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Top Trending Hotels Near Historic Downtown District, Ashland

Our top choices for Historic Downtown District hotels

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, (1026)
"I had a nice stay there after a long day of business and driving."
The price is ฿2,328
฿2,596 total
includes taxes & fees
1 Sept - 2 Sept
Flagship Inn of Ashland
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, (1169)
"We love how dog friendly this property is and the friendly staff"
The price is ฿4,689
฿4,759 total
includes taxes & fees
1 Sept - 2 Sept
Callahan's Mountain Lodge
Hummingbird Estate Wine & Suites
Front of property

Hummingbird Estate Wine & Suites

4.5 star property
9.6 out of 10, Exceptional, (136)
"Beautiful facility - enjoyed the stay! "
The price is ฿5,416
฿5,497 total
includes taxes & fees
8 Sept - 9 Sept
Hummingbird Estate Wine & Suites
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 ฿6,693
฿7,463 total
includes taxes & fees
28 Sept - 29 Sept
McCall House Boutique Inn
Winchester Inn
Bar (on property)

Winchester Inn

3.5 star property
9.8 out of 10, Exceptional, (251)
"Such a unique Victorian place! So charming, clean and spacious…."
The price is ฿6,794
฿7,996 total
includes taxes & fees
1 Sept - 2 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, (1004)
"Convenient, great staff."
The price is ฿5,012
฿5,589 total
includes taxes & fees
1 Oct - 2 Oct
The Bard's Inn, BW Signature Collection by Best Western
Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1005)
"Beautiful old hotel (refurbished) close to everything in Ashland!"
The price is ฿7,699
฿8,746 total
includes taxes & fees
2 Sept - 3 Sept
Ashland Springs Hotel
Resort at Eagle Point
Exterior

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (252)
"Very clean and well furnished. Good location. We will be back pretty soon. "
The price is ฿6,034
฿6,426 total
includes taxes & fees
2 Sept - 3 Sept
Resort at Eagle Point
Timbers INN and Suites
Seasonal outdoor pool

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1005)
"Great place to stay"
The price is ฿2,474
฿2,758 total
includes taxes & fees
1 Sept - 2 Sept
Timbers INN and Suites
Green Springs Inn
Hobart Peak | Terrace/patio

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (97)
"Super easy check in, wonderful room. Absolute prefect stay."
The price is ฿3,056
฿3,922 total
includes taxes & fees
1 Sept - 2 Sept
Green Springs Inn
Best Western Windsor Inn
Exterior

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Our favorite place to stay in Ashland. Convenient location and great service!"
The price is ฿3,638
฿4,056 total
includes taxes & fees
28 Sept - 29 Sept
Best Western Windsor Inn
Ashland Commons Hostel
Garden

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (46)
"Another greet stay!"
The price is ฿844
฿2,239 total
includes taxes & fees
2 Sept - 3 Sept
Ashland Commons Hostel
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1469)
"Such a great spot for families. Hotel food is excellent, too. So much to do here. "
The price is ฿4,473
฿5,310 total
includes taxes & fees
1 Sept - 2 Sept
Ashland Hills Hotel & Suites
Best Western Crater Lake Highway White City/Medford
Lobby

Best Western Crater Lake Highway White City/Medford

2.5 star property
8.2 out of 10, Very good, (1019)
"Quiet, comfortable beds, clean room, & friendly staff. "
The price is ฿3,408
฿3,459 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Crater Lake Highway White City/Medford
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, (1010)
"Would definitely stay here again."
The price is ฿4,074
฿4,583 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Wine Country Inn
32-inch flat-screen TV with cable channels, TV

Wine Country Inn

3.0 star property
9.4 out of 10, Exceptional, (1009)
"It was fun and nice hotel to stay at "
The price is ฿3,609
฿3,987 total
includes taxes & fees
1 Oct - 2 Oct
Wine Country Inn
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, (1005)
"Would stay here again!"
The price is ฿4,624
฿5,156 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express & Suites Ashland by IHG
Cedarwood Inn of Ashland
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1003)
"This is not your average motel, super cute decor on the inside and looked newly renovated. Great pricing and in a great area. Staff and check in were very easy!"
The price is ฿2,979
฿3,322 total
includes taxes & fees
1 Oct - 2 Oct
Cedarwood Inn of Ashland
City Center Motel
Exterior

City Center Motel

2.5 star property
8.6 out of 10, Excellent, (435)
"Great place, quaint and friendly. "
The price is ฿2,263
฿2,546 total
includes taxes & fees
2 Sept - 3 Sept
City Center Motel
Fairfield Inn & Suites by Marriott Medford
View from property

Fairfield Inn & Suites by Marriott Medford

2.5 star property
9.4 out of 10, Exceptional, (449)
"Very clean and easy access off freeway. "
The price is ฿3,848
฿4,329 total
includes taxes & fees
7 Sept - 8 Sept
Fairfield Inn & Suites by Marriott Medford
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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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

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.