A town nestled in a valley with a prominent building in the foreground and hills in the background.

Southern Oregon Historic Hotel

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Check availability on Southern Oregon Historic Hotel

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Southern Oregon historic hotels

An outdoor patio area with tables and chairs, string lights, and potted plants.

1. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,008 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is HK$734
HK$940 total
includes taxes & fees
17 Nov - 18 Nov
Ashland Springs Hotel
Coffee and/or coffee maker

2. Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub

Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Central Point
9.8 out of 10, Exceptional, (129 reviews)
"Wonderful stay and will definitely do so again!!!"
United States
Kelly B.
The price is HK$769
HK$1,394 total
includes taxes & fees
1 Nov - 2 Nov
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
A house with a covered porch, outdoor seating, and a staircase leading to the entrance.

3. Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Historic Downtown District
9.8 out of 10, Exceptional, (137 reviews)
"Room was in fantastic shape, clean, well decorated, close to everything. As an Air B&B owner, I recommend, if staying Ashland stay here. Great host."
United States
James C.
The price is HK$988
HK$2,038 total
includes taxes & fees
1 Nov - 2 Nov
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
A two-story house with a front porch, a covered entryway, and a small front yard.

4. Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.

Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
Jacksonville Historic District
9.8 out of 10, Exceptional, (85 reviews)
"What an adorable cottage. It’s right in town but on a quiet street. It had every amenity that we needed. I would very highly recommend and would stay here again"
United States
Richard
The price is HK$650
HK$2,280 total
includes taxes & fees
30 Oct - 31 Oct
Charming Jacksonville cottage with a front porch, full kitchen, off-street parking, and walkable access to Britt Festival, downtown shops, restaurants, and wine tasting. Features two bedrooms, two bathrooms, and peaceful historic charm.
A living room with a sofa, a wooden coffee table, a fireplace, and a chandelier.

5. Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (71 reviews)
"We’ve stayed in Vrbo’s around the world and this is by far our favorite."
United States
Robert B.
The price is HK$902
HK$2,117 total
includes taxes & fees
1 Nov - 2 Nov
Historic Bradshaw House!
A wooden cabin-style building with a covered porch and a well-maintained lawn.

6. Bear Mountain -Suite 6

Bear Mountain -Suite 6
Grants Pass
10.0 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay. Plenty of room for our family of 5. Was clean and well taken care of with large TV, full kitchen, fridge and laundry. The kids loved the cute log cabin style. It was the perfect stop over on our way to an Alaskan cruise."
United States
Katherine E.
The price is HK$777
HK$1,282 total
includes taxes & fees
31 Oct - 1 Nov
Bear Mountain -Suite 6
A rustic lodge with a central entrance, multiple windows, and a stone pathway leading to a seating area.

7. Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
9.2 out of 10, Wonderful, (17 reviews)
"Great place, super hosts, wonderful hikes in the area, and quiet and secluded."
United States
Roy R.
The price is HK$1,236
HK$1,780 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Historic Cabin Near Hiking
A cozy living room with a stone fireplace, a leather sofa, and a view of the outdoors through large windows.

8. Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails

Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
Prospect
10.0 out of 10, Exceptional, (244 reviews)
"We appreciated that the lodging was remote enough to be quiet, and offered hiking opportunities within steps of the home. The kitchen was particularly well equipped, making it easy for meal preparation."
United States
Anonymous traveller
The price is HK$1,707
HK$3,118 total
includes taxes & fees
1 Nov - 2 Nov
Meadow House near Crater Lake South entrance, upper Rogue River, 100 acre trails
A modern house with a stone facade, wooden beams, and a large front door.

9. Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville
9.6 out of 10, Exceptional, (93 reviews)
"Our multi generational stay at the Jacksonville Mountain retreat was great. Our family of 10 had all the room we could ever need and fantastic views of the nature around us. The kitchen is GREAT, room for everyone to gather and the hangout spaces fit our family perfectly. The kids had a blast in the downstairs area with bunk beds and games etc. We all enjoyed our stay and it was nice being in the Madrone forest but only 10 minutes to town."
United States
Lene D.
The price is HK$2,580
HK$5,732 total
includes taxes & fees
3 Nov - 4 Nov
Luxury mountain-top retreat with private pool, hot tub, breathtaking views, and total privacy. Sleeps 17 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
A cabin with a triangular roof, a porch, and a door with a window above it.

10. Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin

Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin
La Pine
9.0 out of 10, Wonderful, (93 reviews)
"The cabin was clean and very homey. Its a great locatoon with access to lots of nearby activities. "
United States
Ronald P.
The price is HK$1,012
HK$2,508 total
includes taxes & fees
29 Oct - 30 Oct
Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin
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.
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Top Southern Oregon Hotel Reviews

Ramada by Wyndham Medford Airport North

Ramada by Wyndham Medford Airport North

10/10 Excellent
"Another great stay. Loved it."
Jacson 1-night trip
Posted 16 hours ago
Ramada by Wyndham Medford Airport North

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