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Find Hotels with a Pool in Sisters, OR

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Our top choices for Sisters hotels with a pool

GrandStay Hotel & Suites

GrandStay Hotel & Suites
3.0 star property
Sisters
9.6 out of 10, Exceptional, (1004)
"Great place to stay. "
United States
Galen
$130 nightly
The price is $144
Dec 24 - Dec 25
Total with taxes and fees
GrandStay Hotel & Suites

Best Western Ponderosa Lodge

Best Western Ponderosa Lodge
2.5 star property
Sisters
9.4 out of 10, Exceptional, (1001)
"Friendly staff, amazing breakfast, clean and alpacas for the win!!"
United States
Gail
$135 nightly
The price is $149
Jan 5 - Jan 6, 2026
Total with taxes and fees
Best Western Ponderosa Lodge

Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special!

Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special!
Black Butte Ranch
9.8 out of 10, Exceptional, (59)
"We stayed here for a wedding nearby, and it was the perfect spot! Super easy to check in, and a great location!"
United States
Alex L.
$227 nightly
The price is $249
Jan 4 - Jan 5, 2026
Total with taxes and fees
Stay and play at Kramer's Korner Private Suite and use our 2025 Booking Special!

FivePine Lodge & Spa

FivePine Lodge & Spa
4.0 star property
Sisters
9.8 out of 10, Exceptional, (852)
"Awesome place !"
United States
Robert
$177 nightly
The price is $196
Jan 11 - Jan 12, 2026
Total with taxes and fees
FivePine Lodge & Spa

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger

Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger
Sisters
10.0 out of 10, Exceptional, (11)
"Wonderful space for our family gathering!"
United States
Barbara B.
$394 nightly
The price is $431
Jan 12 - Jan 13, 2026
Total with taxes and fees
Family-Friendly, Modern Home with Extra Large Hot Tub with EV Charger

FivePine Lodge & Cabins - Classic Cabin

FivePine Lodge & Cabins - Classic Cabin
Sisters
$227 nightly
The price is $251
Jan 4 - Jan 5, 2026
Total with taxes and fees
FivePine Lodge & Cabins - Classic Cabin

Modern Tollgate Home - HOT TUB, Half Acre Lot

Modern Tollgate Home - HOT TUB, Half Acre Lot
Sisters
9.6 out of 10, Exceptional, (32)
"Enjoyed our stay, nice place, clean and well set up."
United States
Dan H.
$368 nightly
The price is $403
Dec 28 - Dec 29
Total with taxes and fees
Modern Tollgate Home - HOT TUB, Half Acre Lot

Black Butte Mountain Retreat w/ Private Sauna

Black Butte Mountain Retreat w/ Private Sauna
Sisters
10.0 out of 10, Exceptional, (12)
"We really enjoyed our stay at the Black Butte Mountain Retreat. The home was a good size for 4 adults and 2 kids and had plenty of fun toys for the grandkids and bikes, books, and games for the adults. We were amazed by the pool complexes, restaurants, horse stables and the gorgeous meadows and golf courses. We'll be back!"
United States
Cynthia W.
$749 nightly
The price is $816
Dec 29 - Dec 30
Total with taxes and fees
Black Butte Mountain Retreat w/ Private Sauna

FivePine Lodge & Cabins - Caboose Cabin

FivePine Lodge & Cabins - Caboose Cabin
Sisters
$236 nightly
The price is $261
Jan 4 - Jan 5, 2026
Total with taxes and fees
FivePine Lodge & Cabins - Caboose Cabin

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome

3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
sisters
10.0 out of 10, Exceptional, (209)
"Great floorplan for the five of us. Enjoyed the BBQ, hot tub. Would try to rent again! "
United States
Hillary L.
$565 nightly
The price is $619
Dec 24 - Dec 25
Total with taxes and fees
3 BR Home, 1 Block to Glaze Meadow Recreation Complex , Hot Tub, Dogs Welcome
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 Sisters Hotel Reviews

Frequently asked questions

What's it like visiting Sisters?
If relaxing by the pool is your idea of the perfect getaway, you may want to consider relaxing Sisters, which has 6 places to stay with pools. During your trip, you can explore attractions like Deschutes River and Willamette National Forest, and then take it easy poolside at one of the accommodations in Sisters that guests like for their pools.
What are some hotels with pools in Sisters?
FivePine Lodge & Spa: Features an indoor pool, an outdoor pool, and 2 restaurants. Best Western Ponderosa Lodge: Offers daily, a seasonal outdoor pool, and free self parking. GrandStay Hotel & Suites: Provides full, an indoor pool, and free self parking. Sisters Inn And Suites: Features complimentary wireless internet access, a communal pool, and kitchens. Ski Inn Taphouse Hotel: Offers complimentary wireless internet access, a communal pool, and kitchens.
How many hotels with pools will I find in Sisters?
Expedia has 6 hotels in Sisters for your poolside break.
What is there to see and do in Sisters?
The picturesque setting of Deschutes River and Willamette National Forest showcase the area's natural beauty. During your stay, check out sights such as Shibui Spa, Aspen Lakes Golf Course, and Village Green Park. Enjoy the choices of coffeehouses in Sisters, along with activities like hiking and biking.
When is the best time to book a hotel with a pool in Sisters?
Taking into account the local weather in Sisters can help you maximize your time at the pool during your trip. 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.

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