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.
Hotel Peppertree Bend, BW Premier Collection
Century West
CA $859
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9/10 Wonderful! (1,010 reviews)
Great stay, had excellent room and amenities. Breakfast was good and area clean. What really nice its out of the main Bend traffic area.
Reviewed on Oct 11, 2026
Holiday Inn Express & Suites Bend South by IHG
Southeast Bend
CA $681
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Redmond (RDM)
9.4/10 Exceptional! (1,010 reviews)
Our room was a nice size and very updated! Good area and friendly staff! Would recommend!!
Reviewed on Oct 11, 2026
Ready to book your vacation to Sisters?
Sisters Hotel Deals
Sisters Inn And Suites
605 North Arrowleaf Trail Sisters OR
Fully refundableReserve now, pay when you stay
CA $127
CA $140 total
Oct 25 - Oct 26
includes taxes & fees
GrandStay Hotel & Suites
1026 W Rail Way Sisters OR
Fully refundableReserve now, pay when you stay
CA $164
CA $181 total
Nov 11 - Nov 12
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
"Nice hotel, very friendly staff. Cleaning crew needs to do a better job especially in the bathrooms."
Reviewed on Oct 10, 2026
FivePine Lodge & Spa
1021 Desperado Trail Sisters OR
Fully refundableReserve now, pay when you stay
CA $265
CA $293 total
Nov 1 - Nov 2
includes taxes & fees
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.
Stay near popular Sisters attractions
Aspen Lakes Golf Course
9.0/10 (27 reviews)
Enjoy a round of golf in Sisters at Aspen Lakes Golf Course. Discover the mountain views in this relaxing area, or seek out the biking trails.
Big Meadow Golf Course
Enjoy a round of golf in Black Butte Ranch at Big Meadow Golf Course. Take in the entertainment venues while you're in the area.
Phalarope Lake
Commune with nature and explore the great outdoors at Phalarope Lake during your travels in Black Butte Ranch. Take in the entertainment venues while you're in the area.
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.
Shibui Spa
8.6/10 (21 reviews)
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.
Peterson Ridge Trail
9.4/10 (29 reviews)
You can take time to visit Peterson Ridge Trail during your travels to Sisters. Discover the coffeehouses in this relaxing area, or seek out the hiking trails.
Sisters Community Labyrinth
Enjoy an outing to Sisters Community Labyrinth during your stay in Sisters. Discover the coffeehouses in this relaxing area, or seek out the hiking trails.
Glaze Meadow Golf Course
Enjoy a round of golf in Black Butte Ranch at Glaze Meadow Golf Course. Take in the entertainment venues while you're in the area.
Frequently asked questions
How much does a Sisters vacation package cost?
Offering great value package deals from CA $627 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?
- 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.
- 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.
- 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.
- 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
- Sisters Hotels
- Wildflower Lodge with Access to Exclusive Golf
- Cottages in Terrebonne
- Luxury Hotels in Bend
- Hotels near Deschutes County Fairgrounds Expo Center
- Redmond Hotels
- Cheap Hotels in Bend
- Canyon Rim at Eagle Crest condo
- Glamping with a view
- Smith Rock Base Camp Sleeps 6!
- Cabin Rentals in Bend
- Motels in Bend
- Pet-Friendly Hotels in Bend
- Hotels with Hot Tubs in Redmond
- Cheap Hotels in Redmond
- Riverfront Lodge great setting
- Awbrey Butte Hotels
- Hotels with Free Breakfast in Redmond
- Villas in Redmond
- Fivepine Lodge & Spa
- Basecamp for endless adventure
- Smith Rock Resort
- Hotels near Hoodoo Ski Area
- Hotels near Robert's Field
- Best Western Ponderosa Lodge
- Stoneridge Townhomes
- Terrebonne Hotels
- Hotels near River's Edge Golf Course
- Bend Ski Retreat ~ Hot Tub
- 2 Bedroom Eagle Crest Resort Condo
- Bunk+Brew Historic Lucas House
- Basecamp at Black Butte
- Hotels near Deschutes Brewery
- Riverfront Property! Hot Tub! Bring the dogs!!
- Pet-Friendly Hotels in Redmond
- Scp Hotel Redmond
- Sisters Inn And Suites
- New Mountain Home at the Deschutes River
- Bend Hotels
- Juniper Preserve
- Motel 6 Hotels in Terrebonne
- Lr029
- Hilton Hotels in Terrebonne
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
