Hotels in Historic Downtown District

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels in Historic Downtown District

Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Historic property, perfectly located for Shakespeare Festival. "
The price is S$300
includes taxes & fees
1 Nov - 2 Nov
Ashland Springs Hotel
The Bard's Inn, BW Signature Collection by Best Western
Lobby

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

2.5 star property
8.6 out of 10, Excellent, (1002)
"My favorite place to stay in Ashland. Clean and nice rooms, affordable, PERFECT location and great staff! "
The price is S$157
includes taxes & fees
1 Nov - 2 Nov
The Bard's Inn, BW Signature Collection by Best Western
Winchester Inn
Bar (on property)

Winchester Inn

3.5 star property
9.8 out of 10, Exceptional, (254)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
The price is S$274
includes taxes & fees
27 Oct - 28 Oct
Winchester Inn
McCall House Boutique Inn
Front of property

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (571)
"Great location , good breakfast but could use a little modernization "
The price is S$246
includes taxes & fees
1 Nov - 2 Nov
McCall House Boutique Inn
Compass by Margaritaville in Medford
Reception

Compass by Margaritaville in Medford

4.0 star property
9.6 out of 10, Exceptional, (1007)
"Great place to stay with our dog."
Compass by Margaritaville in Medford
Rogue Regency Inn and Suites
Terrace/patio

Rogue Regency Inn and Suites

3.0 star property
9.0 out of 10, Wonderful, (2490)
"Check in was great, overall a good place to stay "
The price is S$157
includes taxes & fees
13 Oct - 14 Oct
Rogue Regency Inn and Suites
Super 8 by Wyndham Central Pt Medford
Exterior

Super 8 by Wyndham Central Pt Medford

2.0 star property
7.4 out of 10, Good, (1008)
"Loved the hot tub and pool. "
The price is S$114
includes taxes & fees
19 Oct - 20 Oct
Super 8 by Wyndham Central Pt Medford
Ramada by Wyndham Medford Airport North
Lobby

Ramada by Wyndham Medford Airport North

2.0 star property
7.6 out of 10, Good, (1006)
"Good hotel and great rate."
The price is S$110
includes taxes & fees
5 Nov - 6 Nov
Ramada by Wyndham Medford Airport North
My Place Hotel-Medford OR
Full-sized fridge, stovetop, coffee/tea maker, toaster

My Place Hotel-Medford OR

3.0 star property
9.2 out of 10, Wonderful, (1483)
"Very nice staff Very close to the airport "
The price is S$147
includes taxes & fees
23 Oct - 24 Oct
My Place Hotel-Medford OR
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Exterior

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

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Would definitely stay here again."
The price is S$176
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1471)
"Very friendly staff."
The price is S$174
includes taxes & fees
12 Oct - 13 Oct
Ashland Hills Hotel & Suites
Comfort Inn Medford North
In-room safe, desk, soundproofing, iron/ironing board

Comfort Inn Medford North

2.5 star property
8.4 out of 10, Very good, (1005)
"This hotel was really clean and well taken care of. And of course the AC works great thank you"
The price is S$116
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn Medford North
Hilton Garden Inn Medford, OR 
Meeting facility

Hilton Garden Inn Medford, OR 

3.0 star property
9.0 out of 10, Wonderful, (1007)
"We've stayed here several times, and always pleasant."
The price is S$162
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Medford, OR 
Stratford Inn
Exterior detail

Stratford Inn

2.5 star property
9.4 out of 10, Exceptional, (1561)
"The hotel is exceptionally clean and very friendly!"
The price is S$127
includes taxes & fees
2 Nov - 3 Nov
Stratford Inn
Quality Inn & Suites Medford Airport
Business centre

Quality Inn & Suites Medford Airport

2.5 star property
8.6 out of 10, Excellent, (1008)
"Very nice stay"
The price is S$114
includes taxes & fees
6 Nov - 7 Nov
Quality Inn & Suites Medford Airport
Motel 6 Medford, OR
Front of property

Motel 6 Medford, OR

2.0 star property
7.0 out of 10, Good, (1005)
"It is an old motel clean beds "
The price is S$62
includes taxes & fees
16 Oct - 17 Oct
Motel 6 Medford, OR
Best Western Crater Lake Highway White City/Medford
Lobby

Best Western Crater Lake Highway White City/Medford

2.5 star property
8.2 out of 10, Very good, (1005)
"Great staff. Great breakfast."
The price is S$133
includes taxes & fees
26 Oct - 27 Oct
Best Western Crater Lake Highway White City/Medford
Clarion Pointe Medford
Free daily on-the-go breakfast

Clarion Pointe Medford

2.5 star property
8.0 out of 10, Very good, (1060)
"Great stay. Friendly staff."
The price is S$137
includes taxes & fees
2 Nov - 3 Nov
Clarion Pointe Medford
Comfort Inn & Suites Ashland
Exterior

Comfort Inn & Suites Ashland

2.5 star property
8.6 out of 10, Excellent, (1010)
"Staff at check in was great."
The price is S$135
includes taxes & fees
6 Nov - 7 Nov
Comfort Inn & Suites Ashland
Springhill Suites By Marriott Medford Airport
Lobby lounge

Springhill Suites By Marriott Medford Airport

3.0 star property
9.6 out of 10, Exceptional, (967)
"Very comfortable, nice breakfast and clean room. "
The price is S$171
includes taxes & fees
26 Oct - 27 Oct
Springhill Suites By Marriott Medford Airport
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

Where to stay in Historic Downtown District

Find the best Historic Downtown District areas for the activities you enjoy most.

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.

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.

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

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

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

10/10 Excellent
"Clean room. Great location. Friendly staff"
Barry 5-night trip
Posted 1 day ago
The Bard's Inn, BW Signature Collection by Best Western

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Expedia customer reviews, Winchester Inn is the highest ranked property in Historic Downtown District. This inn offers free breakfast and a restaurant. Other favourite 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 29 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.