Sisters Vacation Packages 2026 from $362

Sisters flight + hotel vacation packages

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

WorldMark Eagle Crest

$362

per person

Apr 14 - Apr 17

found 9 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to Redmond (RDM)

A golf course, 2 outdoor pools, and 3 indoor tennis courts are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and supervised childcare is an added bonus. Enjoy the 5 hot tubs and perks like free self parking and free WiFi.

Canyon Rim at Eagle Crest

$403

per person

Apr 14 - Apr 17

found 9 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to Redmond (RDM)

A golf course, a full-service spa, and 2 hot tubs are all featured at this luxury condo. Enjoy the outdoor pool and perks like free WiFi. Enjoy the indoor pool and conveniences like a fireplace in the lobby and laundry facilities.

Juniper Preserve

Pronghorn

$469

per person

Apr 14 - Apr 17

found 9 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to Redmond (RDM)

A golf course, a full-service spa, and 2 hot tubs are all featured at this smoke-free resort. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas. Make the most of the outdoor pool and gym, and relax with drinks at one of the 2 poolside bars.

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

Summit West

Save 100% on your flight

$1,011

per person

Apr 14 - Apr 17

found 9 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to Redmond (RDM)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

Seventh Mountain Resort

Seventh Mountain

$378

per person

Apr 14 - Apr 17

found 9 hours ago

Roundtrip non-stop flight included

San Diego (SAN) to Redmond (RDM)

2 outdoor pools, 2 outdoor tennis courts, and a 24-hour gym are all featured at this smoke-free hotel. Bring the family and enjoy the mini golf, children's pool, and playground. Enjoy the 3 hot tubs and perks like free self parking and free WiFi.

Top Sisters hotels deals

FivePine Lodge & Spa

1021 Desperado Trail Sisters OR

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$173 total

Feb 3 - Feb 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

Sisters Inn And Suites

605 North Arrowleaf Trail Sisters OR

Free Cancellation

Reserve now, pay when you stay

$88 nightly

$98 total

Feb 3 - Feb 4

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

GrandStay Hotel & Suites

1026 W Rail Way Sisters OR

Free Cancellation

Reserve now, pay when you stay

$135 nightly

$149 total

Feb 3 - Feb 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

Best Western Ponderosa Lodge

790 W Barclay Drive Sisters OR

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$140 total

Feb 26 - Feb 27

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

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$150 total

Feb 9 - Feb 10

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

Views! 1 Blk to Town,New+Spotless, pets ok- South

Sisters OR

Get rates

This condo features laundry facilities.

Kitchen

Washer

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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.

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.

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.

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 $362. 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.