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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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 ￥14,846
￥19,018 total
includes taxes & fees
Nov 8 - Nov 9
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 ￥19,790
￥22,066 total
includes taxes & fees
Nov 4 - Nov 5
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)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is ￥20,946
￥25,877 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥27,413
￥30,565 total
includes taxes & fees
Nov 2 - Nov 3
McCall House Boutique Inn
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

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 ￥19,092
￥21,288 total
includes taxes & fees
Nov 1 - Nov 2
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, (1,802 reviews)
"very nice inn to stay."
United States
David
The price is ￥17,612
￥19,637 total
includes taxes & fees
Oct 18 - Oct 19
Stratford Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

7. 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 ￥11,255
￥12,549 total
includes taxes & fees
Oct 14 - Oct 15
Ashland Commons Hostel
A two-story building with a wooden facade, large windows, and a front porch with chairs.

8. 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 ￥19,854
￥30,804 total
includes taxes & fees
Nov 8 - Nov 9
The Peerless Hotel by WanderLodges
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 ￥9,063
￥10,105 total
includes taxes & fees
Oct 19 - Oct 20
Prospero's Flagship Inn
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

10. 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 ￥18,743
￥21,085 total
includes taxes & fees
Oct 25 - Oct 26
Springhill Suites By Marriott Medford Airport
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

Compass by Margaritaville in Medford
4.0 star property
16.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,167 reviews)
"Room was great and breakfast was great as well."
United States
Joni
The price is ￥21,204
￥25,754 total
includes taxes & fees
Oct 18 - Oct 19
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.

12. 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, (1,552 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is ￥15,857
￥19,266 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Hills Hotel & Suites
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

13. 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 ￥8,446
￥9,418 total
includes taxes & fees
Oct 31 - Nov 1
Timbers INN and Suites
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

14. 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, (1,042 reviews)
"Wonderful stay"
United States
Mary Anna
The price is ￥17,810
￥18,077 total
includes taxes & fees
Oct 19 - Oct 20
Comfort Inn & Suites Ashland
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

15. 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 ￥20,417
￥43,107 total
includes taxes & fees
Oct 14 - Oct 15
Barclay Klum House by WanderLodges
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, (1,002 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 ￥14,846
￥18,242 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥15,547
￥17,335 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Inn Express & Suites Ashland by IHG
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

18. 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)
"Terrific in all aspects. Look forward to returning."
United States
Thomas
The price is ￥23,873
￥26,618 total
includes taxes & fees
Nov 13 - Nov 14
Arden Forest Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

19. Palm Cottages

Palm Cottages
2.5 star property
1.6 km from Historic Downtown District
9.2 out of 10, Wonderful, (231 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
United States
Eric
The price is ￥30,269
￥33,750 total
includes taxes & fees
Nov 1 - Nov 2
Palm Cottages
Exterior

20. 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 ￥16,856
￥18,795 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn
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 and neighborhoods for the activities you enjoy most.
A rusted metal bridge in a forested area.

Historic Railroad District

Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.

A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

A town with buildings and trees in autumn colors, surrounded by mountains.

Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Top Historic Downtown District Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"Very comfortable and convenient place to stay, easy walk to shops, restaurants, and theaters, Safeway right across the street. Staff was friendly and helpful. Nice to have access to local gym, 10 minute walk away. Also appreciated having microwave and mini fridge in room. Will happily stay here again the next time I’m in Ashland."
Sheri 1-night trip
Posted 13 hours ago
Stratford Inn

Frequently asked questions

What is Historic Downtown District like?
Travelers to Ashland's Historic Downtown District neighborhood will be sure to enjoy a stay in this neighborhood. Be sure to check out 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 traveler 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 accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown District, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the top deals on offer in Historic Downtown District.
Where can I learn more about changing or cancelling my trip to Historic Downtown District?
To find more details about picking new dates or cancelling your trip to Historic Downtown District, go to https://www.expedia.com/service/.
What is there to do in this Ashland neighborhood?
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 neighborhood, 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.