Book Exclusive Sisters Vacation Packages

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Sisters flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Butte House at Hudspeth Estate

The Butte House at Hudspeth Estate

2 out of 5
Price was CA $869, price is now CA $810 per person
CA $810
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Redmond (RDM)
Stay at this B&B in Prineville. Enjoy free WiFi, free parking, and Netflix. Popular attractions Ochoco Creek Park and Wildland Firefighter Foundation Memorial are located nearby.
Brasada Ranch

Brasada Ranch

4 out of 5
Price was CA $1,087, price is now CA $908 per person
CA $908
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Redmond (RDM)
Book a stay at this spa ranch in Powell Butte. Enjoy free parking, 3 outdoor pools, and a full-service spa. Popular attraction Hat Rock is located nearby.
The Bunk House at Cross Keys

The Bunk House at Cross Keys

2.5 out of 5
Price was CA $1,099, price is now CA $971 per person
CA $971
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Redmond (RDM)
Book a stay at this business-friendly hotel in Madras. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sahalee Park and 7th Street Park are located nearby.
Pine Ridge Inn

Pine Ridge Inn

3 out of 5
Southern Crossing
Price was CA $1,167, price is now CA $1,059 per person
CA $1,059
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Redmond (RDM)
Book a stay at this business-friendly hotel in Bend. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Hayden Homes Amphitheater and Old Mill District are located nearby.
Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
Price was CA $1,005, price is now CA $932 per person
CA $932
per person
Nov 9 - Nov 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Redmond (RDM)
Book a stay at this luxury condo in Redmond. Enjoy free WiFi, a full-service spa, and a golf course. Popular attractions Eagle Crest Golf Courses and Cline Falls State Park are located nearby.

Top Sisters hotels deals

Sisters Inn And Suites

Sisters Inn And Suites

2.5 out of 5
605 North Arrowleaf Trail Sisters OR
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $176 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this hotel in Sisters. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sisters Community Labyrinth and Makin' It Local are located nearby.
Pet-friendly
Parking included
GrandStay Hotel & Suites

GrandStay Hotel & Suites

3 out of 5
1026 W Rail Way Sisters OR
Free cancellation
Reserve now, pay when you stay
The price is CA $158 per night
CA $158
CA $175 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Sisters. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sisters Community Labyrinth and Makin' It Local are located nearby.
Pool
Hot tub
FivePine Lodge & Spa

FivePine Lodge & Spa

4 out of 5
1021 Desperado Trail Sisters OR
The price is CA $263 per night
CA $263
CA $290 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this spa hotel in Sisters. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shibui Spa and Peterson Ridge Trail are located nearby.
Pool
Hot tub
Best Western Ponderosa Lodge

Best Western Ponderosa Lodge

2.5 out of 5
790 W Barclay Drive Sisters OR
Free cancellation
Reserve now, pay when you stay
The price is CA $215 per night
CA $215
CA $238 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this golf hotel in Sisters. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sisters Community Labyrinth and Makin' It Local are located nearby.
Pool
Hot tub
The Stranger Lodge

The Stranger Lodge

2 out of 5
511 West Cascade Ave. Sisters OR
Free cancellation
Reserve now, pay when you stay
The price is CA $247 per night
CA $247
CA $273 total
Sep 29 - Sep 30
includes taxes & fees
Stay at this motel in Sisters. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Sisters Community Labyrinth and Makin' It Local are located nearby.
Pet-friendly
Parking included
Ski Inn Taphouse Hotel

Ski Inn Taphouse Hotel

2.5 out of 5
310 E Cascade Ave Sisters OR
Free cancellation
Reserve now, pay when you stay
The price is CA $192 per night
CA $192
CA $213 total
Oct 4 - Oct 5
includes taxes & fees
Stay at this hotel in Sisters. Enjoy free WiFi, free parking, and satellite TV channels. Popular attractions Village Green Park and Makin' It Local are located nearby.
Pet-friendly
Parking included
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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

A mountainous landscape with a lake, golf course, and residential area.

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.
See properties

Frequently asked questions

How much are vacation packages to Sisters?
With Travelocity vacation packages, you could paint the town red in Sisters for a mere CA $810. Activities, hotels and flights — we've got you. You can save some cash just for bundling your bookings. And with everything taken care of before you go, you don't have to worry about a thing.
Where can I get the best vacation package deals for Sisters?
Travelocity has all you need to score a terrific Sisters package deal. Select from as many as 400 airlines and 1,000,000 properties all over the globe and put together a travel itinerary that suits your style. With so many options, it's easy to organize your next great escape.
Why should I book my Sisters vacation package with Travelocity?
With exceptional service, support available 24/7 and some of the most perfect getaways around, you'll never wander alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Will I save money on my Sisters car rental if I book it with a hotel or flight?
You sure can. And our Sisters vacation packages are the best way to do it. In just a few clicks you can save cash and time by booking everything in one place. Pick up the keys to your rental car and feel the freedom of the open road. Searching for things to do? Add a few tours to your package and save on those too.

Photos of local treasures

Browse Sisters vacation photos for more inspiration

A snow-covered mountain range with dense forests at its base.
A wooden pier extending into a calm lake, surrounded by dense trees and a colorful sky.
A forested path with wooden benches.
A colorful landscape with rolling hills and a river.
Two people sitting on a rocky surface with a sunset in the background.