Hotels in Historic Downtown District, Ashland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • 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

Our top choices for Historic Downtown District hotels

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,008 reviews)
"Room was clean, breakfast was excellent, staff was knowledgeable, pleasant, and eager to help. Outstanding stay!"
United States
Ted
The price is RM378
RM481 total
includes taxes & fees
11 Mar - 12 Mar
Ashland Springs Hotel

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (590 reviews)
"Absolutely beautiful hotel. Our stay was wonderful! "
United States
Sarah
McCall House Boutique Inn

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, (1,002 reviews)
"Clean, great location"
United States
Elizabeth
The price is RM391
RM436 total
includes taxes & fees
15 Mar - 16 Mar
The Bard's Inn, BW Signature Collection by Best Western

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 RM967
RM1,134 total
includes taxes & fees
14 Mar - 15 Mar
Winchester Inn

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, (1,176 reviews)
"It was a wonderful stay! "
United States
ashleigh
The price is RM345
RM409 total
includes taxes & fees
9 Mar - 10 Mar
Callahan's Mountain Lodge

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, (271 reviews)
"Great place to stay! "
United States
Jeneen
The price is RM473
RM504 total
includes taxes & fees
12 Mar - 13 Mar
Resort at Eagle Point

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)
"Favorite place in the Rogue Valley! "
United States
Sunni
The price is RM370
RM455 total
includes taxes & fees
16 Mar - 17 Mar
Lithia Springs Resort

Starwood Sanctuary

Starwood Sanctuary
3.0 star property
23.7 km from Historic Downtown District
10.0 out of 10, Exceptional, (1 review)
"It really was a sanctuary! I had car troubles on a trip and this was a lovely home away from home. It had everything I needed and then some. I don't even have a dog but I think it's awesome that you have a pet door to the backyard!"
United States
Nathan
The price is RM636
RM1,244 total
includes taxes & fees
15 Mar - 16 Mar
Starwood Sanctuary

Clearview Comfort 3BR Near Airport

Clearview Comfort 3BR Near Airport
3.0 star property
23.3 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"The house is clean. There is 1 driveway parking, however street parking is available. Location is good, there are many dining and grocery options nearby."
United States
Phuc
The price is RM584
RM1,186 total
includes taxes & fees
9 Mar - 10 Mar
Clearview Comfort 3BR Near Airport

Grandview of Ashland

Grandview of Ashland
3.0 star property
1.8 km from Historic Downtown District
10.0 out of 10, Exceptional, (5 reviews)
"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. "
United States
Monica
The price is RM1,181
RM1,916 total
includes taxes & fees
8 Mar - 9 Mar
Grandview of Ashland

Paschal Winery

Paschal Winery
4.5 star property
8.1 km from Historic Downtown District
9.6 out of 10, Exceptional, (15 reviews)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
The price is RM458
RM840 total
includes taxes & fees
15 Mar - 16 Mar
Paschal Winery

Lanka Rose House by WanderLodges

Lanka Rose House by WanderLodges
3.5 star property
12.1 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
Lanka Rose House by WanderLodges

Green Springs Inn

Green Springs Inn
2.0 star property
22.1 km from Historic Downtown District
9.4 out of 10, Exceptional, (113 reviews)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is RM373
RM479 total
includes taxes & fees
2 Apr - 3 Apr
Green Springs Inn

Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
20.1 km from Historic Downtown District
The price is RM934
RM1,891 total
includes taxes & fees
8 Mar - 9 Mar
Rosewood Landing- Hot Tub- Sauna

Courtyard by Marriott Medford Airport

Courtyard by Marriott Medford Airport
3.0 star property
23.5 km from Historic Downtown District
9.0 out of 10, Wonderful, (874 reviews)
"Clean room and good location. Would definitely stay again!"
United States
Heather
The price is RM407
RM457 total
includes taxes & fees
15 Mar - 16 Mar
Courtyard by Marriott Medford Airport

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
2.5 star property
27.8 km from Historic Downtown District
8.2 out of 10, Very good, (1,003 reviews)
"Great place to stay in all departments!"
United States
Patricia
The price is RM383
RM388 total
includes taxes & fees
11 Mar - 12 Mar
Best Western Crater Lake Highway White City/Medford

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
1.1 km from Historic Downtown District
10.0 out of 10, Exceptional, (7 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is RM551
RM1,138 total
includes taxes & fees
15 Mar - 16 Mar
Barclay Klum House by WanderLodges

Jville Gem- Walk downtown

Jville Gem- Walk downtown
3.0 star property
24.4 km from Historic Downtown District
The price is RM1,222
RM2,044 total
includes taxes & fees
15 Mar - 16 Mar
Jville Gem- Walk downtown

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
1.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,244 reviews)
"Pleasant staff and room was clean"
United States
Jochele
The price is RM252
RM281 total
includes taxes & fees
8 Mar - 9 Mar
Flagship 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, (36 reviews)
"Eclectic and cozy. In winter lots of lovely areas indoors to read or play games. Outdoor space with cottages, a pond with ducks.Most delicious lavender shortbread cookies ever!!"
United States
lyn
Country Willows Inn and Estate
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.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Thomas 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 Oregon Shakespeare Festival and Oregon Cabaret Theatre.

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 Thomas 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 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.

Explore a world of travel with Expedia