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Our top choices for Sisters romantic hotels

Terrace/patio

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!
Sisters
10.0 out of 10, Exceptional, (92 reviews)
"Thank you so much for the fantastic stay and working with us!"
United States
stevi b.
The price is ￥52,193
￥123,594 total
includes taxes & fees
Mar 15 - Mar 16
NEXT TO GLAZE MEADOW, CUTE, WITH MANY AMENITIES!

Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (127 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
The price is ￥24,910
￥63,819 total
includes taxes & fees
Mar 15 - Mar 16
Remodeled cozy cabin on golf course with hot tub!
Outdoor spa tub

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Terrebonne
10.0 out of 10, Exceptional, (417 reviews)
"Fantastic spot, wouldn’t change a thing. The house is super well equipped, close to town, quiet and comfortable. "
United States
Kristin W.
The price is ￥24,198
￥49,137 total
includes taxes & fees
Mar 16 - Mar 17
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
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, (134 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 ￥12,653
￥33,981 total
includes taxes & fees
Mar 16 - Mar 17
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Interior

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home

Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Orchard District
9.8 out of 10, Exceptional, (17 reviews)
"Awesome and extremely peaceful stay.......thank you and cheers....."
United States
Sara T.
The price is ￥15,658
￥34,689 total
includes taxes & fees
Mar 15 - Mar 16
Adorable Tiny Home │East Side Near Park │Extended Stays Welcome │ Private Home
Fridge, microwave, oven, stovetop

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, (23 reviews)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Fridge, microwave, oven, stovetop

Drake Park Cottage

Drake Park Cottage
Old Bend
9.8 out of 10, Exceptional, (169 reviews)
"We had a great time and comfortable stay. "
United Kingdom
Clinic Manager L.
The price is ￥35,428
￥111,305 total
includes taxes & fees
Mar 19 - Mar 20
Drake Park Cottage
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 ￥22,142
￥59,998 total
includes taxes & fees
Apr 11 - Apr 12
Brick Brownstone Living in the most desired neighborhood in Bend.
Property grounds

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, (47 reviews)
"Great location, very clean and comfortable. Would stay again."
United States
Molly C.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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, (210 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 ￥24,183
￥68,120 total
includes taxes & fees
Mar 16 - Mar 17
Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
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

Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

10/10 Excellent
"Very welcoming to pets and made it stress free"
Jenny 2-night trip
Posted 2 days ago
Best Western Ponderosa Lodge
FivePine Lodge & Spa

FivePine Lodge & Spa

10/10 Excellent
"The property is beautiful, the staff is incredibly friendly and very knowledgeable. The cabins have great amenities and are easy to navigate. The walking trails are great for exploring and daydreaming. The main lodge is so cozy and has a wood fire going located close by are comfy chairs accompanied within chess and checkers. Tea, wine, and beverage service, a spa, fitness center, movie house and multiple restaurants in walking distance. Love Five Pine! "
Tracy 2-night trip
Posted 2 weeks ago
FivePine Lodge & Spa

Frequently asked questions

Searching for romantic hotels in Sisters?
If you and your partner need some romantic time away, we've got just the thing. Couples like Sisters for its hiking and biking. If you want to get outside and explore the captivating natural surroundings with your significant other, you might make a stop by Village Green Park or Cliff Clemens Park. Whether you'd like to be pampered with breakfast in bed or watch the sunset from your balcony, you'll be sure to find accommodation in Sisters to make for the perfect couples' weekend.
When is the best time of year for a romantic getaway to Sisters?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Sisters: The hottest months are usually July and August with an average temp of 62°F, while the coldest months are December and February with an average of 33°F. The snowiest months in Sisters are January, March, February, and April, with each month seeing an average of 6 inches of snowfall.
What is there to do in Sisters?
There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Sisters. Couples looking for a little of everything will enjoy Sisters for its hiking, biking, and coffeehouses. You might think about visiting Deschutes River, Willamette National Forest, or Village Green Park.
What's the best way to get to Sisters and around town during my romantic getaway?
These transportation options in Sisters might help your romantic trip go off without a hitch: If you're looking to fly to Sisters, the closest major airport is Redmond Municipal Airport (RDM), located 19.5 mi (31.3 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.