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Ashland Hotel Guide. Hotels in Historic Downtown District, Ashland, United States of America

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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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Our top choices for Historic Downtown District hotels

An outdoor patio area with tables and chairs, string lights, and potted plants.

1. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,002 reviews)
"Location is good"
United States
William
The price is €199
includes taxes & fees
7 Sept - 8 Sept
Ashland Springs Hotel
A large, two-story house with a wrap-around porch and a steeply pitched roof.

2. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (285 reviews)
"Good location. Good breakfast"
United States
Albert
The price is €187
includes taxes & fees
7 Sept - 8 Sept
Winchester Inn
A spacious lobby with a reception desk, seating area, and large windows.

3. 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, (1,001 reviews)
"Nice hotel and walking distance to shopping and restaurants"
United States
Dawn
The price is €163
includes taxes & fees
31 Aug - 1 Sept
The Bard's Inn, BW Signature Collection by Best Western
A Victorian-style building with ornate architectural details, large windows, and a red door.

4. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (608 reviews)
"Staff was great!"
United States
Charles
The price is €234
includes taxes & fees
31 Aug - 1 Sept
McCall House Boutique Inn
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

5. 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, (1,783 reviews)
"It was a great overnight stay with a good breakfast."
United States
Jerry W. De
The price is €107
includes taxes & fees
31 Aug - 1 Sept
Stratford Inn
A two-story building with a wooden facade, large windows, and a front porch with chairs.

6. 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, (112 reviews)
"The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again."
United States
JI YUN
The price is €285
includes taxes & fees
11 Sept - 12 Sept
The Peerless Hotel by WanderLodges
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

7. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.9 km from Historic Downtown District
8.6 out of 10, Excellent, (1,433 reviews)
"We had one overnight stay and it was great. Efficient check in, clean rooms and super comfy bed!"
United States
Denise
The price is €60
includes taxes & fees
31 Aug - 1 Sept
Prospero's Flagship Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

8. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.4 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,003 reviews)
"This was a very nice stay with clean rooms and a great location!"
United States
Lee
The price is €155
includes taxes & fees
31 Aug - 1 Sept
Plaza Inn & Suites at Ashland Creek
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

9. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
2.3 km from Historic Downtown District
8.8 out of 10, Excellent, (1,001 reviews)
"Nice motel in Ashland. The staff is friendly, rooms comfortable."
United States
Robin
The price is €74
includes taxes & fees
1 Sept - 2 Sept
Timbers INN and Suites
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

10. 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, (9 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is €359
includes taxes & fees
28 Sept - 29 Sept
Barclay Klum House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

11. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District, 0.4 km from Historic Downtown District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
United States
David
The price is €230
includes taxes & fees
10 Sept - 11 Sept
Hanna's House by WanderLodges
A hotel room with a desk, laptop, two beds, and a round mirror.

12. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
1.8 km from Historic Downtown District
7.8 out of 10, Good, (239 reviews)
"Clean, friendly, local."
United States
Don
The price is €80
includes taxes & fees
31 Aug - 1 Sept
Ashland Motel - Oregon
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

13. 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, (1,532 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is €108
includes taxes & fees
2 Sept - 3 Sept
Ashland Hills Hotel & Suites
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

14. 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, (1,000 reviews)
"The staff was very nice and helpful. The rooms were nice and clean. Great location. Would recommend this hotel."
United States
Jeff
The price is €107
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Ashland by IHG

15. 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)
"This is a nice property overall. Easy access, well-stocked breakfast, good outdoor pool and hot tub, and a fitness center that doesn't feel like it's in a dungeon."
United States
Christopher
The price is €108
includes taxes & fees
7 Sept - 8 Sept
Best Western Windsor Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

16. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
3.9 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,008 reviews)
"Clean room, quiet stay!"
United States
Traci
The price is €92
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland
A dining area with a wooden table and chairs, a potted plant, and a window with blinds.

17. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
3.1 km from Historic Downtown District
7.4 out of 10, Good, (1,001 reviews)
"Clean, easy and good value. Very pleasant interactions with the staff. Lots of options at breakfast."
United States
Bradley
The price is €93
includes taxes & fees
31 Aug - 1 Sept
Cedarwood Inn of Ashland
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

18. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
1.2 km from Historic Downtown District
10.0 out of 10, Exceptional, (7 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is €297
includes taxes & fees
31 Aug - 1 Sept
The Mountain Ave House by WanderLodges
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

19. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (111 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is €170
includes taxes & fees
6 Sept - 7 Sept
Arden Forest Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

20. Palm Cottages

Palm Cottages
2.5 star property
1.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (221 reviews)
"This is a gem! Cozy cottages, clean and tidy. A great place to stay in Ashland"
United States
David
The price is €193
includes taxes & fees
31 Aug - 1 Sept
Palm Cottages
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.
A tree-lined street with a mountain backdrop.

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.

A rusted metal bridge in a forested area.

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.

A town with buildings and trees in autumn colors, surrounded by mountains.

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

Stratford Inn

Stratford Inn

10/10 Excellent
"Great place, great swimming pool Goid breakfast."
George 1-night trip
Posted 5 hours ago
Stratford Inn

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 our traveller data, The Bard's Inn, BW Signature Collection by Best Western is one of the top choices for your stay in Historic Downtown District. This hotel is a short 6-minute walk from Oregon Shakespeare Festival, and it offers free breakfast and free parking. Other good options for your stay in the area include Ashland Springs Hotel and Winchester Inn.
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.