Hotels in Historic Downtown District
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Our top choices for Historic Downtown District hotels
1. Ashland Springs Hotel
Ashland Springs HotelHistoric Downtown District
9.2 out of 10, Wonderful, (1,001 reviews)
"My daughter and I have stayed at this hotel for the last three years as a girl trip to see a play at OSF and love this hotel for its proximity and history."
Laura
The price is S$274
includes taxes & fees
12 Oct - 13 Oct
2. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternHistoric Downtown District
8.6 out of 10, Excellent, (1,003 reviews)
"Nice hotel and walking distance to shopping and restaurants"
Dawn
The price is S$239
includes taxes & fees
13 Sept - 14 Sept
3. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (287 reviews)
"Good location. Good breakfast"
Albert
The price is S$309
includes taxes & fees
20 Sept - 21 Sept
4. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.2 out of 10, Wonderful, (610 reviews)
"All good; would stay again. Great breakfast too"
Elizabeth
The price is S$389
includes taxes & fees
14 Sept - 15 Sept
5. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,783 reviews)
"It was a great overnight stay with a good breakfast."
Jerry W. De
The price is S$139
includes taxes & fees
21 Sept - 22 Sept
6. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek0.4 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,000 reviews)
"This was a very nice stay with clean rooms and a great location!"
Lee
The price is S$228
includes taxes & fees
13 Sept - 14 Sept
7. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District, 0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (112 reviews)
"The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again."
JI YUN
The price is S$292
includes taxes & fees
5 Oct - 6 Oct
8. Prospero's Flagship Inn
Prospero's Flagship Inn1.9 km from Historic Downtown District
8.6 out of 10, Excellent, (1,448 reviews)
"We had one overnight stay and it was great. Efficient check in, clean rooms and super comfy bed!"
Denise
The price is S$81
includes taxes & fees
13 Sept - 14 Sept
9. Timbers INN and Suites
Timbers INN and Suites2.3 km from Historic Downtown District
8.8 out of 10, Excellent, (1,001 reviews)
"Nice motel in Ashland. The staff is friendly, rooms comfortable."
Robin
The price is S$101
includes taxes & fees
13 Sept - 14 Sept
10. Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodges1.1 km from Historic Downtown District
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
Melissa
The price is S$445
includes taxes & fees
11 Oct - 12 Oct
11. Best Western Windsor Inn
Best Western Windsor Inn4.3 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,005 reviews)
"Great option for an overnight roadtrip stay"
Dennis
The price is S$159
includes taxes & fees
27 Sept - 28 Sept
12. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland3.9 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,008 reviews)
"The location is convenient, front desk customer service with a smile, shopping and restaurants nearby."
armida
The price is S$137
includes taxes & fees
28 Sept - 29 Sept
13. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG4.3 km from Historic Downtown District
9.2 out of 10, Wonderful, (1,000 reviews)
"Room was clean, breakfast was really good and nice staff."
Hardeep
The price is S$151
includes taxes & fees
12 Oct - 13 Oct
14. Arden Forest Inn
Arden Forest Inn0.8 km from Historic Downtown District
9.8 out of 10, Exceptional, (112 reviews)
"Terrific in all aspects. Look forward to returning."
Thomas
The price is S$229
includes taxes & fees
13 Sept - 14 Sept
15. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
megan
The price is S$517
includes taxes & fees
13 Sept - 14 Sept
16. Ashland Motel - Oregon
Ashland Motel - Oregon1.8 km from Historic Downtown District
7.8 out of 10, Good, (240 reviews)
"Clean, friendly, local."
Don
The price is S$110
includes taxes & fees
21 Sept - 22 Sept
17. Palm Cottages
Palm Cottages1.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (223 reviews)
"Such a charming property! Staff was very helpful, property very clean and cute. There were several deer on the property just roaming around. Our cottage was adorable! Comfortable bed as well. Highly recommend!"
Michael
The price is S$284
includes taxes & fees
13 Sept - 14 Sept
18. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites4.3 km from Historic Downtown District
8.8 out of 10, Excellent, (1,536 reviews)
"Great Stay !!"
Krishnaharsha
The price is S$178
includes taxes & fees
21 Sept - 22 Sept
19. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District, 0.4 km from Historic Downtown District
10.0 out of 10, Exceptional, (4 reviews)
"Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private."
David
The price is S$418
includes taxes & fees
27 Sept - 28 Sept
20. A Cowslip's Belle Inn
A Cowslip's Belle Inn0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (52 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
Daniel
The price is S$322
includes taxes & fees
14 Sept - 15 Sept
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
If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.
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
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
Ramada by Wyndham Medford Airport North
10/10 Excellent
