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Find Historic Hotels in Sisters, OR

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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
$164 nightly
The price is $184
Jan 4 - Jan 5, 2026
Total with taxes and fees
McMenamins Old St. Francis
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.
$192 nightly
The price is $215
Dec 14 - Dec 15
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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.
$195 nightly
The price is $218
Dec 14 - Dec 15
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Outdoor dining
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

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, (22)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
$158 nightly
The price is $177
Dec 14 - Dec 15
Total with taxes and fees
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Fridge, microwave, oven, stovetop
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

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (43)
"Really enjoyed our stay. Centrally located to a number of restaurants and shops. "
United States
David D.
$241 nightly
The price is $269
Dec 15 - Dec 16
Total with taxes and fees
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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.
$281 nightly
The price is $315
Dec 14 - Dec 15
Total with taxes and fees
Brick Brownstone Living in the most desired neighborhood in Bend.
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
$173 nightly
The price is $194
Dec 14 - Dec 15
Total with taxes and fees
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to 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.
$264 nightly
The price is $295
Dec 14 - Dec 15
Total with taxes and fees
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
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
$230 nightly
The price is $257
Dec 14 - Dec 15
Total with taxes and fees
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
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.
$361 nightly
The price is $404
Dec 14 - Dec 15
Total with taxes and fees
*NEW* Downtown Modern Nostalgia, completely updated and convenient
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 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.

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