Historic Downtown District Hotels, Ashland

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Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
19 Sept - 21 Sept
Next weekend
26 Sept - 28 Sept

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

Resort at Eagle Point
Exterior

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (258)
"Absolutely beautiful and peaceful. We had a wonderful stay"
The price is NZ$343
includes taxes & fees
28 Sept - 29 Sept
Resort at Eagle Point
Hummingbird Estate Wine & Suites
Front of property

Hummingbird Estate Wine & Suites

4.5 star property
9.6 out of 10, Exceptional, (137)
"Beautiful facility - enjoyed the stay! "
Hummingbird Estate Wine & Suites
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Exterior

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Would definitely stay here again."
The price is NZ$229
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
McCall House Boutique Inn
Front of property

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (571)
"Great location , good breakfast but could use a little modernization "
The price is NZ$385
includes taxes & fees
28 Sept - 29 Sept
McCall House Boutique Inn
Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1003)
"Historic property, perfectly located for Shakespeare Festival. "
The price is NZ$497
includes taxes & fees
22 Sept - 23 Sept
Ashland Springs Hotel
Winchester Inn
Bar (on property)

Winchester Inn

3.5 star property
9.8 out of 10, Exceptional, (253)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
The price is NZ$425
includes taxes & fees
21 Sept - 22 Sept
Winchester Inn
The Bard's Inn, BW Signature Collection by Best Western
Lobby

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

2.5 star property
8.8 out of 10, Excellent, (1013)
"I always stay at the Bards Inn when in Ashland."
The price is NZ$289
includes taxes & fees
1 Oct - 2 Oct
The Bard's Inn, BW Signature Collection by Best Western
Flagship Inn of Ashland
Desk, blackout curtains, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
8.8 out of 10, Excellent, (1022)
"Location is good and restaurant in front is good."
Flagship Inn of Ashland
Country Willows Inn and Estate
Free daily full breakfast

Country Willows Inn and Estate

4.0 star property
9.6 out of 10, Exceptional, (28)
"When we arrived there were many deer lying in the grass on the property. Beautiful and peaceful "
Country Willows Inn and Estate
Callahan's Mountain Lodge
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1172)
"Very intimate setting, amazing staff and wonderful restaurant and bar."
The price is NZ$258
includes taxes & fees
21 Sept - 22 Sept
Callahan's Mountain Lodge
Holiday Inn Express & Suites Ashland by IHG
Exterior

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1006)
"One of my favorite places to stay. "
The price is NZ$265
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Ashland by IHG
Green Springs Inn
Hobart Peak | Terrace/patio

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (103)
"Super easy check in, wonderful room. Absolute prefect stay."
The price is NZ$195
includes taxes & fees
29 Sept - 30 Sept
Green Springs Inn
Palm Cottages
Seasonal outdoor pool

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (208)
"Lovely facility. Top notch staff. Great location."
Palm Cottages
Magnolia Hotel
Exterior

Magnolia Hotel

3.0 star property
9.0 out of 10, Wonderful, (772)
"Great place for concerts at the Britt. Quiet and clean with a great atmosphere. "
The price is NZ$292
includes taxes & fees
24 Sept - 25 Sept
Magnolia Hotel
Ashland Motel - Oregon
BBQ/picnic Area

Ashland Motel - Oregon

2.0 star property
7.8 out of 10, Good, (212)
"Nothing fancy, but this motel was a hidden gem and I would stay there again in a heartbeat!"
The price is NZ$177
includes taxes & fees
23 Sept - 24 Sept
Ashland Motel - Oregon
Compass by Margaritaville in Medford
Reception

Compass by Margaritaville in Medford

4.0 star property
9.6 out of 10, Exceptional, (991)
"Great place to stay with our dog."
Compass by Margaritaville in Medford
Timbers INN and Suites
Seasonal outdoor pool

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1004)
"Great place to stay"
The price is NZ$117
includes taxes & fees
13 Oct - 14 Oct
Timbers INN and Suites
Lithia Springs Resort
Front of property

Lithia Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (1009)
"Great place, friendly staff and spring water. "
Lithia Springs Resort
Abigail’s Bed & Breakfast Inn
Abigail Rockefeller

Abigail’s Bed & Breakfast Inn

3.5 star property
9.4 out of 10, Exceptional, (62)
"This is a great B&B. The proprietors go out of their way to think of every detail that will make your stay special. From the beautiful garden and comfortable room, to the daily complimentary fresh baked goods and the fantastic breakfast, during your stay you will feel pampered. The owners are also interesting and friendly if you want to engage. "
The price is NZ$484
includes taxes & fees
30 Sept - 1 Oct
Abigail’s Bed & Breakfast Inn
Best Western Windsor Inn
Exterior

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Our stay was amazing in every way!"
The price is NZ$210
includes taxes & fees
29 Sept - 30 Sept
Best Western Windsor 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.
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Our guide on 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

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

10/10 Excellent
"The room was clean and quiet, and I loved the Airport shuttle."
John 1-night trip
Posted 21 hours ago
Rogue Regency Inn and Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.