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

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Check availability on Southern Oregon Historic Hotels

Our top choices for Southern Oregon historic hotels

Garden

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1,002 reviews)
"Fantastic hotel in a cool town!"
United States
Kevin
The price is £164
includes taxes & fees
27 Jul - 28 Jul
Ashland Springs Hotel
Coffee and/or coffee maker

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, (120 reviews)
"We had such an amazing relaxing weekend at this little hidden jewel, tucked away in Central Point. "
United States
Chris A.
The price is £123
includes taxes & fees
2 Aug - 3 Aug
Pet Friendly, Light-filled, Organic Studio, Full Kitchen, Hot Tub
Exterior

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, (82 reviews)
"Very cozy and charming, well equipped, great location, quiet but walking distance from everything."
United States
FRANCES B.
The price is £279
includes taxes & fees
17 Aug - 18 Aug
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.
Smart TV, fireplace

Historic Bradshaw House!

Historic Bradshaw House!
Jacksonville
10.0 out of 10, Exceptional, (69 reviews)
"Creatively decorated and cozy. Bed a bit lumpy but overall a lovely little cottage perfectly located next to Main Street."
United States
Nancy L.
The price is £233
includes taxes & fees
28 Jul - 29 Jul
Historic Bradshaw House!
Exterior

Bear Mountain -Suite 6

Bear Mountain -Suite 6
Grants Pass
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely wonderful stay, my children didn't want to leave and just kept saying "I love it here". Will stay again next time I come to visit the wonderful Grants Pass."
United States
April K.
Bear Mountain -Suite 6
Exterior

Cozy Historic Cabin Near Hiking

Cozy Historic Cabin Near Hiking
Wolf Creek
9.2 out of 10, Wonderful, (15 reviews)
"We really enjoyed our stay. The place is comfy and just what we needed for our one night in the area. The host was great and easy to communicate with. The waffles were wonderful."
United States
Heather W.
The price is £171
includes taxes & fees
22 Jul - 23 Jul
Cozy Historic Cabin Near Hiking
Living area

1907 Charmer, Perfect Downtown Location, So Clean!

1907 Charmer, Perfect Downtown Location, So Clean!
Historic Downtown District
9.4 out of 10, Exceptional, (133 reviews)
"Great stay!"
United States
Bettina T.
The price is £465
includes taxes & fees
26 Jul - 27 Jul
1907 Charmer, Perfect Downtown Location, So Clean!
Exterior detail

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.

Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Jacksonville
9.8 out of 10, Exceptional, (86 reviews)
"Wonderful place for the family to gather."
United States
Dana C.
Luxury 5BR mountain-top retreat with private pool, breathtaking views, and total privacy. Sleeps 14 with spacious living areas, gourmet kitchen, and kid-friendly game space. Minutes to Jacksonville, wineries, and Ashland.
Exterior

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
8.8 out of 10, Excellent, (90 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 £280
includes taxes & fees
23 Jul - 24 Jul
Tall Pines Guest House between Sunriver and La Pine (Pet friendly) A-frame Cabin
Coffee/tea maker, fridge, microwave, oven

Beautiful Beach access/River Front Hot tub and Fire pit

Beautiful Beach access/River Front Hot tub and Fire pit
Brookings
9.2 out of 10, Wonderful, (71 reviews)
"This was such a phenomenal stay! The property is gorgeous and had everything we needed. The view of the river was breathtaking and the outside space was perfect for person and dog alike! We would absolutely stay here again. "
United States
Johanna S.
The price is £399
includes taxes & fees
9 Aug - 10 Aug
Beautiful Beach access/River Front Hot tub and Fire pit
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
"Certainly not a luxurious hotel, it is older but appears to be well kept for the most part. The grounds are clean, and the interior of the hotel is also clean. We were traveling with our dog on this trip, so this place fit the bill. Our room was a dog friendly room on the ground floor with laminate flooring, which is understandable when you're traveling with a dog. The location was convenient in the Medford area, close to everything we wanted to do and see. Nice restaurants and shopping close by. Not much area to walk the dog, but there is a nice park about two blocks away, and an even nicer dog park about a mile away. Staff was friendly and helpful. Continental breakfast with some hot foods and cold food options, a pretty typical Continental breakfast set up. Fresh coffee and other cold fountain drinks, free 24/7 in the front breakfast area. On top of that the price was very nice!"
Randall 1-night trip
Posted 1 hour ago
Ramada by Wyndham Medford Airport North

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