Find Historic Hotels in Old Bend, OR from CA $199

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Old Bend Historic Hotels

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Old Bend Historic Hotels

Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Outdoor dining

Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~

10.0 out of 10, Exceptional, (203)
"The location is amazing and the house is wonderful. Definitely recommend to any one looking for a nice spot in walking distance of downtown Bend."
The price is CA $428
CA $856 total
includes taxes & fees
Sep 26 - Sep 27
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Fridge, microwave, oven, stovetop

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

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."
The price is CA $738
CA $1,605 total
includes taxes & fees
Sep 2 - Sep 3
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Walk to downtown and amphitheater
Fridge, microwave, oven, stovetop

Walk to downtown and amphitheater

3.0 star property
9.6 out of 10, Exceptional, (41)
"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!"
The price is CA $241
CA $423 total
includes taxes & fees
Sep 1 - Sep 2
Walk to downtown and amphitheater
Brick Brownstone Living in the most desired neighborhood in Bend.
Exterior

Brick Brownstone Living in the most desired neighborhood in Bend.

10.0 out of 10, Exceptional, (35)
"This is a fantastic property located in the heart of the Mill District. We love staying here and look forward to our next trip back! "
The price is CA $199
CA $529 total
includes taxes & fees
Sep 17 - Sep 18
Brick Brownstone Living in the most desired neighborhood in Bend.
Sunriver Cabin in Great Location near River and Village
TV, DVD player, video library

Sunriver Cabin in Great Location near River and Village

9.6 out of 10, Exceptional, (60)
"Great place close to the village. Perfect for a small family "
The price is CA $205
CA $464 total
includes taxes & fees
Sep 2 - Sep 3
Sunriver Cabin in Great Location near River and Village
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (63)
"Location is convenient. The bed was super comfortable and great pillows, very spacious and Jason was very responsive "
The price is CA $329
CA $588 total
includes taxes & fees
Sep 7 - Sep 8
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Outdoor spa tub

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

9.8 out of 10, Exceptional, (64)
"Very nice for whole family, including the dog!"
The price is CA $356
CA $659 total
includes taxes & fees
Sep 7 - Sep 8
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (20)
"We enjoyed the well equiped kitchen, the spacious great room and the close proximity to restaurants."
The price is CA $425
CA $797 total
includes taxes & fees
Sep 15 - Sep 16
Contemporary Meets Mountain Lodge │West Side │Double Suites │Hot Tub
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
Bar (on property)

Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River

9.8 out of 10, Exceptional, (69)
"Super cute place, amazing location. Plenty of room, great backyard and hot tub! Will definitely stay again. "
The price is CA $329
CA $589 total
includes taxes & fees
Sep 7 - Sep 8
Great Reviews │West Side Bungalow │Walk Everywhere │Hot Tub │One Block to River
GREAT DEAL & BEST LOCATION 5 BR/4 Baths, Sleeps 18, Unlimited SHARC passes/Wi-Fi
Exterior

GREAT DEAL & BEST LOCATION 5 BR/4 Baths, Sleeps 18, Unlimited SHARC passes/Wi-Fi

8.6 out of 10, Excellent, (88)
"This house has a rustic "Sunriver" feel and it was a great place to have our family get together"
The price is CA $413
CA $1,031 total
includes taxes & fees
Sep 11 - Sep 12
GREAT DEAL & BEST LOCATION 5 BR/4 Baths, Sleeps 18, Unlimited SHARC passes/Wi-Fi
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.

Top Old Bend Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia