Historic Downtown District Hotels, Ashland

    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

Filter by

Guest rating
Guest rating
Property class

657 Cheap Hotels in Historic Downtown District - Specials, Reviews, & Last Minute Deals

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (41)
"Another greet stay!"
The price is AU$135
includes taxes & fees
27 July - 28 July
Ashland Commons Hostel

Courtyard by Marriott Medford Airport

3.0 star property
9.0 out of 10, Wonderful, (804)
"Easy location "
The price is AU$220
includes taxes & fees
8 Aug - 9 Aug
Courtyard by Marriott Medford Airport

Budget Inn of America

2.0 star property
6.6 out of 10, (497)
"Great people "
The price is AU$104
includes taxes & fees
5 Aug - 6 Aug
Budget Inn of America

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Great location in town. Pretty lobby and outdoor patio space"
The price is AU$440
includes taxes & fees
30 July - 31 July
Ashland Springs Hotel

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (248)
"Beautiful property, really comfortable bed, pillows and sheets! "
The price is AU$405
includes taxes & fees
4 Aug - 5 Aug
Winchester Inn

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

2.5 star property
8.8 out of 10, Excellent, (1000)
"We loved the location, close to shops, parks and restaurants . Staff was friendly and our room had a nice patio. "
The price is AU$272
includes taxes & fees
27 July - 28 July
The Bard's Inn, BW Signature Collection by Best Western

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (17)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
Peach Street Inn by WanderLodges

Fairfield Inn & Suites by Marriott Medford

2.5 star property
9.4 out of 10, Exceptional, (428)
"Room was clean and staff were great!"
The price is AU$231
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Medford

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (87)
"Great little place!"
The price is AU$168
includes taxes & fees
27 July - 28 July
Green Springs Inn

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1007)
"Great place to stay"
The price is AU$137
includes taxes & fees
4 Aug - 5 Aug
Timbers INN and Suites

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Would stay here again!"
The price is AU$244
includes taxes & fees
21 Aug - 22 Aug
Holiday Inn Express & Suites Ashland by IHG

Springhill Suites By Marriott Medford Airport

3.0 star property
9.6 out of 10, Exceptional, (902)
"Great place to stay, nice hotel, quiet and comfortable "
The price is AU$216
includes taxes & fees
17 Aug - 18 Aug
Springhill Suites By Marriott Medford Airport

Compass by Margaritaville in Medford

4.0 star property
9.6 out of 10, Exceptional, (922)
"Great place to stay"
Compass by Margaritaville in Medford

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1015)
"Great stay!"
Flagship Inn of Ashland

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is AU$474
includes taxes & fees
23 July - 24 July
Medford Home and 2 Condos With Pool and Hot tub

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1007)
"very comfortable stay "
The price is AU$177
includes taxes & fees
21 Aug - 22 Aug
Best Western Windsor Inn

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1002)
"Great stay, updated rooms, nice bed, amazing large hot tub, very quiet, friendly staff."
The price is AU$148
includes taxes & fees
3 Aug - 4 Aug
Cedarwood Inn of Ashland

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1474)
"Great place to stay, nice pool. "
The price is AU$252
includes taxes & fees
17 Aug - 18 Aug
Ashland Hills Hotel & Suites

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (243)
"Beautiful place! Room was very nice, relaxing, clean, bed was very comfy, quiet balcony, lovely all around. Couldn’t have asked for a better stay."
The price is AU$330
includes taxes & fees
27 July - 28 July
Resort at Eagle Point

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1157)
"We really enjoyed our stay!"
The price is AU$223
includes taxes & fees
28 July - 29 July
Callahan's Mountain Lodge
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.

Our guide on where to stay in Historic Downtown District

Find the best Historic Downtown District areas for the activities you enjoy most.
Historic Railroad District map

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.

Siskiyou-Hargadine Historic District map

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.

Skidmore Academy Historic District map

Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Top Historic Downtown District Hotel Reviews

Frequently asked questions

What is Historic Downtown District like?

Travellers to Ashland's Historic Downtown District neighbourhood will be sure to enjoy a stay here. Make sure that you visit 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 favourite 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 35 Historic Downtown District hotels and other accommodation options to choose from.

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

Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best deals in Historic Downtown District.

What is there to do in this Ashland neighbourhood?

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 neighbourhood, 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 Ashland Creek. While you're out sightseeing, North Mountain Park and ScienceWorks Hands-On Museum are a couple of additional sights to visit in Ashland.