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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, (1,000 reviews)
"Clean, great location"
United States
Elizabeth
The price is ฿3,726
฿4,154 total
includes taxes & fees
25 Jan - 26 Jan
The Bard's Inn, BW Signature Collection by Best Western

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (582 reviews)
"The room was very clean, meals were excellent. Staff was excellent."
United States
Renae
The price is ฿3,878
฿4,324 total
includes taxes & fees
8 Feb - 9 Feb
McCall House Boutique Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (270 reviews)
"Beautiful B&B. This will now be our favorite stop in Ashland. "
United States
Willy
The price is ฿5,245
฿6,212 total
includes taxes & fees
25 Jan - 26 Jan
Winchester Inn

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,007 reviews)
"Room was clean, breakfast was excellent, staff was knowledgeable, pleasant, and eager to help. Outstanding stay!"
United States
Ted
The price is ฿2,446
฿3,197 total
includes taxes & fees
6 Feb - 7 Feb
Ashland Springs Hotel

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, (1,479 reviews)
"What a great place to stay"
United States
christine
The price is ฿2,833
฿3,471 total
includes taxes & fees
23 Jan - 24 Jan
Ashland Hills Hotel & Suites

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,003 reviews)
"Everything was just great!"
United States
Marina
The price is ฿2,633
฿3,293 total
includes taxes & fees
3 Feb - 4 Feb
Lithia Springs Resort

Fairfield Inn & Suites by Marriott Medford

Fairfield Inn & Suites by Marriott Medford
2.5 star property
16.8 km from Historic Downtown District
9.4 out of 10, Exceptional, (514 reviews)
"Clean, friendly staff!"
United States
Christopher
The price is ฿3,725
฿4,191 total
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Medford

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.4 km from Historic Downtown District
8.8 out of 10, Excellent, (1,011 reviews)
"Really beautiful area, and so close to downtown. Very clean, large rooms. "
United States
Quinn
Plaza Inn & Suites at Ashland Creek

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, (1,169 reviews)
"Very friendly staff in a gorgeous setting! "
United States
Patrick
The price is ฿3,150
฿3,667 total
includes taxes & fees
25 Jan - 26 Jan
Callahan's Mountain Lodge

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,655 reviews)
"Fantastic place to stay"
United States
Cristina
Stratford Inn

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District, 0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (98 reviews)
"Couldn't be better. Excellent place to stay."
United States
Dewi
The Peerless Hotel by WanderLodges

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, (1,000 reviews)
"Front desk staff was excellent. Clean room, great pet rate."
United States
Bruce
The price is ฿3,913
฿4,363 total
includes taxes & fees
26 Jan - 27 Jan
Best Western Windsor Inn

Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG
2.5 star property
17 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,000 reviews)
"Friendly front office, staff breakfast a big room, very clean and in a good location"
United States
Kathleen
The price is ฿3,225
฿3,628 total
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Medford by IHG

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
1.8 km from Historic Downtown District
7.8 out of 10, Good, (218 reviews)
"Clean Room, Very helpful and responsive staff! We appreciate the renovation and the hardwood floors are lovely! "
United States
Brycken
The price is ฿2,035
฿2,269 total
includes taxes & fees
25 Jan - 26 Jan
Ashland Motel - Oregon

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, (269 reviews)
"Clean and charming details. Very pet friendly."
United States
Kent
The price is ฿4,690
฿4,995 total
includes taxes & fees
2 Feb - 3 Feb
Resort at Eagle Point

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, (33 reviews)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
3.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,001 reviews)
"Room was spotless, great breakfast and super friendly staff!!!"
United States
Connie
The price is ฿2,597
฿2,636 total
includes taxes & fees
22 Feb - 23 Feb
Comfort Inn & Suites Ashland

Comfort Inn Medford North

Comfort Inn Medford North
2.5 star property
21.8 km from Historic Downtown District
8.4 out of 10, Very good, (1,003 reviews)
"Very clean room. Great breakfast and great staff. "
United States
Adrian
The price is ฿2,479
฿2,839 total
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn Medford North

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
16.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,004 reviews)
"Had a great stay!"
United States
Amie
The price is ฿4,719
฿5,681 total
includes taxes & fees
2 Feb - 3 Feb
Compass by Margaritaville in Medford

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, (1,004 reviews)
"Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!"
United States
Kevin
The price is ฿1,675
฿1,868 total
includes taxes & fees
31 Jan - 1 Feb
Timbers INN and Suites
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.

Where to stay in Historic Downtown District

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

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.

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.

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 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 29 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.