Sisters Vacation Packages 2026 from $441

Sisters flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Woodsman Country Lodge

$441

per person

Jul 16 - Jul 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Redmond (RDM)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Motel 6 Redmond, OR

$442

per person

Jul 16 - Jul 18

found 1 day ago

Roundtrip flight included

Boston (BOS) to Redmond (RDM)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Top Sisters hotels deals

GrandStay Hotel & Suites

1026 W Rail Way Sisters OR

$155 nightly

$171 total

Jun 3 - Jun 4

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Pool

Hot Tub

Sisters Inn And Suites

605 North Arrowleaf Trail Sisters OR

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$119 total

Jun 4 - Jun 5

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A terrace, a garden, and express check-out are also on offer.

Pet friendly

Parking included

FivePine Lodge & Spa

1021 Desperado Trail Sisters OR

Free Cancellation

Reserve now, pay when you stay

$188 nightly

$208 total

Jun 3 - Jun 4

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the indoor pool and free perks like continental breakfast and free self parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Pool

Hot Tub

Best Western Ponderosa Lodge

790 W Barclay Drive Sisters OR

$199 nightly

$220 total

Jun 3 - Jun 4

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a garden are also on offer.

Pool

Hot Tub

Ski Inn Taphouse Hotel

310 E Cascade Ave Sisters OR

$170 nightly

$188 total

Jun 7 - Jun 8

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Luggage storage is also provided.

Pet friendly

Parking included

The Scout Boutique Cottages

560 E Main Ave Sisters OR

$281 nightly

$310 total

Jun 16 - Jun 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-in, and express check-out are also on offer.

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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.

Popular places to visit

Aspen Lakes Golf Course

Enjoy a round of golf in Sisters at Aspen Lakes Golf Course. Discover the mountain views in this family-friendly 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.

Two sisters in boho outfits are walking around the village. Beautiful, summer landscape. Country Holiday...

Village Green Park

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.

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 $441. 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.