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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Historic Downtown District hotels

Garden

1. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
"Fantastic hotel in a cool town!"
United States
Kevin
The price is ₩270,749
₩325,023 total
includes taxes & fees
Aug 24 - Aug 25
Ashland Springs Hotel
Lobby

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
8.6 out of 10, Excellent, (1,019 reviews)
"very cozy, close to town"
United States
Charles
The price is ₩243,374
₩271,363 total
includes taxes & fees
Aug 2 - Aug 3
The Bard's Inn, BW Signature Collection by Best Western
Front of property

3. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (602 reviews)
"Staff was great!"
United States
Charles
The price is ₩396,576
₩442,182 total
includes taxes & fees
Aug 3 - Aug 4
McCall House Boutique Inn
Front of property

4. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (281 reviews)
"Good location. Good breakfast"
United States
Albert
The price is ₩263,111
₩319,504 total
includes taxes & fees
Aug 3 - Aug 4
Winchester Inn
Indoor spa tub

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, (1,793 reviews)
"Very nice place to stay."
United States
Aubrey
The price is ₩211,846
₩236,208 total
includes taxes & fees
Aug 2 - Aug 3
Stratford Inn
Outdoor dining

6. 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, (1,014 reviews)
"Nice hotel, close to downtown"
United States
Janice
The price is ₩231,984
₩258,667 total
includes taxes & fees
Aug 9 - Aug 10
Plaza Inn & Suites at Ashland Creek
Terrace/patio

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, (110 reviews)
"Beautiful rooms, walkable, comfortable rooms, really enjoyed. Great for couples"
United States
Errol
The price is ₩216,432
₩319,995 total
includes taxes & fees
Aug 2 - Aug 3
The Peerless Hotel by WanderLodges
Front of property

8. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.9 km from Historic Downtown District
8.6 out of 10, Excellent, (1,397 reviews)
"great little place to stay!"
United States
Tim
The price is ₩128,304
₩143,064 total
includes taxes & fees
Aug 2 - Aug 3
Prospero's Flagship Inn
Seasonal outdoor pool

9. 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, (1,016 reviews)
"Not too expensive and a 1.5 mile walk to Shakespeare."
United States
Shelley
The price is ₩123,120
₩137,278 total
includes taxes & fees
Aug 3 - Aug 4
Timbers INN and Suites
Seasonal outdoor pool

10. Palm Cottages

Palm Cottages
2.5 star property
1.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (218 reviews)
"Check in and out was so easy with friendly staff. The room was perfect for our stay with a kitchen table, fridge & coffee maker - comfy size for all. Walkable to and from town and parking was a cinch. We'll definitely be back!"
United States
Karin
The price is ₩289,354
₩322,618 total
includes taxes & fees
Aug 1 - Aug 2
Palm Cottages
Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, down comforters, desk, WiFi (free)

11. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
1.8 km from Historic Downtown District
7.8 out of 10, Good, (234 reviews)
"Clean, friendly, local."
United States
Don
The price is ₩131,155
₩146,238 total
includes taxes & fees
Aug 25 - Aug 26
Ashland Motel - Oregon
Garden view

12. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (107 reviews)
"We really liked our cozy, well-appointed room, the pool to cool off, and the walking distance into town. Arden Hills was perfect for our three days at the OSF."
United States
Martin
The price is ₩233,280
₩260,107 total
includes taxes & fees
Aug 2 - Aug 3
Arden Forest Inn
Rosebud | Terrace/patio

13. A Cowslip's Belle Inn

A Cowslip's Belle Inn
3.0 star property
0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (48 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
United States
Daniel
The price is ₩249,120
₩358,049 total
includes taxes & fees
Aug 17 - Aug 18
A Cowslip's Belle Inn
Lobby sitting area

14. 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, (1,510 reviews)
"Pool area was great"
United States
Evan
The price is ₩198,547
₩235,785 total
includes taxes & fees
Aug 2 - Aug 3
Ashland Hills Hotel & Suites
Exterior

15. 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, (1,010 reviews)
"Helpful staff, clean room. Good basic hotel chain, affordable."
United States
Ann
The price is ₩187,416
₩190,228 total
includes taxes & fees
Aug 30 - Aug 31
Comfort Inn & Suites Ashland
Luxury House, 2 Bedrooms, Bathtub, Garden Area | 2 bedrooms, laptop workspace, iron/ironing board, WiFi (free)

16. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
1.1 km from Historic Downtown District
10.0 out of 10, Exceptional, (8 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ₩309,744
₩530,008 total
includes taxes & fees
Aug 2 - Aug 3
Barclay Klum House by WanderLodges
Breakfast area

17. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
3.1 km from Historic Downtown District
7.4 out of 10, Good, (1,001 reviews)
"Great proximity to downtown and shops. Staff was very friendly. I didn’t realize how big our room was going to be it was very nice and clean!"
United States
stacie
The price is ₩139,666
₩155,728 total
includes taxes & fees
Aug 2 - Aug 3
Cedarwood Inn of Ashland
Interior detail

18. 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, (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is ₩244,872
₩383,832 total
includes taxes & fees
Aug 10 - Aug 11
Hanna's House by WanderLodges
Lobby lounge

19. 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, (1,013 reviews)
"Super clean and very affordable hotel. I would definitely stay here again."
United States
Juan Carlos Palacios
The price is ₩193,104
₩217,243 total
includes taxes & fees
Aug 23 - Aug 24
Springhill Suites By Marriott Medford Airport
Exterior

20. 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, (1,003 reviews)
"Excellent front desk staff. Good breakfast. Grouds very well maintained."
United States
Paul
The price is ₩185,760
₩207,130 total
includes taxes & fees
Aug 2 - Aug 3
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.
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 rusted metal bridge in a forested area.

Historic Railroad District

Historic Railroad District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

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

Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

8/10 Good
"Hotel was not bad I will definitely stay again the hallways are a bit smelly but room was clean pool and sauna were nice and the breakfast was a good selection eggs sausage waffles and more staff was nice over all a good stay!"
Tori 1-night trip
Posted less than an hour ago
Quality Inn & Suites 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 Angus Bowmer 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 is a short 6-minute walk from Oregon Shakespeare Festival, and it 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 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.
Where can I learn more about changing or cancelling my trip to Historic Downtown District?
To find more details about picking new dates or cancelling your trip to Historic Downtown District, go to https://www.expedia.com/service/.
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 Lithia Park are some other places worth a visit. A few places to visit in the area around Historic Downtown District include Oregon Cabaret Theatre, Ashland Library, 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.