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Hotels in Historic Downtown District, Ashland

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This weekend
4 Sept - 6 Sept
Next weekend
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, (1,010 reviews)
"Location is good"
United States
William
The price is RM760
RM912 total
includes taxes & fees
5 Oct - 6 Oct
Ashland Springs Hotel
A spacious lobby with a reception desk, seating area, and large windows.

2. 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)
"Nice hotel and walking distance to shopping and restaurants"
United States
Dawn
The price is RM643
RM717 total
includes taxes & fees
21 Sept - 22 Sept
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.

3. 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 RM672
RM820 total
includes taxes & fees
7 Sept - 8 Sept
Winchester Inn
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, (609 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is RM1,113
RM1,241 total
includes taxes & fees
5 Oct - 6 Oct
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, (1,784 reviews)
"It was a great overnight stay with a good breakfast."
United States
Jerry W. De
The price is RM379
RM423 total
includes taxes & fees
13 Sept - 14 Sept
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, (1,008 reviews)
"This was a very nice stay with clean rooms and a great location!"
United States
Lee
The price is RM651
RM726 total
includes taxes & fees
7 Sept - 8 Sept
Plaza Inn & Suites at Ashland Creek
A two-story building with a wooden facade, large windows, and a front porch with chairs.

7. 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 RM550
RM834 total
includes taxes & fees
7 Sept - 8 Sept
The Peerless Hotel by WanderLodges
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

8. 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, (1,004 reviews)
"Room was clean and staff is really good."
Canada
Hardeep
The price is RM473
RM528 total
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Express & Suites Ashland by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

9. 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 RM956
RM1,066 total
includes taxes & fees
6 Sept - 7 Sept
Palm Cottages
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

10. 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, (1,443 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 RM251
RM280 total
includes taxes & fees
7 Sept - 8 Sept
Prospero's Flagship Inn
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

11. 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, (1,018 reviews)
"The location is convenient, front desk customer service with a smile, shopping and restaurants nearby."
United States
armida
The price is RM440
RM447 total
includes taxes & fees
28 Sept - 29 Sept
Comfort Inn & Suites Ashland
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

12. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District, 1 km from Historic Downtown District
9.4 out of 10, Exceptional, (65 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
United States
Kim
The price is RM1,213
RM1,352 total
includes taxes & fees
5 Oct - 6 Oct
Abigail’s Bed & Breakfast Inn

13. 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, (1,001 reviews)
"Great option for an overnight roadtrip stay"
United States
Dennis
The price is RM455
RM507 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

14. 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 RM309
RM345 total
includes taxes & fees
7 Sept - 8 Sept
Timbers INN and Suites
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, (1,534 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is RM522
RM622 total
includes taxes & fees
7 Sept - 8 Sept
Ashland Hills Hotel & Suites
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

16. 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 RM926
RM1,705 total
includes taxes & fees
7 Sept - 8 Sept
Savage Upon Siskiyou
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

17. 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 RM819
RM913 total
includes taxes & fees
4 Oct - 5 Oct
Arden Forest Inn
Two rocking chairs facing a pond with a waterfall, surrounded by lush greenery and wooden fences.

18. 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 RM720
RM1,028 total
includes taxes & fees
14 Sept - 15 Sept
A Cowslip's Belle Inn
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

19. 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 RM688
RM1,078 total
includes taxes & fees
10 Sept - 11 Sept
Hanna's House by WanderLodges
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

20. 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 RM564
RM1,148 total
includes taxes & fees
7 Sept - 8 Sept
Barclay Klum House 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.
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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 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 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 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
"The hotel is the perfect walking distance to the OSF theaters"
Sofia 2-night trip
Posted 4 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.

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