Historic Downtown District, OR
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is AED 422 per night from Nov 7 to Nov 8
AED 422
AED 471 total
7 Nov - 8 Nov
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,010 reviews)
"No other comments."
Reviewed on 22 October 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is AED 384 per night from Nov 1 to Nov 2
AED 384
AED 485 total
1 Nov - 2 Nov
includes taxes & fees
Book a stay at this spa hotel in Ashland. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (1,003 reviews)
"The property is rather dated. There is a lack of outlets in the room for digital devices. My suggestion is that the bedside lamps should be replaced with lamps that have additional outlets and USB ports."
Reviewed on 24 October 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is AED 439 per night from Oct 26 to Oct 27
AED 439
AED 546 total
26 Oct - 27 Oct
includes taxes & fees
Stay at this inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oregon ...
9.6/10 Exceptional! (291 reviews)
"Amazing breakfasts, friendly staff, best location"
Reviewed on 10 October 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is AED 623 per night from Nov 1 to Nov 2
AED 623
AED 695 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (618 reviews)
"Our favorite hotel In Ashland. It is probably the most beautiful building in Ashland and the rooms and the amenities are first class. We recommend this place to everyone."
Reviewed on 13 October 2026
1907 Charmer, Perfect Downtown Location, So Clean!
Ashland OR
Stay at this vacation home in Ashland. Enjoy laundry facilities, an in-room coffeemaker, and air conditioning. Popular attractions Ashland Library and Oregon ...
9.4/10 Exceptional! (139 reviews)
"Love everything about this property. Very clean, accurately represented in the listing, communication could not have been easier or better. Host is very responsive to questions. We were able to park at the house and walk everywhere in this delightful town. Kitchen has everything needed. Beds are ..."
Reviewed on 22 October 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is AED 559 per night from Oct 26 to Oct 27
AED 559
AED 673 total
26 Oct - 27 Oct
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a casino. Our guests praise the breakfast and the pool in our reviews. Popular ...
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 and neighborhoods for the activities you enjoy most.
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
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.
