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

Susan

฿3,712 total

includes taxes & fees

1 Nov - 2 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

Stephen

฿4,840 total

includes taxes & fees

1 Nov - 2 Nov

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

3. McCall House Boutique Inn

Historic Downtown District

Elizabeth

฿6,477 total

includes taxes & fees

2 Nov - 3 Nov

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

4. Winchester Inn

Historic Downtown District

Margaret

฿5,427 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.

5. Plaza Inn & Suites at Ashland Creek

0.4 km from Historic Downtown District

Alan

฿4,520 total

includes taxes & fees

4 Nov - 5 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.

6. Stratford Inn

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

David

฿2,954 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

฿6,533 total

includes taxes & fees

8 Nov - 9 Nov

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

8. Prospero's Flagship Inn

1.9 km from Historic Downtown District

Karla

฿2,328 total

includes taxes & fees

11 Oct - 12 Oct

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

9. Ashland Commons Hostel

0.8 km from Historic Downtown District

Sam

฿2,665 total

includes taxes & fees

11 Oct - 12 Oct

A garden pathway with wisteria and red flowers, surrounded by lush greenery.

10. Arden Forest Inn

0.8 km from Historic Downtown District

Thomas

฿6,410 total

includes taxes & fees

2 Nov - 3 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.

11. Compass by Margaritaville in Medford

16.3 km from Historic Downtown District

Joni

฿6,156 total

includes taxes & fees

12 Oct - 13 Oct

A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

12. Holiday Inn Express & Suites Ashland by IHG

4.3 km from Historic Downtown District

Lorenzo

฿3,676 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.

13. Ashland Hills Hotel & Suites

4.3 km from Historic Downtown District

Krishnaharsha

฿4,305 total

includes taxes & fees

8 Nov - 9 Nov

14. Best Western Windsor Inn

4.3 km from Historic Downtown District

Deborah

฿3,986 total

includes taxes & fees

31 Oct - 1 Nov

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

15. Lithia Springs Resort

3.6 km from Historic Downtown District

Steven

฿3,397 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

16. Springhill Suites By Marriott Medford Airport

23.3 km from Historic Downtown District

Rijab

฿4,150 total

includes taxes & fees

22 Oct - 23 Oct

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

Kristi

฿3,961 total

includes taxes & fees

3 Nov - 4 Nov

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

18. Timbers INN and Suites

2.3 km from Historic Downtown District

Evangelina

฿2,193 total

includes taxes & fees

18 Oct - 19 Oct

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

19. Barclay Klum House by WanderLodges

1.1 km from Historic Downtown District

Melissa

฿9,944 total

includes taxes & fees

11 Oct - 12 Oct

A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

20. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District, 1 km from Historic Downtown District

Kim

฿9,746 total

includes taxes & fees

27 Oct - 28 Oct

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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.

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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 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

Red Lion Hotel Rogue Regency Medford Airport

10/10 Excellent

"I've stayed a few times while traveling and I like the have a restaurant and bar on-site."

Quality Inn & Suites Medford Airport

10/10 Excellent

"Staff was very friendly and helpful. We arrived late and super tired, they upgraded us to a double queen. One of us forgot a toothbrush, and the staff member came by the room with a toothbrush and toothpaste. The room was nice sized and well stocked. There were two mints on the table. We received a full list of tv channels and the wifi password without even asking. The beds were super comfortable as was the bedding. There is coffee 24/7 in the lobby which is very nice. I had to leave just before the free continental breakfast, so I cannot comment on that, There was a nice workout room and also a pool/spa. We arranged for a shuttle to the airport. Driver arrived early and was more than willing to wait for us. We arrived at the airport with no issues. Over all a very nice stay. I wish we had longer to stay and enjoy the amenities."

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

8/10 Good

"We liked the convenience of being in town. We were comfortable and felt safe. We liked having breakfast. The rooms needed updating…new lighting…the comforters need to be replaced. Smart TVs with streaming options. We definitely stay again."

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. McCall House Boutique Inn

4. Winchester Inn

5. Plaza Inn & Suites at Ashland Creek

6. Stratford Inn

7. The Peerless Hotel by WanderLodges

8. Prospero's Flagship Inn

9. Ashland Commons Hostel

10. Arden Forest Inn

11. Compass by Margaritaville in Medford

12. Holiday Inn Express & Suites Ashland by IHG

13. Ashland Hills Hotel & Suites

14. Best Western Windsor Inn

15. Lithia Springs Resort

16. Springhill Suites By Marriott Medford Airport

17. Comfort Inn & Suites Ashland

18. Timbers INN and Suites

19. Barclay Klum House by WanderLodges

20. Abigail’s Bed & Breakfast Inn

Where to stay in Historic Downtown District

Siskiyou-Hargadine Historic District

Historic Railroad District

Skidmore Academy Historic District

Top Historic Downtown District Hotel Reviews

Red Lion Hotel Rogue Regency Medford Airport

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