Ashland Hotel Guide. Hotels in Historic Downtown District, Ashland, United States of America

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Historic Downtown District, Ashland

Our top choices for Historic Downtown District hotels

The Peerless Hotel by WanderLodges

2.0 star property
9.6 out of 10, Exceptional, (86)
"Truly wonderful place to stay. Will return."
The Peerless Hotel by WanderLodges

Ashland Commons Hostel

2.0 star property
9.2 out of 10, Wonderful, (44)
"Another greet stay!"
The price is €76
includes taxes & fees
23 Aug - 24 Aug
Ashland Commons Hostel

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

Winchester Inn

3.5 star property
9.6 out of 10, Exceptional, (249)
"Beautiful property, really comfortable bed, pillows and sheets! "
The price is €209
includes taxes & fees
25 Aug - 26 Aug
Winchester Inn

Ashland Springs Hotel

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful old hotel (refurbished) close to everything in Ashland!"
The price is €232
includes taxes & fees
2 Sept - 3 Sept
Ashland Springs Hotel

McCall House Boutique Inn

4.0 star property
9.2 out of 10, Wonderful, (569)
"Great location , good breakfast but could use a little modernization "
The price is €258
includes taxes & fees
25 Aug - 26 Aug
McCall House Boutique Inn

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

2.5 star property
8.8 out of 10, Excellent, (1008)
"Convenient, great staff."
The price is €152
includes taxes & fees
24 Aug - 25 Aug
The Bard's Inn, BW Signature Collection by Best Western

Green Springs Inn

2.0 star property
9.4 out of 10, Exceptional, (96)
"Super easy check in, wonderful room. Absolute prefect stay."
The price is €104
includes taxes & fees
26 Aug - 27 Aug
Green Springs Inn

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (35)
"What a wonderful place to stay! The owners were very cordial and offered suggestion about places to go. We particularly loved to Koi pond right off our deck. "
The price is €234
includes taxes & fees
26 Aug - 27 Aug
A Cowslip's Belle Inn

Palm Cottages

2.5 star property
9.2 out of 10, Wonderful, (207)
"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 €183
includes taxes & fees
7 Sept - 8 Sept
Palm Cottages

Pine Tree Inn

2.0 star property
7.4 out of 10, Good, (609)
"The staff was really nice."
The price is €78
includes taxes & fees
24 Aug - 25 Aug
Pine Tree Inn

Lady Geneva Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (68)
"Gloria and Cecil are so welcoming and have a lovely home. It is clean and very homey. Their house is lovely and has great architecture. I would highly recommend anyone wanting a unique and lovely stay to try this bed and breakfast "
The price is €215
includes taxes & fees
24 Aug - 25 Aug
Lady Geneva Bed and Breakfast

The Orth House Inn by Remotion

3.5 star property
9.2 out of 10, Wonderful, (17)
"It was a lovely stay! "
The price is €200
includes taxes & fees
21 Sept - 22 Sept
The Orth House Inn by Remotion

Medford Home and 2 Condos With Pool

2.0 star property
Medford Home and 2 Condos With Pool

Peach Street Inn by WanderLodges

2.0 star property
9.0 out of 10, Wonderful, (22)
"Great space to relax, bed was comfy, property was clean and quiet. Awesome spot, would definitely stay again."
The price is €160
includes taxes & fees
26 Aug - 27 Aug
Peach Street Inn by WanderLodges

Medford Home and 2 Condos With Pool and Hot tub

2.0 star property
The price is €834
includes taxes & fees
4 Sept - 5 Sept
Medford Home and 2 Condos With Pool and Hot tub

Grandview of Ashland

3.0 star property
10.0 out of 10, Exceptional, (1)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
The price is €444
includes taxes & fees
1 Sept - 2 Sept
Grandview of Ashland

Cedarwood Inn of Ashland

2.0 star property
7.2 out of 10, Good, (1002)
"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 €93
includes taxes & fees
2 Sept - 3 Sept
Cedarwood Inn of Ashland

Callahan's Mountain Lodge

3.0 star property
8.8 out of 10, Excellent, (1158)
"Beautiful place thank you for your hospitality "
The price is €128
includes taxes & fees
24 Aug - 25 Aug
Callahan's Mountain Lodge

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 €232
includes taxes & fees
27 Aug - 28 Aug
The Mountain Ave 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.
Save an average of 15% on thousands of hotels when you're signed in

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

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.