Find Historic Hotels in Old Bend, OR

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Check availability on Old Bend Historic Hotels

Our top choices for Old Bend historic hotels

King | Cribs/infant beds, free WiFi, bed sheets
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
$159 nightly
The price is $178
Dec 10 - Dec 11
Total with taxes and fees
McMenamins Old St. Francis
Exterior
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.
$200 nightly
The price is $224
Dec 10 - Dec 11
Total with taxes and fees
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Fridge, microwave, oven, stovetop
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen

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

Old Bend
9.6 out of 10, Exceptional, (69)
"Loved the house! Perfect location. Clean and well stocked. And I loved the decor - so cute! "
United States
Shannon S.
$305 nightly
The price is $341
Dec 11 - Dec 12
Total with taxes and fees
Contemporary Chic Cottage │Downtown Historic District │Hot Tub │Gourmet Kitchen
Children's area
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Old Bend
9.4 out of 10, Exceptional, (73)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
$242 nightly
The price is $271
Dec 10 - Dec 11
Total with taxes and fees
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Outdoor dining
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.
$358 nightly
The price is $400
Dec 10 - Dec 11
Total with taxes and fees
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Exterior
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend

Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend

2.0 star property
Old Bend
$187 nightly
The price is $209
Dec 10 - Dec 11
Total with taxes and fees
Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend
Exterior
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown

Old Bend
10.0 out of 10, Exceptional, (37)
"Great location and super comfortable."
United States
David S.
$278 nightly
The price is $312
Dec 11 - Dec 12
Total with taxes and fees
Historic Cecil Sly House, Salt Hot Tub, Electric Charger, in Downtown
Fridge, microwave, oven, stovetop
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Old Bend
8.8 out of 10, Excellent, (8)
"The house was in perfect condition and in an ideal location for experiencing all the Bend has to offer. We walked up to Pilot Butte and downtown all in the same day. Steve and Lori were truly wonderful to communicate with and worked with us to sort out all the logistics. I would absolutely recommend anyone considering Bend stay here."
United States
Connor G.
$1,032 nightly
The price is $1,154
Dec 10 - Dec 11
Total with taxes and fees
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
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)
"Perfect location, comfortable digs and amiable hosts!"
United States
Connie S.
$232 nightly
The price is $260
Dec 11 - Dec 12
Total with taxes and fees
Brick Brownstone Living in the most desired neighborhood in Bend.
Outdoor dining
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
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 Old Bend Hotel Reviews

Sugarloaf Mt Motel

Sugarloaf Mt Motel

10/10 Excellent
"Great place to stay. Breakfast awesome"
Jessica 20-night trip
Posted 2 days ago
Sugarloaf Mt Motel

Frequently asked questions

What should a history enthusiast expect from a trip to Old Bend?
You'll probably want to seek out the sights of historical relevance during your vacation in Old Bend. You'll probably want to also discover the other places of interest while you are here in the area.
How many historical hotels will I find in Old Bend?
Old Bend is home to 92 hotels and other lodging options bookable on Expedia though not many historic hotels to choose from.
What are the must-see historical sites and other places to visit in Old Bend?
Favorite places to visit include Deschutes River, Drake Park, and Des Chutes Historical Museum. You'll also find Tower Theater and Hayden Homes Amphitheater in the area.
What is a historic hotel like in Old Bend?
Guests who choose historic hotels have the opportunity to stay in a place that's been recognized with a national historic designation. Historic hotels throughout the world can take the form of stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Old Bend typically retain authentic characteristics like traditional architecture and period features within the guestrooms or public spaces.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. The term "historic hotel" is more common in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to place more significance on the physical building and architecture. Mainly heritage hotels draw meaning from the cultural value that the place has and how it inspired the surrounding community.
Do historic hotels in Old Bend have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities, and the normal amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Old Bend, you won't find a place that's uncomfortable or rundown.

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