Historic Downtown District Hotels, Ashland

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Our top choices for Historic Downtown District hotels

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
8.6 out of 10, Excellent, (1,016 reviews)
"Conveniently located to downtown."
United States
Katelin
The price is AU$169
includes taxes & fees
17 May - 18 May
The Bard's Inn, BW Signature Collection by Best Western

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,001 reviews)
"Hotel was older but nice and very comfortable ! Would stay again. "
United States
Kelly
The price is AU$183
includes taxes & fees
25 May - 26 May
Ashland Springs Hotel

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (275 reviews)
"Lovely establishment, made to order breakfast, easy walking to theaters. "
United States
Peter
The price is AU$428
includes taxes & fees
19 May - 20 May
Winchester Inn

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (594 reviews)
"Absolutely beautiful hotel. Our stay was wonderful! "
United States
Sarah
The price is AU$425
includes taxes & fees
24 May - 25 May
McCall House Boutique Inn

Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
The price is AU$354
includes taxes & fees
17 May - 18 May
Savage Upon Siskiyou

Green Springs Inn

Green Springs Inn
2.0 star property
22.1 km from Historic Downtown District
9.4 out of 10, Exceptional, (120 reviews)
"Very clean, comfortable room in the lodge. Gorgeous setting."
United States
Mary
The price is AU$153
includes taxes & fees
18 May - 19 May
Green Springs Inn

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
30.2 km from Historic Downtown District
9.4 out of 10, Exceptional, (274 reviews)
"Was a great stay "
United States
Rendy
The price is AU$254
includes taxes & fees
17 May - 18 May
Resort at Eagle Point

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
4.3 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean quiet rooms and plenty of shops nearby"
United States
Michelle
The price is AU$174
includes taxes & fees
26 May - 27 May
Best Western Windsor Inn

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
4.3 km from Historic Downtown District
8.8 out of 10, Excellent, (1,469 reviews)
"Clean room | Great Location | Visiting 4th time"
United States
Milind
The price is AU$188
includes taxes & fees
18 May - 19 May
Ashland Hills Hotel & Suites

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
4.3 km from Historic Downtown District
7.0 out of 10, Good, (510 reviews)
"Clean nicely decorated but quite small"
United States
Sherry
The price is AU$116
includes taxes & fees
24 May - 25 May
Relax Inn At Ashland

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
4.3 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,011 reviews)
"Clean room, location is great"
United States
Sylvia
The price is AU$184
includes taxes & fees
25 May - 26 May
Holiday Inn Express & Suites Ashland by IHG

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
16.5 km from Historic Downtown District
8.8 out of 10, Excellent, (1,164 reviews)
"we always enjoyed staying here. Love the ribeye and friendly staff. "
United States
Chunrong
The price is AU$207
includes taxes & fees
25 May - 26 May
Callahan's Mountain Lodge

Ashland Street Inn

Ashland Street Inn
2.5 star property
3.9 km from Historic Downtown District
7.8 out of 10, Good, (671 reviews)
"Room was spotless and the guy at the desk was great!"
United States
Wendy
The price is AU$151
includes taxes & fees
17 May - 18 May
Ashland Street Inn

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
3.1 km from Historic Downtown District
7.4 out of 10, Good, (1,000 reviews)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is AU$122
includes taxes & fees
20 May - 21 May
Cedarwood Inn of Ashland

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
4.1 km from Historic Downtown District
9.8 out of 10, Exceptional, (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"
United States
Steve
The price is AU$356
includes taxes & fees
16 May - 17 May
Country Willows Inn and Estate

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
2.3 km from Historic Downtown District
8.6 out of 10, Excellent, (1,006 reviews)
"Really nice, and helpful owner/manager. Very upscale looking and newish feel. I'd stay there again."
United States
Michael
The price is AU$86
includes taxes & fees
19 May - 20 May
Timbers INN and Suites

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
1.2 km from Historic Downtown District
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is AU$466
includes taxes & fees
20 May - 21 May
The Mountain Ave House by WanderLodges

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,311 reviews)
"Great room for a decent price. Check-in was easy and quick and room was clean and well laid out."
United States
Samantha
The price is AU$84
includes taxes & fees
27 May - 28 May
Prospero's Flagship Inn

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
1.8 km from Historic Downtown District
7.8 out of 10, Good, (222 reviews)
"Clean Room, Very helpful and responsive staff! We appreciate the renovation and the hardwood floors are lovely! "
United States
Brycken
The price is AU$111
includes taxes & fees
17 May - 18 May
Ashland Motel - Oregon

Palm Cottages

Palm Cottages
2.5 star property
1.6 km from Historic Downtown District
9.2 out of 10, Wonderful, (213 reviews)
"Great little place! Will definitely stay there again. "
United States
John
The price is AU$295
includes taxes & fees
15 June - 16 June
Palm Cottages
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

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

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

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 Angus Bowmer Theatre as part of your Historic Downtown District travel plans.
What's the best accommodation in Historic Downtown District?
Based on our traveller data, The Bard's Inn, BW Signature Collection by Best Western is one of the top choices for your stay in Historic Downtown District. This hotel offers free breakfast and free parking. Other good options for your stay in the area include Ashland Springs Hotel and Winchester Inn.
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 28 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.