Hotels in Historic Downtown District, Ashland

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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, (1,005 reviews)
"Room was clean, breakfast was excellent, staff was knowledgeable, pleasant, and eager to help. Outstanding stay!"
United States
Ted
The price is RM377
RM480 total
includes taxes & fees
11 Mar - 12 Mar
Ashland Springs Hotel

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
10 Mar - 11 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 RM866
RM1,018 total
includes taxes & fees
8 Mar - 9 Mar
Winchester Inn

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

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 RM251
RM280 total
includes taxes & fees
8 Mar - 9 Mar
Flagship Inn of Ashland

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, (1,707 reviews)
"Fantastic place to stay"
United States
Cristina
Stratford Inn

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, (1,468 reviews)
"Great hotel I highly recommend 😊"
Canada
Conrad
The price is RM391
RM476 total
includes taxes & fees
8 Mar - 9 Mar
Ashland Hills Hotel & Suites

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
4.3 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,007 reviews)
"Very nice staff and always the best beds! "
United States
Sydney
The price is RM418
RM466 total
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Express & Suites Ashland by IHG

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, (1,008 reviews)
"Room was spotless, great breakfast and super friendly staff!!!"
United States
Connie
The price is RM372
RM378 total
includes taxes & fees
11 Mar - 12 Mar
Comfort Inn & Suites Ashland

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
4.3 km from Historic Downtown District
7.0 out of 10, Good, (503 reviews)
"Loved loved the staff she was sweet informative and just an all around joy to have done business with highly recommended stay Great place."
United States
Kimberly
The price is RM302
RM337 total
includes taxes & fees
1 Apr - 2 Apr
Relax Inn At Ashland

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,001 reviews)
"Favorite place in the Rogue Valley! "
United States
Sunni
The price is RM369
RM454 total
includes taxes & fees
11 Mar - 12 Mar
Lithia Springs Resort

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, (1,004 reviews)
"Really beautiful area, and so close to downtown. Very clean, large rooms. "
United States
Quinn
Plaza Inn & Suites at Ashland Creek

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, (1,003 reviews)
"Front desk staff was excellent. Clean room, great pet rate."
United States
Bruce
The price is RM394
RM439 total
includes taxes & fees
15 Mar - 16 Mar
Best Western Windsor 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 RM344
RM409 total
includes taxes & fees
9 Mar - 10 Mar
Callahan's Mountain Lodge

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 RM457
RM838 total
includes taxes & fees
15 Mar - 16 Mar
Paschal Winery

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, (1,001 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 RM230
RM257 total
includes taxes & fees
13 Mar - 14 Mar
Timbers INN and Suites

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 RM372
RM478 total
includes taxes & fees
2 Apr - 3 Apr
Green Springs Inn

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, (1,008 reviews)
"Room was spotless, friendly staff and very dog friendly"
United States
stephanie
The price is RM528
RM642 total
includes taxes & fees
8 Mar - 9 Mar
Compass by Margaritaville in Medford

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

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
25 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean rooms and nice pool!"
United States
Clark
The price is RM374
RM421 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

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, (100 reviews)
"Couldn't be better. Excellent place to stay."
United States
Dewi
The Peerless Hotel by WanderLodges
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.

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