Sisters Vacation Packages

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Your Sisters Vacation

When a city escape is calling, answer it with a Sisters vacation package. With all your travel arrangements in place before you leave, all you have to do here is focus on having the time of your life. Every trip to Sisters needs a well-thought-out itinerary. Fill yours with leading attractions like Aspen Lakes Golf Course, Shibui Spa and Cork Cellars. A few quick clicks is all it takes to craft your perfect Sisters vacation on Expedia.

Top Sisters Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9.2/10 Wonderful! (10 reviews)
Great location close to pool and outdoor activities. Would love to stay again.

Reviewed on Jul. 15, 2025

Brasada Ranch

Brasada Ranch

4 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9.4/10 Exceptional! (290 reviews)
The staff at every point at the Ranch was tremendous, helpful beyond expectations!!

Reviewed on Jul. 28, 2025

Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
Boyd Acres
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9.2/10 Wonderful! (483 reviews)
Too expensive. Old and damaged. Sinks didn’t drain. Stained carpets and ceilings. Sheets were also stained. The 18% resort fee is ridiculous. You are paying that for a pool and some corn hole sets. They also charge $10 a day for parking. Do not recommend.

Reviewed on Jul. 27, 2025

WorldMark Eagle Crest

WorldMark Eagle Crest

3.5 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
8.6/10 Excellent! (110 reviews)
After a long hot drive we were given a sales presentation at check in trying to get us to attend a seminar on their timeshare! I did not expect this and it put a damper on the holiday. We were avoiding the front desk like crazy so I didn’t have to have another guilt-ridden conversation. I just wanted what a paid for and no extra sales. It’s unfortunate as the unit was perfect for our needs, the property gorgeous and huge with pools and golf and great restaurants and tons of activities like indoor tennis and pickleball. I’d love to go back but not stay at worldmark.

Reviewed on Jul. 24, 2025

Seventh Mountain Resort

Seventh Mountain Resort

3 out of 5
Seventh Mountain
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
7.4/10 Good! (421 reviews)
Very nice property and quiet, which is just what we needed. The staff was really helpful and attentive to our needs.

Reviewed on May 16, 2025

Ready to book your vacation to Sisters?

 

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Sisters Hotel Deals

FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is CA $333 per night from Aug 27 to Aug 28
CA $333
CA $368 total
Aug 27 - Aug 28
includes taxes & fees
9.8/10 Exceptional! (820 reviews)
"Incredible stay amongst the pines"

Reviewed on Jul. 27, 2025

FivePine Lodge & Spa
Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Aug 3 to Aug 4
CA $285
CA $315 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (993 reviews)
Nice room, good location.
"Very nice hotel room. Clean and spacious. Everything you need for a quick overnight stay."

Reviewed on Jul. 19, 2025

Sisters Inn And Suites
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way, Sisters, OR
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Aug 3 to Aug 4
CA $269
CA $297 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (1,015 reviews)
"We had the room with the spa tub in room, it was our 10 yr wedding anniversary, just a quick getaway, it was nice and their breakfast was actually really good!"

Reviewed on Jul. 27, 2025

GrandStay Hotel & Suites
See all 2,358 properties in Sisters
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.
All Inclusive Vacations
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Beach Vacations
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Discover the most popular places to visit in Sisters

Shibui Spa

You can take time to visit Shibui Spa during your travels to Sisters. Discover the coffeehouses in this relaxing area, or seek out the hiking trails.

Shibui Spa

Frequently asked questions

How much does a Sisters vacation package cost?
Offering great value package deals from CA $807 on Expedia, you'll be thrilled with how little a vacation to Sisters costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Sisters?
January, March and November are the best times to search for cheap Sisters vacation packages. Choosing to travel in less busy periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Sisters?
Generally, a handful of days is enough to see the top sights during your Sisters vacation. But if you want to have time to relax or take day tours, think about extending your itinerary.
How to find the best Sisters package deals?
Use Expedia's filters to help you find some terrific Sisters package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Sisters package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Sisters vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can customize your Sisters escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Sisters?
If you've got your Sisters vacation dates locked in, book as early as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Sisters?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Sisters.
  2. Set your budget: Factor in expenses like flights, transportation and food when working out how much to put aside for your trip to Sisters. Then, pick a hotel that suits your budget, whether that's a low-cost stay or a high-end retreat.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to experience in Sisters. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Sisters vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.