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 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 26 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.

The Best Hotels in Historic Downtown District, Ashland - 2026 Updated Prices

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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

Historic Downtown District

Duff

฿4,049 total

includes taxes & fees

1 Dec - 2 Dec

A Victorian-style building with ornate architectural details, large windows, and a red door.

2. McCall House Boutique Inn

Historic Downtown District

Elizabeth

฿7,050 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a reception desk, seating area, and large windows.

3. The Bard's Inn, BW Signature Collection by Best Western

Historic Downtown District

Thomas

฿3,578 total

includes taxes & fees

24 Nov - 25 Nov

A large, two-story house with a wrap-around porch and a steeply pitched roof.

4. Winchester Inn

Historic Downtown District

Ellen

฿5,570 total

includes taxes & fees

9 Nov - 10 Nov

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

Siskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District

Thomas

฿3,855 total

includes taxes & fees

2 Nov - 3 Nov

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

0.4 km from Historic Downtown District

Heather

฿4,373 total

includes taxes & fees

2 Nov - 3 Nov

A two-story building with a wooden facade, large windows, and a front porch with chairs.

7. The Peerless Hotel by WanderLodges

Historic Railroad District, 0.5 km from Historic Downtown District

Lindsay

฿5,350 total

includes taxes & fees

2 Nov - 3 Nov

A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

8. Ashland Commons Hostel

0.8 km from Historic Downtown District

Sam

฿2,678 total

includes taxes & fees

9 Nov - 10 Nov

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

9. Prospero's Flagship Inn

1.9 km from Historic Downtown District

Mary

฿2,508 total

includes taxes & fees

5 Nov - 6 Nov

A modern restaurant with wooden partitions, multiple tables and chairs, and potted plants.

10. Springhill Suites By Marriott Medford Airport

23.3 km from Historic Downtown District

Rijab

฿4,490 total

includes taxes & fees

20 Nov - 21 Nov

A resort with a covered walkway, potted plants, and a statue.

11. Lithia Springs Resort

3.6 km from Historic Downtown District

Matthew

฿3,884 total

includes taxes & fees

16 Nov - 17 Nov

A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.

12. Compass by Margaritaville in Medford

16.3 km from Historic Downtown District

Sharon

฿6,027 total

includes taxes & fees

2 Nov - 3 Nov

A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

13. Holiday Inn Express & Suites Ashland by IHG

4.3 km from Historic Downtown District

Lorenzo

฿3,465 total

includes taxes & fees

2 Dec - 3 Dec

14. Best Western Windsor Inn

4.3 km from Historic Downtown District

Ross

฿4,237 total

includes taxes & fees

8 Nov - 9 Nov

A garden with a red pergola, a stone fountain, and purple flowers.

15. Arden Forest Inn

0.8 km from Historic Downtown District

Jean

฿5,152 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

16. Ashland Hills Hotel & Suites

4.3 km from Historic Downtown District

Nicholas

฿4,032 total

includes taxes & fees

3 Nov - 4 Nov

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

17. Comfort Inn & Suites Ashland

3.9 km from Historic Downtown District

Bill

฿3,468 total

includes taxes & fees

30 Nov - 1 Dec

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

18. Barclay Klum House by WanderLodges

1.1 km from Historic Downtown District

Melissa

฿9,178 total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

19. Palm Cottages

1.6 km from Historic Downtown District

Eric

฿7,645 total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

20. Timbers INN and Suites

2.3 km from Historic Downtown District

Sarah

฿2,576 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels in Historic Downtown District

Property	Property class	Guest rating
Winchester Inn	3.5 star property	9.6 Exceptional 291 reviews	View
McCall House Boutique Inn	4.0 star property	9.6 Exceptional 619 reviews	View
Ashland Springs Hotel	3.0 star property	9.2 Wonderful 1,003 reviews	View
The Bard's Inn, BW Signature Collection by Best Western	2.5 star property	8.4 Very good 1,000 reviews	View
Barclay Klum House by WanderLodges	4.0 star property	10.0 Exceptional 10 reviews	View

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.

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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.

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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.

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Top Historic Downtown District Hotel Reviews

Best Western Crater Lake Highway White City/Medford

10/10 Excellent

"Friendly staff; good breakfast; convenient location;"

Stratford Inn

8/10 Good

"This is a fairly old building near downtown which has been upgraded in many areas. I would call it quirky. There are some old furniture pieces in the rooms but beds, chairs and fixtures are updated. Parking and breakfast are free. Breakfast is "healthy". Basically it is either Oatmeal, yogurt or toast with a large selection of toppings (nuts, fruit, etc). If you are looking for bacon and eggs it's not here. We thought it was filling and tasty. The pool was nice, and warmer than the staff indicated. My only complaint was the heater/ac in the room as it was quite loud. Wifi was good, I was able to stream videos fine. In good weather you could walk to the downtown restaurants (loved Louie's) but a bit far if it's bad weather. Safeway is literally across the street. The lobby has a great huge book with menus of all the restaurants. Very helpful. Great staff."

Search Hotels in Historic Downtown District, Ashland

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Our top choices for Historic Downtown District hotels

1. Ashland Springs Hotel

2. McCall House Boutique Inn

3. The Bard's Inn, BW Signature Collection by Best Western

4. Winchester Inn

5. Stratford Inn

6. Plaza Inn & Suites at Ashland Creek

7. The Peerless Hotel by WanderLodges

8. Ashland Commons Hostel

9. Prospero's Flagship Inn

10. Springhill Suites By Marriott Medford Airport

11. Lithia Springs Resort

12. Compass by Margaritaville in Medford

13. Holiday Inn Express & Suites Ashland by IHG

14. Best Western Windsor Inn

15. Arden Forest Inn

16. Ashland Hills Hotel & Suites

17. Comfort Inn & Suites Ashland

18. Barclay Klum House by WanderLodges

19. Palm Cottages

20. Timbers INN and Suites

Compare popular hotels in Historic Downtown District

Where to stay in Historic Downtown District

Historic Railroad District

Siskiyou-Hargadine Historic District

Skidmore Academy Historic District

Top Historic Downtown District Hotel Reviews

Best Western Crater Lake Highway White City/Medford

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