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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)
The price is £83
includes taxes & fees
14 Dec - 15 Dec

2. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternHistoric Downtown District
8.4 out of 10, Very good, (1,004 reviews)
The price is £70
includes taxes & fees
24 Nov - 25 Nov

3. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (292 reviews)
The price is £119
includes taxes & fees
15 Nov - 16 Nov

4. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.6 out of 10, Exceptional, (620 reviews)
The price is £133
includes taxes & fees
14 Nov - 15 Nov

5. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District, 0.4 mi from Historic Downtown District
9.4 out of 10, Exceptional, (1,802 reviews)
The price is £64
includes taxes & fees
15 Nov - 16 Nov

6. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek0.3 mi from Historic Downtown District
9.0 out of 10, Wonderful, (1,009 reviews)
The price is £98
includes taxes & fees
15 Nov - 16 Nov

7. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District, 0.3 mi from Historic Downtown District
9.6 out of 10, Exceptional, (119 reviews)
The price is £110
includes taxes & fees
23 Nov - 24 Nov

8. Ashland Commons Hostel
Ashland Commons Hostel0.5 mi from Historic Downtown District
9.4 out of 10, Exceptional, (76 reviews)
The price is £45
includes taxes & fees
18 Nov - 19 Nov

9. Whimsy on B
Whimsy on BHistoric Railroad District, 0.1 mi from Historic Downtown District
The price is £111
includes taxes & fees
14 Nov - 15 Nov

10. Savage Upon Siskiyou
Savage Upon SiskiyouSiskiyou-Hargadine Historic District, 0.5 mi from Historic Downtown District
10.0 out of 10, Exceptional, (2 reviews)
The price is £256
includes taxes & fees
15 Nov - 16 Nov

11. Prospero's Flagship Inn
Prospero's Flagship Inn1.2 mi from Historic Downtown District
8.4 out of 10, Very good, (1,496 reviews)
The price is £46
includes taxes & fees
22 Nov - 23 Nov

12. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District, 0.3 mi from Historic Downtown District
10.0 out of 10, Exceptional, (6 reviews)
The price is £135
includes taxes & fees
17 Nov - 18 Nov

13. Lithia Springs Resort
Lithia Springs Resort2.3 mi from Historic Downtown District
9.4 out of 10, Exceptional, (1,011 reviews)
The price is £87
includes taxes & fees
16 Nov - 17 Nov

14. Arden Forest Inn
Arden Forest Inn0.5 mi from Historic Downtown District
9.8 out of 10, Exceptional, (115 reviews)
The price is £115
includes taxes & fees
14 Nov - 15 Nov

15. Whimsy On B 2br & Studio
Whimsy On B 2br & StudioHistoric Railroad District, 0.1 mi from Historic Downtown District
The price is £240
includes taxes & fees
17 Nov - 18 Nov

16. Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodges0.7 mi from Historic Downtown District
10.0 out of 10, Exceptional, (10 reviews)
The price is £194
includes taxes & fees
17 Nov - 18 Nov

17. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites2.7 mi from Historic Downtown District
8.8 out of 10, Excellent, (1,576 reviews)
The price is £80
includes taxes & fees
14 Dec - 15 Dec

18. Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast InnSkidmore Academy Historic District, 0.6 mi from Historic Downtown District
9.4 out of 10, Exceptional, (66 reviews)
The price is £160
includes taxes & fees
14 Nov - 15 Nov

19. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG2.7 mi from Historic Downtown District
9.2 out of 10, Wonderful, (1,009 reviews)
The price is £81
includes taxes & fees
14 Dec - 15 Dec

20. Ashland Motel - Oregon
Ashland Motel - Oregon1.1 mi from Historic Downtown District
8.0 out of 10, Very good, (251 reviews)
The price is £61
includes taxes & fees
18 Nov - 19 Nov
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.
Compare popular hotels in Historic Downtown District
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet-friendly | WiFi included | |
|---|---|---|---|---|---|---|---|---|
![]() Ashland Springs Hotel | 9.2 Wonderful 1,001 reviews | View | ||||||
![]() McCall House Boutique Inn | 9.6 Exceptional 620 reviews | View | ||||||
![]() Winchester Inn | 9.6 Exceptional 292 reviews | View | ||||||
![]() The Bard's Inn, BW Signature Collection by Best Western | 8.4 Very good 1,004 reviews | View | ||||||
![]() Stratford Inn | 9.4 Exceptional 1,802 reviews | View |
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

The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District









































































