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Sep 4 - Sep 6
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Sep 11 - Sep 13

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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, (1,007 reviews)
"Location is good"
United States
William
The price is ₩264,351
₩316,880 total
includes taxes & fees
Sep 7 - Sep 8
Ashland Springs Hotel
A Victorian-style building with ornate architectural details, large windows, and a red door.

2. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (609 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is ₩376,637
₩419,950 total
includes taxes & fees
Sep 7 - Sep 8
McCall House Boutique 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 ₩199,352
₩222,277 total
includes taxes & fees
Sep 7 - Sep 8
The Bard's Inn, BW Signature Collection by Best Western
A large, two-story house with a wrap-around porch and a steeply pitched roof.

4. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (286 reviews)
"Good location. Good breakfast"
United States
Albert
The price is ₩243,083
₩295,559 total
includes taxes & fees
Sep 7 - Sep 8
Winchester 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, (1,787 reviews)
"It was a great overnight stay with a good breakfast."
United States
Jerry W. De
The price is ₩128,883
₩143,705 total
includes taxes & fees
Sep 13 - Sep 14
Stratford Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

6. 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, (1,006 reviews)
"This was a very nice stay with clean rooms and a great location!"
United States
Lee
The price is ₩183,600
₩204,716 total
includes taxes & fees
Sep 6 - Sep 7
Plaza Inn & Suites at Ashland Creek
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, (1,439 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 ₩91,082
₩101,558 total
includes taxes & fees
Sep 7 - Sep 8
Prospero's Flagship Inn
A two-story building with a wooden facade, large windows, and a front porch with chairs.

8. 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 ₩185,822
₩281,910 total
includes taxes & fees
Sep 7 - Sep 8
The Peerless Hotel by WanderLodges
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, (1,003 reviews)
"Nice motel in Ashland. The staff is friendly, rooms comfortable."
United States
Robin
The price is ₩104,621
₩116,652 total
includes taxes & fees
Sep 9 - Sep 10
Timbers INN and Suites
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

10. 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 ₩274,806
₩306,398 total
includes taxes & fees
Sep 3 - Sep 4
Palm Cottages
A hotel room with a desk, laptop, two beds, and a round mirror.

11. 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 ₩107,575
₩119,945 total
includes taxes & fees
Sep 6 - Sep 7
Ashland Motel - Oregon
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

12. 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 ₩190,780
₩388,080 total
includes taxes & fees
Sep 7 - Sep 8
Barclay Klum House by WanderLodges
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

13. 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, (1,014 reviews)
"The location is convenient, front desk customer service with a smile, shopping and restaurants nearby."
United States
armida
The price is ₩153,422
₩155,724 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Ashland
Two rocking chairs facing a pond with a waterfall, surrounded by lush greenery and wooden fences.

14. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (52 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is ₩243,433
₩347,671 total
includes taxes & fees
Sep 7 - Sep 8
A Cowslip's Belle Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

15. 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, (1,538 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is ₩158,065
₩189,990 total
includes taxes & fees
Sep 3 - Sep 4
Ashland Hills Hotel & Suites
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

16. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (112 reviews)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is ₩276,939
₩308,786 total
includes taxes & fees
Sep 13 - Sep 14
Arden Forest Inn
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, (1,000 reviews)
"Clean, easy and good value. Very pleasant interactions with the staff. Lots of options at breakfast."
United States
Bradley
The price is ₩132,644
₩147,893 total
includes taxes & fees
Sep 8 - Sep 9
Cedarwood Inn of Ashland
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

18. 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 ₩232,560
₩364,519 total
includes taxes & fees
Sep 10 - Sep 11
Hanna's House by WanderLodges
A resort with a covered walkway, potted plants, and a statue.

19. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,006 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
United States
Steven
The price is ₩200,181
₩230,679 total
includes taxes & fees
Sep 7 - Sep 8
Lithia Springs Resort
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

20. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is ₩313,180
₩576,402 total
includes taxes & fees
Sep 7 - Sep 8
Savage Upon Siskiyou
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 and neighborhoods for the activities you enjoy most.
A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

A rusted metal bridge in a forested area.

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

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

Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Top Historic Downtown District Hotel Reviews

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"Love this property, such an old gem. Perfect location for walking Ashland and enjoying the Shakespeare festival"
Cole 3-night trip
Posted less than an hour ago
Ashland Springs Hotel

Frequently asked questions

What is Historic Downtown District like?
Travelers to Ashland's Historic Downtown District neighborhood will be sure to enjoy a stay in this neighborhood. Be sure to check out 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 traveler 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 accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown District, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the top deals on offer in Historic Downtown District.
Where can I learn more about changing or cancelling my trip to Historic Downtown District?
To find more details about picking new dates or cancelling your trip to Historic Downtown District, go to https://www.expedia.com/service/.
What is there to do in this Ashland neighborhood?
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 neighborhood, 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.