Sisters Vacation Packages 2025/2026 from $280

Sisters flight + hotel vacation packages

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

Budget Inn Bend

Old Farm District

$280

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip flight included

San Diego (SAN) to Redmond (RDM)

Free WiFi in public areas is available at this hotel. Take advantage of the free self parking.

Motel 6 Madras, OR

$287

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip flight included

San Diego (SAN) to Redmond (RDM)

This motel features 10 restaurants and 5 bars/lounges. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas. Luggage storage and laundry facilities are also provided.

The Bunk House at Cross Keys

$461

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip flight included

San Diego (SAN) to Redmond (RDM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A terrace, a grocery/convenience store, and a lobby fireplace are also on offer.

Country Inn & Suites by Radisson, Bend, OR

Larkspur

$440

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip flight included

San Diego (SAN) to Redmond (RDM)

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center, conference center, and conference space. A lobby fireplace, express check-out, and a computer station are also on offer.

La Quinta Inn by Wyndham Bend

Old Farm District

$368

per person

Oct 24 - Oct 27

found 24 hours ago

Roundtrip flight included

San Diego (SAN) to Redmond (RDM)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.

Top Sisters hotels deals

Sisters Inn And Suites

605 North Arrowleaf Trail, P.O. Box 938, Sisters, OR

$110 nightly

$122 total

Sep 29 - Sep 30

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.

GrandStay Hotel & Suites

1026 W Rail Way, Sisters, OR

$155 nightly

$171 total

Sep 21 - Sep 22

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.

FivePine Lodge & Spa

1021 Desperado Trail, Sisters, OR

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$242 total

Oct 12 - Oct 13

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

$161 nightly

$178 total

Oct 5 - Oct 6

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.

Left Coast Lodge

511 West Cascade Ave., P.O. Box 28, Sisters, OR

$183 nightly

$202 total

Oct 1 - Oct 2

Total with taxes and fees

This motel 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 food and water bowls and an off-leash area. There's a hot tub on site, and a garden and a picnic area are also provided.

Hot Tub

Pet friendly

Ski Inn Taphouse Hotel

310 E Cascade Ave, Sisters, OR

$243 nightly

$268 total

Sep 18 - Sep 19

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.

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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 relaxing area, or seek out the biking 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.

Shibui Spa

2/5(1 review)

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.

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 $280. 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.