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Find Historic Hotels in Sisters, OR

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Check availability on Sisters Historic Hotels

Our top choices for Sisters historic hotels

King | Cribs/infant beds, free WiFi, bed sheets
McMenamins Old St. Francis

McMenamins Old St. Francis

McMenamins Old St. Francis
3.0 star property
Old Bend
9.4 out of 10, Exceptional, (309)
"I loved this hotel and will always stay there when in the area. "
United States
Sara
The price is ￥25,718
￥28,779 total
includes taxes & fees
Jan 4 - Jan 5, 2026
McMenamins Old St. Francis
Exterior
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
2.0 star property
Old Bend
10.0 out of 10, Exceptional, (2)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is ￥14,831
￥34,901 total
includes taxes & fees
Dec 11 - Dec 12
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Terrace/patio
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (134)
"Great stay! Super clean and landlord was very communicative. Wonderful location. We were able to cook many of our meals using the kitchen."
United States
Jeni H.
The price is ￥12,546
￥33,518 total
includes taxes & fees
Dec 14 - Dec 15
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior
Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
10.0 out of 10, Exceptional, (39)
"Perfect location, comfortable digs and amiable hosts!"
United States
Connie S.
The price is ￥7,011
￥40,447 total
includes taxes & fees
Dec 11 - Dec 12
Brick Brownstone Living in the most desired neighborhood in Bend.
Outdoor spa tub
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (65)
"Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with."
United States
Shila J.
The price is ￥16,981
￥44,107 total
includes taxes & fees
Dec 11 - Dec 12
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior detail
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
River West
9.6 out of 10, Exceptional, (43)
"Perfect location, AC, kitchen had everything needed"
United States
Anonymous traveler
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
Outdoor dining
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~

Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~

Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Old Bend
10.0 out of 10, Exceptional, (206)
"We loved this bungalow! Great location, walking distance to everything! So incredibly clean, all the amenities you need! Would definitely book again!"
United States
Jamie H.
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Fridge, microwave, oven, stovetop
*NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (39)
"We have stayed here before and love the house and location! Perfect size for a few people to stay and the house is always clean! Will definitely be back!"
United States
Ashley L.
The price is ￥26,659
￥63,349 total
includes taxes & fees
Dec 18 - Dec 19
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Fridge, microwave, oven, stovetop
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub

Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub

Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
River West
9.8 out of 10, Exceptional, (20)
"We enjoyed the well equiped kitchen, the spacious great room and the close proximity to restaurants."
United States
Julie K.
The price is ￥24,147
￥59,971 total
includes taxes & fees
Dec 11 - Dec 12
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
Bar (on property)
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River

Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River

Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (70)
"Super cute place, amazing location. Plenty of room, great backyard and hot tub! Will definitely stay again. "
United States
Mary
The price is ￥17,093
￥40,360 total
includes taxes & fees
Dec 14 - Dec 15
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
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 Sisters Hotel Reviews

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Frequently asked questions

What should a history buff expect from a stay in Sisters?
A trip to the historical places in Sisters is likely at the top of your sightseeing list. Why not absorb the local color with a visit to the coffeehouses?
How many historical hotels are there in Sisters?
Sisters is home to 436 hotel accommodations bookable on Expedia but not many designated as historic hotels.
What are the most important historical places and other sights to visit in Sisters?
Favorite places to visit include Deschutes River, Willamette National Forest, and Shibui Spa. A couple of additional sights to add to your agenda are Aspen Lakes Golf Course and Village Green Park.
What is a historic hotel like in Sisters?
When you book a historic hotel, you'll spend a night or two in a building that has a national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of such hotels in Sisters, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value along with how it influenced the community.
Do historic hotels in Sisters have modern facilities?
Hotels include modern conveniences and safety features you might expect, while every effort is made to preserve treasured traditions and historic facades. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in any hotel will be available in a historic hotel. Rest assured that when you choose a historic hotel in Sisters, you won't be staying at a place that is rundown or uncomfortable.