A snow-covered mountain range with dense forests at its base.

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Our top choices for Sisters historic hotels

Exterior detail

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, (143 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is ￥12,934
￥34,918 total
includes taxes & fees
Jul 23 - Jul 24
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
1 bedroom, desk, iron/ironing board, travel crib

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, (46 reviews)
"The host was very welcoming with a variety pack of coffee, chocolates and more! The place had everything we needed for our stay. The rooms were decorated nicely and everything was very comfortable! We would stay here again!"
United States
Trevor D.
The price is ￥11,456
￥32,079 total
includes taxes & fees
Jul 14 - Jul 15
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
Fridge, microwave, oven, stovetop

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (26 reviews)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
The price is ￥15,639
￥32,943 total
includes taxes & fees
Jul 15 - Jul 16
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Exterior

*NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (43 reviews)
"Great location and perfect for our family!"
United States
Kate C.
The price is ￥27,601
￥65,950 total
includes taxes & fees
Jul 13 - Jul 14
*NEW* Downtown Modern Nostalgia, completely updated and convenient
Property grounds

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (54 reviews)
"Great location, perfect size for a couple, great amenities! Would recommend!! "
United States
Jason K.
The price is ￥22,688
￥54,639 total
includes taxes & fees
Jul 16 - Jul 17
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Exterior

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, (214 reviews)
The price is ￥65,163
￥120,336 total
includes taxes & fees
Jul 13 - Jul 14
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Exterior

Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen

Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Old Bend
9.8 out of 10, Exceptional, (72 reviews)
"Absolutely loved this little house and location. Walkable to downtown, Drake Park, including great food/drink locations. Perfect house for 2 people. "
United States
LInda H.
The price is ￥68,029
￥106,648 total
includes taxes & fees
Aug 3 - Aug 4
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Exterior detail

Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (41 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is ￥24,252
￥43,422 total
includes taxes & fees
Jul 19 - Jul 20
Walk to downtown and amphitheater
Exterior

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, (42 reviews)
"Enjoyed stay and property was perfect for our needs"
United States
Evie K.
The price is ￥32,336
￥73,815 total
includes taxes & fees
Aug 11 - Aug 12
Brick Brownstone Living in the most desired neighborhood in Bend.
Exterior

Romantic Luxury on Private Lake w/Hot Tub & Amazing Views

Romantic Luxury on Private Lake w/Hot Tub & Amazing Views
Bend
10.0 out of 10, Exceptional, (166 reviews)
"The cabin had everything you could need. What a beautiful location. Will definitely recommend to others. "
United States
Ali S.
Romantic Luxury on Private Lake w/Hot Tub & Amazing Views
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

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 439 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 Village Green Park. A couple of additional sights to add to your agenda are Makin' It Local and Cork Cellars.
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.

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