Find Historic Hotels in Sisters, OR

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Sisters Historic Hotels

Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

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, (137 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is ￥12,618
￥34,240 total
includes taxes & fees
May 11 - May 12
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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, (212 reviews)
"Host was wonderful. The house is lovely and the location is spectacular. Short walk to downtown and three blocks to a great grocery store! Loved our stay and would stay again."
United States
jenn c.
The price is ￥25,212
￥69,336 total
includes taxes & fees
May 10 - May 11
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Exterior

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, (44 reviews)
"Perfect location, AC, kitchen had everything needed"
United States
Anonymous traveler
The price is ￥10,775
￥30,589 total
includes taxes & fees
May 10 - May 11
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to 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, (162 reviews)
"Wonderful cabin, felt very secluded, great hiking and biking trails from the front door. Fully equipped kitchen, clean, great hot tub. We hope to come back again someday! "
United States
Rachael D.
The price is ￥31,264
￥78,054 total
includes taxes & fees
May 20 - May 21
Romantic Luxury on Private Lake w/Hot Tub & Amazing Views
Fridge, microwave, oven, stovetop

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 ￥14,850
￥31,486 total
includes taxes & fees
May 18 - May 19
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, (39 reviews)
"Perfect location, comfortable digs and amiable hosts!"
United States
Connie S.
The price is ￥18,737
￥55,912 total
includes taxes & fees
May 12 - May 13
Brick Brownstone Living in the most desired neighborhood in Bend.
Exterior detail

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, (74 reviews)
"Great stay-walkable location, charming home with great fenced backyard and outdoor space. Will definitely stay again!"
United States
Paula M.
The price is ￥28,232
￥55,065 total
includes taxes & fees
May 8 - May 9
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
Exterior

Stunning Luxury w/Hot tub & Amazing Views on Private Lake - Bend

Stunning Luxury w/Hot tub & Amazing Views on Private Lake - Bend
Bend
10.0 out of 10, Exceptional, (113 reviews)
"Everything was perfect the room, the bed was very comfortable and warm. I loved the shower and how the house was warm when we arrived. Everything was what i expected and the host was very helpful with everything we needed."
United States
Luisa K.
The price is ￥39,080
￥97,739 total
includes taxes & fees
May 13 - May 14
Stunning Luxury w/Hot tub & Amazing Views on Private Lake - Bend
Outdoor spa tub

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (65 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is ￥22,869
￥48,181 total
includes taxes & fees
May 11 - May 12
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Terrace/patio

Three Bedrooms │Trendy West Side Near 10 Barrel │Walkable │Hot Tub │Fenced Yard

Three Bedrooms │Trendy West Side Near 10 Barrel │Walkable │Hot Tub │Fenced Yard
River West
9.6 out of 10, Exceptional, (54 reviews)
"Clean, great location, and host was easy to contact for a couple quick questions. Would stay again."
United States
Yan D.
The price is ￥28,232
￥61,066 total
includes taxes & fees
May 12 - May 13
Three Bedrooms │Trendy West Side Near 10 Barrel │Walkable │Hot Tub │Fenced Yard
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.
View all properties

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 Shibui Spa and Aspen Lakes Golf Course.
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.

Explore a world of travel with Expedia