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

₹10,416 total

includes taxes & fees

19 Nov - 20 Nov

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

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

Historic Downtown District

Thomas

₹12,114 total

includes taxes & fees

7 Nov - 8 Nov

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

3. Winchester Inn

Historic Downtown District

Ellen

₹15,577 total

includes taxes & fees

9 Nov - 10 Nov

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

4. McCall House Boutique Inn

Historic Downtown District

Elizabeth

₹16,495 total

includes taxes & fees

1 Nov - 2 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

David

₹9,843 total

includes taxes & fees

26 Oct - 27 Oct

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

Bill

₹12,229 total

includes taxes & fees

1 Nov - 2 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

Jaye

₹16,088 total

includes taxes & fees

22 Nov - 23 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

₹6,890 total

includes taxes & fees

28 Oct - 29 Oct

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

₹7,494 total

includes taxes & fees

18 Nov - 19 Nov

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

10. Palm Cottages

1.6 km from Historic Downtown District

Eric

₹21,267 total

includes taxes & fees

23 Oct - 24 Oct

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.

11. Compass by Margaritaville in Medford

16.3 km from Historic Downtown District

Sharon

₹17,298 total

includes taxes & fees

25 Oct - 26 Oct

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

12. Timbers INN and Suites

2.3 km from Historic Downtown District

Sarah

₹6,628 total

includes taxes & fees

6 Nov - 7 Nov

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

13. Lithia Springs Resort

3.6 km from Historic Downtown District

Steven

₹10,862 total

includes taxes & fees

8 Nov - 9 Nov

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

14. Springhill Suites By Marriott Medford Airport

23.3 km from Historic Downtown District

Rijab

₹12,557 total

includes taxes & fees

20 Nov - 21 Nov

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

4.3 km from Historic Downtown District

Nicholas

₹11,349 total

includes taxes & fees

8 Nov - 9 Nov

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

16. Comfort Inn & Suites Ashland

3.9 km from Historic Downtown District

Bill

₹10,758 total

includes taxes & fees

22 Nov - 23 Nov

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

17. Barclay Klum House by WanderLodges

1.1 km from Historic Downtown District

Melissa

₹23,653 total

includes taxes & fees

27 Oct - 28 Oct

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

18. Arden Forest Inn

0.8 km from Historic Downtown District

Jean

₹14,479 total

includes taxes & fees

2 Nov - 3 Nov

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

Historic Railroad District, 0.4 km from Historic Downtown District

Robert

₹19,194 total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.

20. Holiday Inn Express & Suites Ashland by IHG

4.3 km from Historic Downtown District

Lorenzo

₹10,112 total

includes taxes & fees

19 Nov - 20 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
Ashland Springs Hotel	3.0 star property	9.2 Wonderful 1,004 reviews	View
McCall House Boutique Inn	4.0 star property	9.2 Wonderful 618 reviews	View
The Bard's Inn, BW Signature Collection by Best Western	2.5 star property	8.4 Very good 1,009 reviews	View
Stratford Inn	2.5 star property	9.4 Exceptional 1,796 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.

See properties

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

Motel 6 Medford, OR - North

10/10 Excellent

"Clean room and great shower comphey bed and pretty quiet over all thank you"

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

10/10 Excellent

"Bards Inn has always been about location, location, location. The closest place to stay to the park and the theatre. Walking distance to everything. That said, it is a motel..so rooms are smallish and drapes need to stay closed due to people walking by. We’ve stayed there for years and will continue to come back - staff is friendly, prices are reasonable, breakfast is good and some people use the pool."

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

10/10 Excellent

"Our stay at this holiday inn express was just what we expected. The beds are comfortable and the bathrooms had everything we needed for our stay. Our only complaint is that they do not have smart tv’s so in order to stream, we need to connect the tv to our laptop or Xbox. Would be nice to be able to travel without those. Other than that minor issue, we like these hotels and appreciate that they have breakfast available."

Search Hotels in Historic Downtown District, Ashland

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Our top choices for Historic Downtown District hotels

1. Ashland Springs Hotel

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

3. Winchester Inn

4. McCall House Boutique 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. Palm Cottages

11. Compass by Margaritaville in Medford

12. Timbers INN and Suites

13. Lithia Springs Resort

14. Springhill Suites By Marriott Medford Airport

15. Ashland Hills Hotel & Suites

16. Comfort Inn & Suites Ashland

17. Barclay Klum House by WanderLodges

18. Arden Forest Inn

19. Hanna's House by WanderLodges

20. Holiday Inn Express & Suites Ashland by IHG

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

Motel 6 Medford, OR - North

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