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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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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, (1,001 reviews)
"We love this charming, cheery, historic hotel, and always stay there when we pass through Ashland. Great location, cozy rooms with comfy beds, pretty public spaces and delish breakfast on site."
United States
Susan
The price is Rp1.674.974
Rp2.145.627 total
includes taxes & fees
8 Nov - 9 Nov
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
8.4 out of 10, Very good, (1,001 reviews)
"Close to theater and town great breakfast"
United States
Stephen
The price is Rp2.237.554
Rp2.494.942 total
includes taxes & fees
3 Nov - 4 Nov
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, (291 reviews)
"This inn is very sweet - and so well located. The room was spacious enough and the cooked breakfast option was a total highlight. The rooms, I said"
United States
Margaret
The price is Rp2.363.376
Rp2.919.579 total
includes taxes & fees
26 Oct - 27 Oct
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, (617 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is Rp3.092.947
Rp3.448.636 total
includes taxes & fees
2 Nov - 3 Nov
McCall House Boutique Inn
A neatly made bed with white linens and a swan-shaped towel arrangement, red rose petals, and a lamp on a bedside table.

5. 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, (1,002 reviews)
"Nice place close to town. Excellent breakfast."
United States
Stephen
The price is Rp2.158.619
Rp2.406.860 total
includes taxes & fees
1 Nov - 2 Nov
Plaza Inn & Suites at Ashland Creek
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

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,801 reviews)
"very nice inn to stay."
United States
David
The price is Rp1.991.263
Rp2.220.258 total
includes taxes & fees
18 Oct - 19 Oct
Stratford Inn
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, (116 reviews)
"What a beautiful hotel! The interior decor is so lovely. Anyone who enjoys historic buildings will love staying here. Not only is the hotel so comfortable and relaxing, but the surrounding neighborhood is quaint and quiet, and it is a very short and easy walk to the center of town."
United States
Jaye
The price is Rp2.240.098
Rp3.475.621 total
includes taxes & fees
8 Nov - 9 Nov
The Peerless Hotel by WanderLodges
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

Ashland Commons Hostel
2.0 star property
0.8 km from Historic Downtown District
9.4 out of 10, Exceptional, (74 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is Rp1.272.619
Rp1.419.033 total
includes taxes & fees
13 Oct - 14 Oct
Ashland Commons Hostel
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

9. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.9 km from Historic Downtown District
8.4 out of 10, Very good, (1,485 reviews)
"Easy check-in, friendly staff, standard continental breakfast, lots of parking, basic room, great proximity to SOU. I stay here every time I am in Ashland."
United States
Karla
The price is Rp1.111.528
Rp1.239.327 total
includes taxes & fees
18 Oct - 19 Oct
Prospero's Flagship Inn
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.

10. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
16.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,166 reviews)
"Room was great and breakfast was great as well."
United States
Joni
The price is Rp2.520.537
Rp3.050.348 total
includes taxes & fees
18 Oct - 19 Oct
Compass by Margaritaville in Medford
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

11. 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, (1,549 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is Rp1.725.285
Rp2.102.775 total
includes taxes & fees
2 Nov - 3 Nov
Ashland Hills Hotel & Suites
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

12. 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, (1,041 reviews)
"Wonderful stay"
United States
Mary Anna
The price is Rp2.013.638
Rp2.043.843 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Inn & Suites Ashland
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

13. 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, (5 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is Rp2.635.628
Rp4.315.986 total
includes taxes & fees
14 Oct - 15 Oct
Hanna's House by WanderLodges
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, (1,001 reviews)
"Beautiful place"
United States
Evangelina
The price is Rp1.047.091
Rp1.167.507 total
includes taxes & fees
18 Oct - 19 Oct
Timbers INN and Suites
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

15. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
3.0 star property
23.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,003 reviews)
"Great stay"
United States
Rijab
The price is Rp2.114.767
Rp2.379.113 total
includes taxes & fees
25 Oct - 26 Oct
Springhill Suites By Marriott Medford Airport
A resort with a covered walkway, potted plants, and a statue.

16. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,001 reviews)
"The rooms were very clean. The one we were in was small, but comfortable enough with a table/2 chairs and another comfy chair. Resort was a short drive to town. Quiet at nighttime, even though we were closest to the main road."
United States
Ingrid
The price is Rp1.674.974
Rp2.058.078 total
includes taxes & fees
1 Nov - 2 Nov
Lithia Springs Resort
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

17. 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, (1,000 reviews)
"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"
United States
Lorenzo
The price is Rp1.754.102
Rp1.955.824 total
includes taxes & fees
28 Oct - 29 Oct
Holiday Inn Express & Suites Ashland by IHG
Exterior

18. 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, (1,003 reviews)
"Room and property was clean, staff friendly and helpful, breakfast was good."
United States
Deborah
The price is Rp1.901.769
Rp2.120.473 total
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

19. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (113 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is Rp2.899.637
Rp3.233.096 total
includes taxes & fees
18 Oct - 19 Oct
Arden Forest Inn
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, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is Rp2.303.601
Rp4.863.615 total
includes taxes & fees
14 Oct - 15 Oct
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.
View all properties

Hotels recommended for families in Historic Downtown District

An outdoor patio area with tables and chairs, string lights, and potted plants.

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,001)
The price is Rp1.674.974
Rp2.145.627 total
includes taxes & fees
8 Nov - 9 Nov
Ashland Springs Hotel

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.

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 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

Executive Residency by Best Western Medford

Executive Residency by Best Western Medford

8/10 Good
"Everything was good"
Oliver 1-night trip
Posted less than an hour ago
Executive Residency by Best Western Medford

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 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.