Historic Downtown District Hotels near Ashland

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Check prices for these dates

Tonight
Mar 20 - Mar 21
Tomorrow
Mar 21 - Mar 22
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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Our top choices for Historic Downtown District hotels

Lobby

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location, comfortable room Larks restaurant is lovely."
United States
Faith
The price is P5,752
P7,348 total
includes taxes & fees
Mar 31 - Apr 1
Ashland Springs Hotel
Lobby

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
8.6 out of 10, Excellent, (1,000 reviews)
"Quick, efficient check in and friendly front desk. Clean. Comfortable beds and pillows! "
United States
Alyssa
The price is P6,552
P7,305 total
includes taxes & fees
Apr 19 - Apr 20
The Bard's Inn, BW Signature Collection by Best Western
Front of property

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (270 reviews)
"Beautiful B&B. This will now be our favorite stop in Ashland. "
United States
Willy
The price is P12,631
P14,863 total
includes taxes & fees
Mar 22 - Mar 23
Winchester Inn
Front of property

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (591 reviews)
"Room clean, great breakfast"
United States
Phyllis
McCall House Boutique Inn
Front of property

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
1.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,259 reviews)
"The perfect place to stay. I loved every it of our stay there. "
United States
Divine
Flagship Inn of Ashland
Interior detail

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
4.3 km from Historic Downtown District
7.0 out of 10, Good, (504 reviews)
"Loved loved the staff she was sweet informative and just an all around joy to have done business with highly recommended stay Great place."
United States
Kimberly
The price is P4,598
P5,126 total
includes taxes & fees
Mar 21 - Mar 22
Relax Inn At Ashland
Indoor spa tub

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, (1,713 reviews)
"Clean, friendly staff, delightful stay. "
United States
Amy
The price is P8,114
P9,047 total
includes taxes & fees
Mar 22 - Mar 23
Stratford Inn
Living area

Paschal Winery

Paschal Winery
4.5 star property
8.1 km from Historic Downtown District
9.6 out of 10, Exceptional, (15 reviews)
"Great space and beautiful views. 10/10 experience. "
United States
Cody
The price is P6,911
P15,945 total
includes taxes & fees
Apr 2 - Apr 3
Paschal Winery
Exterior

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)
"Easy check in, friendly staff, good selection for breakfast"
United States
Kathy
The price is P7,092
P7,907 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Express & Suites Ashland by IHG
Lobby sitting area

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, (1,444 reviews)
"Great value, fun 70’s vibe, large rooms"
United States
Richard
Ashland Hills Hotel & Suites
Front of property

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
30.2 km from Historic Downtown District
9.4 out of 10, Exceptional, (272 reviews)
"Great place to stay! "
United States
Jeneen
The price is P7,206
P7,674 total
includes taxes & fees
Mar 23 - Mar 24
Resort at Eagle Point
Exterior

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
3.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,000 reviews)
"Great hotel that is more affordable in Ashland. Breakfast was satisfying and we enjoyed the pool and hot tub. "
United States
Sarah
The price is P5,680
P5,765 total
includes taxes & fees
Mar 31 - Apr 1
Comfort Inn & Suites Ashland
Body treatments, facials, 2 treatment rooms

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,000 reviews)
"Clean and comfortable, great tub"
United States
Auna
The price is P5,752
P7,040 total
includes taxes & fees
Mar 31 - Apr 1
Lithia Springs Resort
Exterior

Green Springs Inn

Green Springs Inn
2.0 star property
22.1 km from Historic Downtown District
9.2 out of 10, Wonderful, (115 reviews)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is P5,626
P7,221 total
includes taxes & fees
Apr 2 - Apr 3
Green Springs Inn
Lobby lounge

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, (1,000 reviews)
"Staff was very nice room was very nice and clean and breakfast was great1"
United States
Dava
The price is P6,070
P6,829 total
includes taxes & fees
Mar 29 - Mar 30
Springhill Suites By Marriott Medford Airport
Lobby lounge

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, (1,000 reviews)
"Everyone was very welcoming"
United States
Samantha
The price is P8,600
P10,397 total
includes taxes & fees
Mar 22 - Mar 23
Compass by Margaritaville in Medford
Outdoor dining

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.4 km from Historic Downtown District
8.8 out of 10, Excellent, (1,000 reviews)
"The staff was great and the room was more than what I had expected!"
United States
constance
Plaza Inn & Suites at Ashland Creek
Exterior

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
16.5 km from Historic Downtown District
8.8 out of 10, Excellent, (1,170 reviews)
"Fanatic gem of a hotel. So glad we found it. "
United States
hollie
The price is P6,166
P7,160 total
includes taxes & fees
Apr 13 - Apr 14
Callahan's Mountain Lodge
Exterior

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

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
25 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
"Great stay! "
Canada
Polly
The price is P5,710
P6,423 total
includes taxes & fees
Apr 12 - Apr 13
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Exterior

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, (1,002 reviews)
"Quiet comfortable rooms"
United States
Robert
The price is P6,698
P7,468 total
includes taxes & fees
Apr 5 - Apr 6
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.
Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States

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.

Street scene in downtown Ashland Oregon state.

Siskiyou-Hargadine Historic District

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

Aerial view of Ashland, Oregon

Skidmore Academy Historic District

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

Top Historic Downtown District Hotel Reviews

Flagship Inn of Ashland

Flagship Inn of Ashland

6/10 Okay
"We have stayed at the Flagship several times in a double queen room-which are back away from the road. This time we were in a queen right be the man road and it was so loud. So much traffic sounds not to mention people walking by, arguing and talking-don’t stay in the rooms right in front of you want to sleep! The carpet was so stained and the shower was so old. The bathroom sink needed a filter on the faucet-water sprayed everywhere. "
Teresa 1-night trip
Posted 18 hours ago
Flagship Inn of Ashland

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 Thomas Theatre as part of your Historic Downtown District travel plans.
What's the best accommodation in Historic Downtown District?
Based on Expedia customer reviews, Winchester Inn is the highest ranked property in Historic Downtown District. This inn offers free breakfast and a restaurant. Other favorite options in the area include McCall House Boutique Inn and Ashland Springs Hotel.
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 28 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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