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Historic Downtown District Hotels near Ashland

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Check prices for these dates

This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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Our top choices for Historic Downtown District hotels

A grand lobby with a high ceiling, large windows, and a central staircase.

1. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,011 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is P5,900
P7,558 total
includes taxes & fees
Dec 1 - Dec 2
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, (1,004 reviews)
"Love this place"
United States
Jess
The price is P5,990
P6,679 total
includes taxes & fees
Nov 24 - Nov 25
The Bard's Inn, BW Signature Collection by Best Western
A Victorian-style building with ornate architectural details, large windows, and a red door.

3. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is P9,930
P11,072 total
includes taxes & fees
Nov 10 - Nov 11
McCall House Boutique Inn
A large, two-story house with a wrap-around porch and a steeply pitched roof.

4. 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 P8,422
P10,396 total
includes taxes & fees
Nov 30 - Dec 1
Winchester Inn
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

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)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is P5,892
P6,569 total
includes taxes & fees
Nov 10 - Nov 11
Stratford Inn
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

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.4 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,008 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is P7,320
P8,162 total
includes taxes & fees
Nov 10 - Nov 11
Plaza Inn & Suites at Ashland Creek
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, (119 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is P5,194
P9,236 total
includes taxes & fees
Nov 23 - Nov 24
The Peerless Hotel by WanderLodges
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

8. 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, (1,493 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is P4,483
P4,998 total
includes taxes & fees
Nov 10 - Nov 11
Prospero's Flagship Inn
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

Ashland Commons Hostel
2.0 star property
0.8 km from Historic Downtown District
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is P4,483
P4,998 total
includes taxes & fees
Nov 12 - Nov 13
Ashland Commons Hostel
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

10. 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, (1,005 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is P4,539
P5,062 total
includes taxes & fees
Nov 10 - Nov 11
Timbers INN and Suites
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

11. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is P10,529
P22,214 total
includes taxes & fees
Nov 10 - Nov 11
Savage Upon Siskiyou
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

Compass by Margaritaville in Medford
4.0 star property
16.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,205 reviews)
"Very comfortable stay. Great staff and clean rooms.loves the area."
United States
Sharon
The price is P9,590
P11,545 total
includes taxes & fees
Nov 11 - Nov 12
Compass by Margaritaville in Medford
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

13. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is P8,625
P9,617 total
includes taxes & fees
Nov 10 - Nov 11
Arden Forest Inn
A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

14. 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
9.4 out of 10, Exceptional, (1,006 reviews)
"Very friendly staff."
Canada
Tanis
The price is P5,800
P6,467 total
includes taxes & fees
Dec 10 - Dec 11
Holiday Inn Express & Suites Ashland by IHG
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

15. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,010 reviews)
"Well maintained, affordable delicious breakfast, clean rooms"
United States
Christina
The price is P5,900
P7,249 total
includes taxes & fees
Nov 16 - Nov 17
Lithia Springs Resort
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

Springhill Suites By Marriott Medford Airport
3.0 star property
23.3 km from Historic Downtown District
9.6 out of 10, Exceptional, (1,004 reviews)
"Great stay"
United States
Rijab
The price is P7,449
P8,380 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites By Marriott Medford Airport
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

17. Palm Cottages

Palm Cottages
2.5 star property
1.6 km from Historic Downtown District
9.2 out of 10, Wonderful, (233 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 P12,797
P14,269 total
includes taxes & fees
Nov 10 - Nov 11
Palm Cottages
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

18. 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, (1,578 reviews)
"Great hotel!"
United States
Nicholas
The price is P6,185
P7,527 total
includes taxes & fees
Nov 10 - Nov 11
Ashland Hills Hotel & Suites
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

19. 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, (1,070 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is P6,377
P6,473 total
includes taxes & fees
Dec 8 - Dec 9
Comfort Inn & Suites Ashland
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

20. 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, (6 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 P5,768
P11,282 total
includes taxes & fees
Nov 10 - Nov 11
Hanna's 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

Compare popular hotels in Historic Downtown District

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A large, two-story house with a wrap-around porch and a steeply pitched roof.
Winchester Inn
3.5 star property
9.6
Exceptional
291 reviews
View
A Victorian-style building with ornate architectural details, large windows, and a red door.
McCall House Boutique Inn
4.0 star property
9.6
Exceptional
620 reviews
View
A grand lobby with a high ceiling, large windows, and a central staircase.
Ashland Springs Hotel
3.0 star property
9.2
Wonderful
1,011 reviews
View
A spacious lobby with a reception desk, seating area, and large windows.
The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
8.4
Very good
1,004 reviews
View
A two-story building with a wooden facade, large windows, and a front porch with chairs.
The Peerless Hotel by WanderLodges
2.0 star property
9.6
Exceptional
119 reviews
View

Hotels recommended for families in Historic Downtown District

A grand lobby with a high ceiling, large windows, and a central staircase.

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,011)
The price is P5,900
P7,558 total
includes taxes & fees
Dec 1 - Dec 2
Ashland Springs Hotel

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

Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

8/10 Good
".."
Russ 1-night trip
Posted 8 hours ago
Red Lion Hotel Rogue Regency Medford Airport

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.
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.

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