cleaned "
The price is CA $125
CA $139 total
includes taxes & fees
Apr 27 - Apr 28
Cedarwood Inn of Ashland

Oak Hill Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (62)
"We booked last minute..loved the room it was clean and comfy. The owners were fabulous and the breakfast was heavenly. "
The price is CA $309
CA $345 total
includes taxes & fees
May 7 - May 8
Oak Hill Bed & Breakfast
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.
Don't see what you're looking for?
See all available properties in Historic Downtown District
Save an average of 15% on thousands of hotels when you're signed in

Find out more about Historic Downtown District

Find out more about Historic Downtown District

Frequently asked questions

What is Historic Downtown District like?

Travelers to Ashland's Historic Downtown District neighborhood will be sure to enjoy a stay in this neighborhood. Be sure to check out Allen Elizabethan Theatre and Oregon Shakespeare Festival as part of your Historic Downtown District travel plans.

What's the best accommodation in Historic Downtown District?

Based on Expedia customer reviews, Winchester Inn is the highest ranked property in Historic Downtown District. This inn offers free breakfast and a restaurant. Other favorite options in the area include Ashland Springs Hotel and The Bard's Inn, BW Signature Collection by Best Western.

How many hotels should I expect to find in the Historic Downtown District area?

If you're searching for places to stay in Ashland, Expedia has something to meet your needs with 33 Historic Downtown District hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Historic Downtown District, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the top deals on offer in Historic Downtown District.

Where can I learn more about changing or cancelling my trip to Historic Downtown District?

To find more details about picking new dates or cancelling your trip to Historic Downtown District, go to https://www.expedia.com/service/.

What is there to do in this Ashland neighborhood?

Historic Downtown District's sights and attractions like Allen Elizabethan Theatre, Angus Bowmer Theatre, and Thomas Theatre offer insight into the local culture. As you're discovering the neighborhood, Oregon Shakespeare Festival and Oregon Cabaret Theatre are some other places worth a visit. A few places to visit in the area around Historic Downtown District include Ashland Library, Lithia Park, and North Mountain Park. While you're out sightseeing, ScienceWorks Hands-On Museum and Schneider Museum of Art are a couple of additional sights to visit in Ashland.