Find hotels in Historic Downtown District, Ashland from CA $102

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Discover 633 Historic Downtown District hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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

2.5 star property
8.8 out of 10, Excellent, (1043)
"Check in was easy. We were able to change to a room on the first floor to make for easier access. "
The price is CA $156
CA $174 total
includes taxes & fees
Apr 23 - Apr 24
The Bard's Inn, BW Signature Collection by Best Western

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1087)
"Clean, old hotel experience "
The price is CA $208
CA $239 total
includes taxes & fees
Apr 6 - Apr 7
Ashland Springs Hotel

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (241)
"Loved our stay so much!"
The price is CA $313
CA $367 total
includes taxes & fees
Apr 7 - Apr 8
Winchester Inn

Green Springs Inn

2.0 star property
9.6 out of 10, Exceptional, (67)
"The peace and tranquility of the woods. I enjoyed the cabins had comfortable distance between each other. The fire place was amazing as well as the tub! Love that I could control my own tub temperature. It was just a nice place to unwind and read a good book! Pet friendly is a huge plus as well! Thanks for the great stay! Excited for the restaurant to open back up as well! "
The price is CA $116
CA $155 total
includes taxes & fees
Apr 6 - Apr 7
Green Springs Inn

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (230)
"First time here but won’t be the last. Great place to stay and they are let friendly! "
The price is CA $221
CA $235 total
includes taxes & fees
Apr 20 - Apr 21
Resort at Eagle Point

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1051)
"Love this location but forgot how terrible the pillows were at this hotel., maybe it was just our room but they were either half size or huge jumbo decoration pillows you can’t actually sleep on "
The price is CA $142
CA $158 total
includes taxes & fees
Apr 13 - Apr 14
Best Western Windsor Inn

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1673)
"The lobby and cafe areas are beautiful. Check in was a breeze. When looking for my room I stumbled upon a part of the hotel that they have turned into apartments. There was a guy in a wheelchair and another guy smoking outside. I got a little worried as i had my son with me. Finally found our beautiful room with a great patio to grass and a view! Whew. Relieved. "
The price is CA $170
CA $204 total
includes taxes & fees
Apr 13 - Apr 14
Ashland Hills Hotel & Suites

Relax Inn At Ashland

1.5 star property
6.6 out of 10, (433)
"We have been coming to this motel for several years. It’s not a high end place, but it’s clean, quiet and close to several restaurants and other amenities. "
The price is CA $109
CA $122 total
includes taxes & fees
Apr 3 - Apr 4
Relax Inn At Ashland

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1079)
"Nice clean rooms. Comfortable pillow. Swimming and hot tub. Continental breakfast. "
The price is CA $140
CA $156 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express & Suites Ashland by IHG

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1213)
"3 out of 3 of us had a terrible night’s sleep due to unsupportive, unlevel mattresses. If we slept comfortably, we would’ve given 5 stars for the history, ambiance, scenery & service! "
The price is CA $169
CA $171 total
includes taxes & fees
Apr 3 - Apr 4
Callahan's Mountain Lodge

Scottish Inn

2.5 star property
7.8 out of 10, Good, (640)
"The property looks old like most motels do. But . . . inside, my room had EVERYTHING that I consider essential. Very clean, lots of working lights, lots of working outlets for charging my devices. My only frustration was that there was no viewers guide on the TV remote, that would allow me to efficiently select a program from a menu. Their system is channel by channel only. "
The price is CA $129
CA $143 total
includes taxes & fees
Apr 6 - Apr 7
Scottish Inn

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 $354
CA $394 total
includes taxes & fees
Apr 5 - Apr 6
Oak Hill Bed & Breakfast

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1009)
"Clean and simple, the cast of characters in the breakfast space were quite eye opening but friendly. Our favorite place was sold out and this was fine for a nights sleep."
The price is CA $134
CA $150 total
includes taxes & fees
Apr 20 - Apr 21
Cedarwood Inn of Ashland

Country Willows Inn and Estate

4.0 star property
9.8 out of 10, Exceptional, (24)
"What a fantastic find. The location is little tucked away from downtown Ashland, but an easy five minute drive Lovely grounds, excellent staff, wonderful service. A great experience!"
The price is CA $350
CA $355 total
includes taxes & fees
Apr 3 - Apr 4
Country Willows Inn and Estate

Timbers INN and Suites

2.0 star property
8.4 out of 10, Very good, (1059)
"MY STAY HERE WAS WONDERFUL. EASY CHECK IN AND CHECK OUT AND PEOPLE AT THE DESK WERE VERY HELPFUL!"
The price is CA $114
CA $128 total
includes taxes & fees
Apr 5 - Apr 6
Timbers INN and Suites

The Mountain Ave House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (4)
"The Mountain House is an absolutely fantastic place to stay! We live in Northern California, and our daughter lives in Washington, and we often meet for family gatherings in Ashland. This Thanksgiving we stayed at the Mountain House. It accommodated the entire family, the kitchen was well equipped for our Thanksgiving meal, and the home vibe was perfect for us. The property management was exceptional, great communication and friendly. We would definitely stay again. "
The price is CA $319
CA $356 total
includes taxes & fees
Apr 20 - Apr 21
The Mountain Ave House by WanderLodges

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1112)
"Got in 10 pm. Room was good. Cold outside and it heated up fast. Couldn't lock the bathroom door and the shower took 5 minutes to drain. Beds were comfortable"
The price is CA $103
CA $115 total
includes taxes & fees
Apr 3 - Apr 4
Flagship Inn of Ashland

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 $103
CA $115 total
includes taxes & fees
Apr 20 - Apr 21
Ashland Motel - Oregon

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 $292
CA $326 total
includes taxes & fees
Apr 3 - Apr 4
Palm Cottages

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 $102
CA $113 total
includes taxes & fees
Apr 22 - Apr 23
Ashland Commons Hostel
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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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 McCall House Boutique Inn and Ashland Springs Hotel.

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 34 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.