1021 Desperado Trail, Sisters, OR 97759, United States
#1 of 16 hotels in Sisters
Guests' ChoiceBased on 91 hotel reviews
9.5Cleanliness
9.8
Comfort
9.8
Location
9.7
Facilities
9.7
Staff
9.7
Value for money
9.0
Free WiFi
9.5
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End of dialog contentReviewed: 19 August 2025
Deanna
United StatesNot a lot of breafast options
Other than some dusty window sills, it was very clean and comfortable. It is also in a great location.
Stayed in August 2025
Reviewed: 11 August 2025
Joni
United StatesLoved the location and all of the amenities. The walking/biking paths around were excellent. The movie house located on site was phenomenal as well.
Stayed in August 2025
Reviewed: 11 August 2025
Katrina
United StatesThe only down side was check in is 4pm and check out is 11am. I wish they’d let you have more time to enjoy your stay.
We loved everything about this property and can’t wait to come stay again and check out the different cabins. Though we didn’t have the cabin with the romantic tubs in the actual room, our huge bathroom had the deepest tub we’d ever seen. Naturally, my husband had to figure out the tub status and the spout is actually in the ceiling! You’d think after filling the world’s deepest (it had room even after both of us got in it) with hot water, the hot water would be gone, but no!! Still had plenty of hot water for showers afterwards. The whole property was amazing and quiet. The bubbling creeks and well kept but natural habitat was my personal favorite. They served a hearty, healthy breakfast with fresh fruit (the strawberries were cut into tiny heart shapes) and though we went and grabbed Dutch Bros. Coffee, they had a nice coffee station set up. You can tell every attention to detail was well thought and went above expectations. You definitely get what you pay for! The staff were super friendly. If you want a romantic getaway, then definitely stay here!!
Stayed in August 2025
Reviewed: 9 August 2025
Lisa
United StatesNothing
Beautiful room, nice pool, lovely spa, great amenities, friendly staff, wine reception, peaceful grounds, good breakfast
Stayed in August 2025
Reviewed: 7 June 2025
Katherine
United StatesEverything. The scenery, the staff, location, comfortable beds...everything was amazing.
Stayed in June 2025
Reviewed: 1 June 2025
Daniel
United StatesWe cannot think of anything we did not like.
Everything was clean and comfortable, there were many areas to sit and socialize in the main lodge area. They had live music on Friday, wine and beer offerings. The provided breakfast was perfect.
Stayed in May 2025
Reviewed: 6 February 2025
Etheredge
United StatesSee my comment above regarding the breakfast.
The lodge's design and decor perfectly fit the wooded setting. The staff met us with warmth, friendliness, and pertinent information; moreover, Josh stoked the fire for our comfort. The breakfast was my only slight disappointment. The pastries were on the dry side and the coffee from the urn needed to be heated in the microwave. The complimentary happy hour was a plus as was the easy walk to downtown Sisters.
Stayed in February 2025
Reviewed: 5 December 2024
Steve
United StatesAlthough we only used the breakfast offering twice, I don't feel it quite measured up to the rest of our experience. Would be nice to add a couple of hot options to the menu.
Stayed in December 2024
Reviewed: 23 October 2024
Michael
United StatesThe only thing I would've liked is a pillow that was a little flatter, not so puffy. Next time I will just bring my own pillow.
We love this place and have been there before. Five pine never disappoints!
Stayed in October 2024
Reviewed: 19 October 2024
Daniel
United StatesCabins are very nice.
Stayed in September 2024
Reviewed: 3 October 2024
Richard
United StatesFor the first time in my life I cannot think of anything I would have preferred more.
Huge 1-bedroom cabin that was constructed and furnished like an upscale Stickley Furniture Store. First class fixtures, mill work, counters, lamps, etc., including wrought iron hooks.
Stayed in September 2024
Reviewed: 20 August 2024
Kristina
United StatesA little pricey
Beautiful property
Stayed in August 2024
Reviewed: 6 July 2024
Margaret
United StatesNot a thing
Everything! It is beautiful
Stayed in July 2024
Reviewed: 3 July 2024
E
NetherlandsThe sofa bed was a bit disappointing. And if the room is for 3 people then please take care of 3 seats in the room and not 2.
Beautiful room and large bathroom. Beds were very comfortable. Parking in front of hotel.
Stayed in July 2024
Reviewed: 27 June 2024
Marc
United StatesGreat food and selection
Stayed in May 2024
Reviewed: 1 June 2024
Doug
United StatesWe liked everything about Five Pines. Sisters is a bit of a tourist trap, but we only go there to relax at Five Pines anyway.
Cabin was beautifully appointed. Bed was soft and cozy. Loved the huge tub and the walk-in shower. The breakfast was light, but just right. Parking was close to our cabin, but the walk to the lodge or breakfast was a bit much for my 78 year old knees and back. The drinks reception was very much appreciated. The pub next door was a comfortable spot to relax a bit. Oh, and the front desk recommended restaurants in town. We chose Chops and found it to be excellent $$$. And the front desk showed us how to get into town without going out onto the packed highway - Memorial Day traffic was really jammed.
Stayed in May 2024
Reviewed: 18 April 2024
Arlys
United StatesJust the bed topper that made us both sleep too hot.
The cabin was lovely, the furnishings very nice , the 2 big chairs in front of the fireplace/TV were wonderful! The only thing I didn't like was the foam topper on the mattress because it makes me waayyy too hot (but I know a lot of people like them, so ...... ).
Stayed in April 2024
Reviewed: 4 April 2024
Katie
United StatesNothing
Beautiful, Clean and quiet! The staff were very friendly and informative. Just an all around wonderful stay. This will now become our home away from home when traveling to Sisters! We LOVE it here!!!!
Stayed in April 2024
Reviewed: 1 January 2024
Jay
United StatesAccess to fitness center and spa
The serenity cabin was amazing - great size and the bath and shower facilities were amazing
Stayed in December 2023
Reviewed: 1 January 2024
John
NetherlandsWould have been nice to have forks and knives and extra glasses in the room. But we got what we needed and they gave us extra glasses when we needed. (We were getting take out food from nearby restaurants)
The cabin was outstanding in every way possible. I mean, it exceeded all expectations. We were in the classic cottage, too, not one of the fancier ones. And it was FABULOUS. Hot tub with opening into the living room, great TV and sofa for lounge on and amazing bed. Access to the gym, which was amazing, right next to the lodge. It was one of my best hotel / resort experiences in my life. And I have been all over, in fancy ski resorts in Italy and Austria and this place (I know it’s not a ski resort but we were there in winter) was the best ever.
Stayed in December 2023
Reviewed: 30 November 2023
Larry
United StatesPillows were terrible
Quiet- Great area for food and a movie or quick walk to town
Stayed in November 2023
Reviewed: 21 November 2023
Guy
United StatesSeemed a little a close to the highway
The staff and architecture
Stayed in November 2023
Reviewed: 6 November 2023
Michelle
United Statesnothing
Friendly people, great breakfast, comfortable bed, beautiful pine trees and walking path. great wine happy hour, french press coffee I can go on and on. Love this laid back lodge more and more with every visit
Stayed in November 2023
Reviewed: 4 October 2023
Susan
United StatesIf you order breakfast in your room, you have a few items to choose from but the selection isn’t great. We did enjoy our stay very much though. The town is really cute with lots of fun shops and some good antique shops. We have visited Five Pine several times over the years and still enjoy it every time we come back. We love the town of Sisters!
The location was good. Five Pine is in a beautiful setting. The breakfast was not too exciting. I would go into town for a much better selection. Three Creeks restaurant is on site for lunch and dinner.. It’s very good and there is an awesome theatre also on site that shows new movies that we especially liked.
Stayed in October 2023
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