Historic Downtown District
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is P8,165 per night from Jul 5 to Jul 6
P8,165
per night
Jul 5 - Jul 6
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 ...
8.6/10 Excellent! (1,018 reviews)
"The place conveniently located for our stay. The found the room clean and decently appointed. The breakfast was typical of motels, satisfactory. These were the high points. We were disappointed in the lack of information available. There was absolutely nothing in the room about the facilities or ..."
Reviewed on Jun 18, 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is P10,055 per night from Jun 22 to Jun 23
P10,055
per night
Jun 22 - Jun 23
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! (1,000 reviews)
"The rooms are too small for two people. The bed filled about 80% of the room. The bathroom was nice enough, but barely big enough for one person. No shelf space. Suit cases plus everything on the floor. Breakfast was mediocre. For the money I won’t return. Cool building though."
Reviewed on Jun 15, 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is P14,090 per night from Jun 22 to Jun 23
P14,090
per night
Jun 22 - Jun 23
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! (275 reviews)
"A lovely place to land. Beautiful Victorian with a garden to relax in. The room was so comfortable (even had a window seat) and the food was great. As was each member of the staff."
Reviewed on May 2, 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is P16,306 per night from Jun 22 to Jun 23
P16,306
per night
Jun 22 - Jun 23
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! (598 reviews)
"Beautiful"
Reviewed on Jun 15, 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is P6,216 per night from Jun 21 to Jun 22
P6,216
per night
Jun 21 - Jun 22
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (3,117 reviews)
"The indoor pool and exercise space were not appealing. It was 105 degrees the afternoon I arrived and luckily there was a sublevel room for me that was quiet and cool. The complimentary buffet breakfast was pancakes and scrambled eggs, cereal, bagels, toast, juice and coffee. It was an okay stay ..."
Reviewed on Jun 18, 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is P6,232 per night from Jul 7 to Jul 8
P6,232
per night
Jul 7 - Jul 8
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,364 reviews)
"They absolutely skyrocketed the price for OSU graduation weekend, to 457.00 a night, which is deplorable greed. I've stayed here several times and always enjoyed it, but that makes me feel just taken advantage of. The breakfast is basic, all carbs, cereal, bread, waffles, etc. The carpet outside ..."
Reviewed on Jun 18, 2026
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.
