Sisters Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Holiday Motel

Holiday Motel

2 out of 5
Larkspur
Price was CA $1,074, price is now CA $1,036 per person
CA $1,036
per person
Jan 29 - Feb 5
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Redmond (RDM)
8.6/10 Excellent! (1,002 reviews)
Rude staff. Extremely unprofessional and used foul language toward myself around other guests and children. My child cried and was scared. Very disturbing behavior. Only stayed because staff apologized. Room was very well maintained and very clean. Wish my experience was better.

Reviewed on Nov 5, 2026

Crooked River Ranch Cabins

Crooked River Ranch Cabins

3 out of 5
Price was CA $1,246, price is now CA $1,134 per person
CA $1,134
per person
Jan 29 - Feb 5
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Redmond (RDM)
9.6/10 Exceptional! (371 reviews)
Amazing little place to stay with a cute view. The beds are a little hard, but it's alright for a one night stay. Other than that it's an adorable cabin stay and cozy for a night adventure!

Reviewed on Nov 6, 2026

Juniper Motel Madras

Juniper Motel Madras

2 out of 5
Price was CA $1,096, price is now CA $1,050 per person
CA $1,050
per person
Jan 29 - Feb 5
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Redmond (RDM)
7.4/10 Good! (285 reviews)

Bend Inn & Suites

Bend Inn & Suites

2 out of 5
Larkspur
Price was CA $1,063, price is now CA $1,063 per person
CA $1,063
per person
Jan 29 - Feb 5
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Redmond (RDM)
8.4/10 Very good! (1,156 reviews)
Perfectly fine for a night while passing through Bend, with a dog. Parking close to the room was easy.

Reviewed on Nov 6, 2026

Ready to book your vacation to Sisters?

 

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Sisters Hotel Deals

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 $170 per night from Nov 9 to Nov 10
CA $170
CA $188 total
Nov 9 - Nov 10
includes taxes & fees
GrandStay Hotel & Suites
Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail Sisters OR
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Dec 8 to Dec 9
CA $119
CA $131 total
Dec 8 - Dec 9
includes taxes & fees
Sisters Inn And Suites
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 $256 per night from Nov 8 to Nov 9
CA $256
CA $283 total
Nov 8 - Nov 9
includes taxes & fees
9.8/10 Exceptional! (959 reviews)
"I have been wanting to stay at 5 Pines Lodge for many years, and I’m so glad I was finally able to. Everything was wonderful!"

Reviewed on Nov 4, 2026

FivePine Lodge & Spa
See all 429 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Sisters attractions

A park with trees and a grassy field.

Village Green Park

9.4/10 (23 reviews)
Explore the great outdoors at Village Green Park, a lovely green space in Sisters. Discover the coffeehouses in this relaxing area, or seek out the hiking trails.
See properties

Frequently asked questions

How much does a Sisters vacation package cost?
Offering great value package deals from CA $1,036 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.

Explore a world of travel with Expedia

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