Hotels in Historic Downtown District

    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
16 Aug - 17 Aug
Tomorrow
17 Aug - 18 Aug
Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Historic Downtown District

Ashland Springs Hotel
Garden

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful old hotel (refurbished) close to everything in Ashland!"
The price is S$274
includes taxes & fees
31 Aug - 1 Sept
Ashland Springs Hotel
Winchester Inn
Bar (on property)

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (249)
"Beautiful property, really comfortable bed, pillows and sheets! "
The price is S$296
includes taxes & fees
18 Aug - 19 Aug
Winchester Inn
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
8.8 out of 10, Excellent, (1001)
"Convenient, great staff."
The price is S$227
includes taxes & fees
24 Aug - 25 Aug
The Bard's Inn, BW Signature Collection by Best Western
Green Springs Inn
Terrace/patio

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (95)
"Super easy check in, wonderful room. Absolute prefect stay."
The price is S$152
includes taxes & fees
18 Aug - 19 Aug
Green Springs Inn
Eagle Point Golf Retreat: Pool Access + Patio!
Interior

Eagle Point Golf Retreat: Pool Access + Patio!

3.0 star property
The price is S$438
includes taxes & fees
18 Aug - 19 Aug
Eagle Point Golf Retreat: Pool Access + Patio!
Resort at Eagle Point
Exterior

Resort at Eagle Point

3.5 star property
9.4 out of 10, Exceptional, (248)
"Love everything about this place. A special thank to Terri, the Chalet manager who helped and guided us through our stay. You will definitely be back."
The price is S$256
includes taxes & fees
22 Aug - 23 Aug
Resort at Eagle Point
Best Western Windsor Inn
Exterior

Best Western Windsor Inn

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very nice breakfast"
The price is S$161
includes taxes & fees
24 Aug - 25 Aug
Best Western Windsor Inn
Ashland Hills Hotel & Suites
Lobby sitting area

Ashland Hills Hotel & Suites

3.0 star property
9.0 out of 10, Wonderful, (1463)
"It was a very nice stay. Super cute place."
The price is S$186
includes taxes & fees
1 Sept - 2 Sept
Ashland Hills Hotel & Suites
Relax Inn At Ashland
Down duvets, desk, laptop workspace, blackout curtains

Relax Inn At Ashland

1.5 star property
6.8 out of 10, (472)
"Easy check in, friendly staff, clean."
The price is S$93
includes taxes & fees
16 Sept - 17 Sept
Relax Inn At Ashland
Holiday Inn Express & Suites Ashland by IHG
Exterior

Holiday Inn Express & Suites Ashland by IHG

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Would stay here again!"
The price is S$212
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn Express & Suites Ashland by IHG
Callahan's Mountain Lodge
Terrace/patio

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1158)
"Awesome location comfortable place"
The price is S$191
includes taxes & fees
18 Aug - 19 Aug
Callahan's Mountain Lodge
Scottish Inn
Desk, blackout curtains, iron/ironing board, free WiFi

Scottish Inn

2.5 star property
7.8 out of 10, Good, (660)
"This was a great average little hotel with a convenient location and an easy no frills place to stay. "
The price is S$129
includes taxes & fees
1 Sept - 2 Sept
Scottish Inn
Cedarwood Inn of Ashland
Desk, blackout curtains, iron/ironing board, free WiFi

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1003)
"This is not your average motel, super cute decor on the inside and looked newly renovated. Great pricing and in a great area. Staff and check in were very easy!"
The price is S$129
includes taxes & fees
16 Sept - 17 Sept
Cedarwood Inn of Ashland
Country Willows Inn and Estate
Free daily full breakfast

Country Willows Inn and Estate

4.0 star property
9.8 out of 10, Exceptional, (27)
"A great place to stay!"
Country Willows Inn and Estate
Timbers INN and Suites
Exterior

Timbers INN and Suites

2.0 star property
8.6 out of 10, Excellent, (1000)
"Great place to stay"
The price is S$109
includes taxes & fees
17 Aug - 18 Aug
Timbers INN and Suites
The Mountain Ave House by WanderLodges
Private kitchen

The Mountain Ave House by WanderLodges

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place was great! The beds were so nice we slept amazing. Clean, and spacious. Perfect for our family. Grandma had her own space downstairs to avoid the stairs. We really just loved the comfort of the home. We will be visiting again!"
The price is S$346
includes taxes & fees
18 Aug - 19 Aug
The Mountain Ave House by WanderLodges
Flagship Inn of Ashland
Desk, blackout curtains, iron/ironing board, WiFi

Flagship Inn of Ashland

2.5 star property
8.8 out of 10, Excellent, (1008)
"Great place to stay with family on a roadtrip! "
The price is S$111
includes taxes & fees
18 Aug - 19 Aug
Flagship Inn of Ashland
Ashland Motel - Oregon
BBQ/picnic Area

Ashland Motel - Oregon

2.0 star property
7.8 out of 10, Good, (210)
"Nothing fancy, but this motel was a hidden gem and I would stay there again in a heartbeat!"
The price is S$136
includes taxes & fees
17 Aug - 18 Aug
Ashland Motel - Oregon
Palm Cottages
Seasonal outdoor pool

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (206)
"I loved the sweet, local touches in regards to the in-room coffee and bedside chocolates. Our beds in room 3 were very comfortable, the decor was fantastic, and the retro kitchen appliances were fun & perfectly functional. Also, drinking my morning coffee on the beautiful patio was a delightful way to start my day! "
The price is S$273
includes taxes & fees
7 Sept - 8 Sept
Palm Cottages
Ashland Commons Hostel
Garden

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (44)
"Another greet stay!"
The price is S$113
includes taxes & fees
17 Aug - 18 Aug
Ashland Commons Hostel
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.

Where to stay in Historic Downtown District

Find the best Historic Downtown District areas for the activities you enjoy most.
Siskiyou-Hargadine Historic District map

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.

Historic Railroad District map

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.

Skidmore Academy Historic District map

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

La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

10/10 Excellent
"The manager was extremely friendly, the hotel was clean and quiet. The breakfast could be better, they had very few things to choose from and was bland, but did the job"
Matt 1-night trip
Posted 22 hours ago
La Quinta Inn & Suites by Wyndham Central Point - 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 Expedia customer reviews, McCall House Boutique Inn is the highest ranked property in Historic Downtown District. This B&B offers free breakfast and free parking. Other favourite options in the area include Ashland Springs Hotel and The Bard's Inn, BW Signature Collection by Best Western.

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.