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

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
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Sisters historic hotels

A single-story house with a dark blue exterior, a front door, two windows, and a small porch.
A patio with a grill, a small table, and two chairs.
A white door with a window, a metal handle, and a doorbell.
An open door leading into a room with a bed, a lamp, and a view of a balcony.

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

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
United States
Noreen S.
￥12,727
￥34,715 total
includes taxes & fees
Aug 30 - Aug 31
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A kitchen with wooden cabinets, a microwave, a refrigerator, a stove, and a dining area with a table and chairs.
A house entrance with a door open, a mailbox, and a sign on the wall.
A patio with a round metal table and a blue umbrella, surrounded by wicker chairs and a wooden deck.
A kitchen with a dining table, chairs, a refrigerator, a sink, and a window with curtains.

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

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
United States
Jeff P.
￥21,204
￥38,860 total
includes taxes & fees
Aug 30 - Aug 31
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
A house with a front porch, two Adirondack chairs, and a small garden.
A modern kitchen with white cabinets, a stainless steel stove, and a microwave.
A living room with a fireplace, a television mounted above it, a sofa, a small table, and a chair.
A dining area with a table and chairs, a ceiling fan, a refrigerator, and a window with curtains.

3. *NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
United States
Kate C.
￥27,045
￥66,402 total
includes taxes & fees
Sep 20 - Sep 21
*NEW* Downtown Modern Nostalgia, completely updated and convenient
A modern living room with a fireplace, a balcony with curtains, and a dining area with a table and chairs.
A rustic building with a metal roof and a sign that reads "BREAKFAST".
A modern kitchen with a central island, a dining area with a glass table and chairs, and a view of the outdoors through large windows.
A building with a sign reading "Nancy P's Cafe & Bakery" surrounded by autumn foliage and a small garden.

4. 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
United States
Trevor D.
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
A residential house with a front porch, a small garden with dry plants, and a clear sky.
A kitchen with wooden cabinets, a microwave, and a refrigerator. There is a dining area with a table and chairs.
A backyard with a wooden deck, outdoor seating, and a staircase leading to a covered area.
A kitchen with a white sink, wooden countertop, and a window in the background.

5. 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
United States
Brandon K.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
A wooden house with a stone pathway, a hot tub, and a well-maintained garden.
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.
A living room with a sofa, two red chairs, a coffee table, and a rug. There is a kitchen area visible in the background.
A bar with multiple taps and a menu listing various beers.

6. 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
United States
Rocky A.
￥30,068
￥57,858 total
includes taxes & fees
Aug 26 - Aug 27
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A brick building with multiple windows and a staircase leading to the entrance.
A bedroom with a wooden bed, a red carpet, a red chair, and a plant.
A room with a red chair, a potted plant, and a lamp.
A bedroom with a wooden door, a TV, a coffee machine, and a desk.

7. Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
United States
Evie K.
￥25,773
￥65,157 total
includes taxes & fees
Sep 1 - Sep 2
Brick Brownstone Living in the most desired neighborhood in Bend.

8. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
United States
Brian S.
￥39,738
￥64,034 total
includes taxes & fees
Sep 21 - Sep 22
Walk to downtown and amphitheater
A small, single-story house with a front porch, a door, and a window.
A modern kitchen with white cabinetry, a dining area with a white table and chairs, and a grey sofa in the living area.
A modern kitchen with white countertops, stainless steel appliances, and wooden bar stools.
A wooden house with a front porch, surrounded by a wooden fence and lush greenery.

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

Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Old Bend
United States
Shannon W.
￥36,432
￥65,692 total
includes taxes & fees
Sep 1 - Sep 2
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
A modern living room with a sectional sofa, a coffee table, a fireplace, and a TV mounted on a wooden shelf.
A spacious living area with a dining table, white chairs, and a large window.
A modern kitchen with wooden cabinets, a white countertop, and a dining area with a table and chairs.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a marble table and white chairs.

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

Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
River West
United States
Carla M.
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
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 450 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 Peterson Ridge Trail. 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.

Explore a world of travel with Expedia