Hotels in Historic Downtown District

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Top 10 Hotels in Historic Downtown District

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (87)
"Great little place!"
The price is S$138
includes taxes & fees
5 Aug - 6 Aug
Green Springs Inn

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1161)
"Awesome location comfortable place"
The price is S$201
includes taxes & fees
28 Jul - 29 Jul
Callahan's Mountain Lodge

Flagship Inn of Ashland

2.5 star property
9.0 out of 10, Wonderful, (1023)
"Great stay!"
The price is S$120
includes taxes & fees
27 Jul - 28 Jul
Flagship Inn of Ashland

Ashland Springs Hotel

3.0 star property
9.4 out of 10, Exceptional, (1006)
"An extremely convenient and pleasant place to stay when coming to town for a play at OSF. Couldn't be better!"
The price is S$262
includes taxes & fees
10 Aug - 11 Aug
Ashland Springs Hotel

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (249)
"Beautiful property, really comfortable bed, pillows and sheets! "
The price is S$339
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, (1004)
"We loved the location, close to shops, parks and restaurants . Staff was friendly and our room had a nice patio. "
The price is S$193
includes taxes & fees
27 Jul - 28 Jul
The Bard's Inn, BW Signature Collection by Best Western

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 S$275
includes taxes & fees
3 Aug - 4 Aug
Resort at Eagle Point

Hummingbird Estate Wine & Suites

4.5 star property
9.6 out of 10, Exceptional, (130)
"It was beautiful property next to a vineyard. Live music and wine. The patio views were breathtaking and the rooms were large, clean and comfortable."
The price is S$219
includes taxes & fees
29 Jul - 30 Jul
Hummingbird Estate Wine & Suites

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1007)
"very comfortable stay "
The price is S$148
includes taxes & fees
24 Aug - 25 Aug
Best Western Windsor Inn

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1010)
"Great place to stay"
The price is S$114
includes taxes & fees
4 Aug - 5 Aug
Timbers INN and Suites

Lithia Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (1007)
"Fun place to stay"
Lithia Springs Resort

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (41)
"Another greet stay!"
The price is S$113
includes taxes & fees
5 Aug - 6 Aug
Ashland Commons Hostel

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Would stay here again!"
The price is S$199
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express & Suites Ashland by IHG

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1484)
"Nice place to stay in Ashland. "
The price is S$210
includes taxes & fees
27 Jul - 28 Jul
Ashland Hills Hotel & Suites

Arden Forest Inn

4.0 star property
9.8 out of 10, Exceptional, (90)
"This was our second visit and always a nice stay during the summer months. "
Arden Forest Inn

Scottish Inn

2.5 star property
7.8 out of 10, Good, (660)
"This was a great average little hotel with a convenient location and an easy no frills place to stay. "
The price is S$133
includes taxes & fees
3 Aug - 4 Aug
Scottish Inn

Courtyard by Marriott Medford Airport

3.0 star property
9.0 out of 10, Wonderful, (804)
"Easy location "
The price is S$183
includes taxes & fees
8 Aug - 9 Aug
Courtyard by Marriott Medford Airport

Paschal Winery

4.5 star property
9.6 out of 10, Exceptional, (10)
"Very nice and hassle free check in "
The price is S$322
includes taxes & fees
6 Aug - 7 Aug
Paschal Winery

The Peerless Hotel by WanderLodges

2.0 star property
9.6 out of 10, Exceptional, (78)
"The Peerless was so quiet and welcoming. Even though it was 100 degrees outside when I arrived, inside was wonderfully cool. I enjoyed the seating in the room and the bed was incredibly comfortable."
The Peerless Hotel by WanderLodges

Wine Country Inn

3.0 star property
9.4 out of 10, Exceptional, (1009)
"Great place "
The price is S$210
includes taxes & fees
28 Jul - 29 Jul
Wine Country Inn
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 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.