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, (1,013 reviews)
"Fantastic hotel in a cool town!"
Kevin
The price is S$292
includes taxes & fees
24 Aug - 25 Aug
2. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (281 reviews)
"Good location. Good breakfast"
Albert
The price is S$300
includes taxes & fees
16 Aug - 17 Aug
3. 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, (1,017 reviews)
"very cozy, close to town"
Charles
The price is S$244
includes taxes & fees
2 Aug - 3 Aug
4. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.2 out of 10, Wonderful, (602 reviews)
"Staff was great!"
Charles
The price is S$397
includes taxes & fees
3 Aug - 4 Aug
5. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District, 0.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,789 reviews)
"Very nice place to stay."
Aubrey
The price is S$197
includes taxes & fees
2 Aug - 3 Aug
6. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek0.4 km from Historic Downtown District
8.8 out of 10, Excellent, (1,014 reviews)
"Nice hotel, close to downtown"
Janice
The price is S$232
includes taxes & fees
2 Aug - 3 Aug
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, (110 reviews)
"Beautiful rooms, walkable, comfortable rooms, really enjoyed. Great for couples"
Errol
The price is S$287
includes taxes & fees
2 Aug - 3 Aug
8. 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, (1,008 reviews)
"Property was nice, hotel staff were pleasant and helpful."
ying
The price is S$171
includes taxes & fees
10 Aug - 11 Aug
9. Prospero's Flagship Inn
Prospero's Flagship Inn1.9 km from Historic Downtown District
8.6 out of 10, Excellent, (1,416 reviews)
"great little place to stay!"
Tim
The price is S$117
includes taxes & fees
2 Aug - 3 Aug
10. Timbers INN and Suites
Timbers INN and Suites2.3 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."
Shelley
The price is S$118
includes taxes & fees
9 Aug - 10 Aug
11. Arden Forest Inn
Arden Forest Inn0.8 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."
Martin
The price is S$233
includes taxes & fees
2 Aug - 3 Aug
12. Palm Cottages
Palm Cottages1.6 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!"
Karin
The price is S$293
includes taxes & fees
30 Jul - 31 Jul
13. 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, (3 reviews)
"Thoughtfully arranged and provisioned. A hidden gem."
Jerald
The price is S$327
includes taxes & fees
10 Aug - 11 Aug
14. Best Western Windsor Inn
Best Western Windsor Inn4.3 km from Historic Downtown District
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent front desk staff. Good breakfast. Grouds very well maintained."
Paul
The price is S$180
includes taxes & fees
10 Aug - 11 Aug
15. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland3.9 km from Historic Downtown District
8.8 out of 10, Excellent, (1,024 reviews)
"Easy check in, nice clean rooms and wonderful breakfast."
Jessi
The price is S$173
includes taxes & fees
23 Aug - 24 Aug
16. Ashland Motel - Oregon
Ashland Motel - Oregon1.8 km from Historic Downtown District
7.8 out of 10, Good, (234 reviews)
"Clean, friendly, local."
Don
The price is S$133
includes taxes & fees
25 Aug - 26 Aug
17. A Cowslip's Belle Inn
A Cowslip's Belle Inn0.5 km from Historic Downtown District
9.6 out of 10, Exceptional, (48 reviews)
"Fantastic location, wonderful amenities. Would absolutely stay here again!!"
Daniel
The price is S$321
includes taxes & fees
17 Aug - 18 Aug
18. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District, 0.8 km from Historic Downtown District
The price is S$545
includes taxes & fees
10 Aug - 11 Aug
19. Lithia Springs Resort
Lithia Springs Resort3.6 km from Historic Downtown District
9.4 out of 10, Exceptional, (1,008 reviews)
"The Jacuzzi is wonderful, so are the in room tubs. The breakfast is quite good too."
Kathleen
The price is S$239
includes taxes & fees
3 Aug - 4 Aug
20. Cedarwood Inn of Ashland
Cedarwood Inn of Ashland3.1 km from Historic Downtown District
7.4 out of 10, Good, (1,000 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!"
stacie
The price is S$127
includes taxes & fees
9 Aug - 10 Aug
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, Angus Bowmer Theatre and Oregon Shakespeare Festival 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 Angus Bowmer Theatre and Oregon Shakespeare Festival.
