Sisters Vacation Packages 2026 from $1,165

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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.

The Latest Sisters vacation packages

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

Riverhouse Lodge

Boyd Acres

$1,165

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Redmond (RDM)

9/10 Wonderful! (1,536 reviews)

The rooms are huge and spacious with comfy bed!! We could easily fit 2 familes in one room. Great views if the river! But for $300, there was no microwave in the room, its down the hall by the ice machine which the staff could have told me when i was asking about food on a late evening arrival. There was a very noticeable stain on the carpet in the bedroom. There is only 1 charging station for Telsa cars, which is not well marked and not marked for EV cars. So both spots to utilize it were taken by other non EV cars. I asked for late check out and was given an extra hr, but told by staff the hotel was sold out and that was all they could give. I was greatful for the extra time, but when i went to check if i could book another night there were 9 rooms available. Please just be honest. Overall i would stay here again for the spacious rooms, decent amenities and beautiful views. But some sublet improvements could really make this hotel stand out even more.

Reviewed on Oct 8, 2026

The Water Tower House by Avantstay Tower Card Room + Casita + Game Room Panoramic Cascade Views

Save 100% on your flight

$4,324

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Redmond (RDM)

No reviews

Starview at Brasada Ranch Resort by Avantstay Stunning Home w/ Hottub & Close To World Class Golf!

Save 100% on your flight

$3,319

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Redmond (RDM)

10/10 Exceptional! (1 review)

Amazing!!! Most comfortable beds ever! Beautiful, light and bright, everything works, great view!! Clean and awesome hot tub. Highly recommend!!!

Reviewed on Nov 9, 2025

Aerie Residences by AvantStay

Summit West

$2,134

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Redmond (RDM)

9.8/10 Exceptional! (8 reviews)

Very nice accommodations with all the amenities needed. The location is 10 minutes from downtown, but even closer to all the great things the west side has to offer.

Reviewed on Aug 10, 2026

Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay

$1,838

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Redmond (RDM)

10/10 Exceptional! (1 review)

Brasda is a beautifull resort; with nice restaurats; golf, spa and other facilities. this particular unit is very well equiped, nicelly decorated and very confortable

Reviewed on Apr 12, 2026

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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)

Aspen Lakes Golf Course captivates with distinctive red cinder bunkers against panoramic Cascade Mountain views. Play through serene ponderosa pine-lined fairways while mastering this unique family-owned course.

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Big Meadow Golf Course

This championship course winds through Ponderosa pines with the Oregon Cascades as a dramatic backdrop. Play the signature 14th hole for an unforgettable view of Three Fingered Jack's jagged volcanic peak.

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A mountain range with a lake in the foreground.

Phalarope Lake

Phalarope Lake offers serene reflections of the Three Sisters mountains within Black Butte Ranch. Visitors can enjoy peaceful bird watching and contemplative walks along its shores during golden hour light.

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Village Green Park

9.4/10 (23 reviews)

Village Green Park serves as Sisters' community heart with lush spaces for picnics and play. Enjoy the shaded BBQ areas or time your visit during one of the park's vibrant seasonal festivals.

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Shibui Spa

8.6/10 (21 reviews)

This serene oasis combines Japanese-inspired design with luxurious wellness treatments in the heart of Sisters, Oregon. Unwind in the thermal soaking tub and Swedish sauna before your personalized massage or facial.

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Peterson Ridge Trail

9.4/10 (29 reviews)

Wind through over 20 miles of pine-forested trails with views of the Three Sisters mountains. Cyclists and hikers alike treasure this free network of paths for its mix of gentle climbs and technical challenges.

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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.

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Glaze Meadow Golf Course

This classic mountain course winds through Aspen groves and Ponderosa pines with five tee options for all skill levels. Enjoy bent grass greens and stunning Cascade Mountain views while navigating strategic bunkers.

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Sisters Hotel Deals

Sisters Inn And Suites

605 North Arrowleaf Trail Sisters OR

Fully refundableReserve now, pay when you stay

$179 nightly

$198 total

Oct 11 - Oct 12

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

"Clean and convenient. We stayed for one night during the Folk Festival so the price was a bit much for what you get, but the beds were comfy and the location was stellar. Nice staff."

Reviewed on Oct 8, 2026

GrandStay Hotel & Suites

1026 W Rail Way Sisters OR

Fully refundableReserve now, pay when you stay

$119 nightly

$131 total

Oct 27 - Oct 28

Total with taxes and fees

9.6/10 Exceptional! (1,001 reviews)

"Facilities were clean the room was clean. There were amenities a lovely breakfast and I’d highly recommend it to anybody that wanted to stay in sisters Oregon."

Reviewed on Oct 8, 2026

FivePine Lodge & Spa

1021 Desperado Trail Sisters OR

Fully refundableReserve now, pay when you stay

$186 nightly

$205 total

Nov 1 - Nov 2

Total with taxes and fees

9.8/10 Exceptional! (950 reviews)

"Everything was perfect yet again. Such a calming experience to share with your loved ones."

Reviewed on Oct 9, 2026

See all 436 properties in Sisters

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.

Find the Best Sisters Vacation Packages

Things to do in and around Sisters

Sisters, Oregon, is an ideal destination for outdoor enthusiasts and adventure seekers. Popular activities include exploring recreational areas, hitting the ski fields, and enjoying the breathtaking scenery. Whether you're planning a romantic escape, a fun getaway weekend, or seeking thrilling outdoor adventures, Sisters offers something for everyone to enjoy amidst its beautiful surroundings.

Shopping

For unique gifts and souvenirs, visit Sisters' local shops and boutiques. If you're up for a drive, check out the Old Mill District, 21 miles away, for a vibrant shopping experience. The Village, located 29 miles away, also offers a charming atmosphere for shopping and dining.

Recreation

Aspen Lakes Golf Course offers a stunning outdoor experience with picturesque views and well-maintained greens, perfect for golf enthusiasts. For ultimate relaxation, visit Shibui Spa, where soothing treatments rejuvenate your body and mind. Just 14 miles away, Eagle Ridge Sports Center and Spa provides a tranquil atmosphere for wellness treatments.

Adventure

Explore the Peterson Ridge Trail for breathtaking scenery and thrilling hikes right in Sisters. Venture to the Deschutes River Trailhead, 16 miles away, for outdoor excitement along the river. Don't miss the Juniper Trailhead, 14 miles away, where stunning views and adventure await in the heart of nature.

Nightlife

Sisters offers a cozy nightlife vibe with local favorites like the Sisters Saloon for live music and hearty drinks. For a more laid-back scene, visit Three Creeks Brewing Company, where you can enjoy craft beers and a friendly atmosphere. Both spots are perfect for unwinding after a day of adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Sisters

Sisters, Oregon, is a paradise for outdoor enthusiasts and adventure seekers, boasting breathtaking lakes, majestic mountains, and winding rivers. Whether you're looking for scenic views or a beach experience, the area's points of interest cater to every traveler. From hiking trails to water activities, Sisters offers a perfect blend of nature and adventure for an unforgettable getaway.

Suttle Lake: Nestled 13 miles from Sisters, Suttle Lake offers a serene retreat with stunning views. Enjoy a relaxing day at the beach, take in the picturesque scenery, and bask in the romantic ambiance, making it perfect for couples and nature lovers alike.
Cliff Clemens Park: Located in the heart of Sisters, Cliff Clemens Park is a family-friendly destination that promotes eco-friendly practices. Explore its lush green spaces, enjoy picnics, and engage in outdoor activities that make it a great spot for visitors of all ages.
Metolius River: Just 13 miles from Sisters, the Metolius River is a stunning natural wonder known for its crystal-clear waters and scenic beauty. Ideal for outdoor enthusiasts, it offers opportunities for fishing, hiking, and soaking in the tranquility of nature.

Best time to go to Sisters

The best time to visit Sisters is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.4°F (0.2°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	32.4°F (0.2°C)	Light Rain	Mostly Sunny	Average	Average
March	35.8°F (2.1°C)	Light Rain	Mostly Sunny	Average	Average
April	41.7°F (5.4°C)	Light Rain	Mostly Sunny	Average	Average
May	50.4°F (10.2°C)	No Rain	Mostly Sunny	Average	Average
June	57.6°F (14.2°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
July	66.6°F (19.2°C)	No Rain	Sunny	Moderately High	Slightly High
August	66.2°F (19.0°C)	No Rain	Sunny	Moderately High	Slightly High
September	58.3°F (14.6°C)	No Rain	Sunny	Average	Average
October	47.3°F (8.5°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	30.9°F (-0.6°C)	Light Rain	Mostly Cloudy	Moderately Low	Average

Tips to save on your trip to Sisters

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically January and October to November) for more affordable package holidays to Sisters.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Sisters Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Robert's Field Airport (RDM)
Population	2,500
Max Temp Winter	35ºF
Max Temp Summer	75ºF
Top Sights	Aspen Lakes Golf Course, Cork Cellars and Alder Creek

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Frequently asked questions

What is the best time to go to Sisters?

The best time to go for a Sisters vacation package largely depends on your preferred activities. For skiing and other winter sports, December through March is ideal, as Sisters is primarily known as a ski destination, with places like Hoodoo Ski Area offering downhill and Nordic skiing. If you prefer hiking, golfing, and exploring the natural beauty without snow, the warmer months from June through September are excellent for outdoor adventures.

How can I save money on a Sisters vacation package?

When you bundle, you can save up to 30%*. To save money on a Sisters package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's included in a Sisters vacation package?

A Sisters vacation package lets you combine round-trip flights, hotel stays, and rental cars for convenient travel to this ski destination. Most package hotels in Sisters offer mountain views, enhancing your stay amidst the scenic surroundings. Many hotels also provide free breakfast, and some offer airport shuttle service to and from Eugene, OR (EUG) airport.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Sisters?

For couples seeking the best vacation packages in Sisters, a stay at FivePine Lodge & Spa offers a luxurious experience. This 4-star property, rated 9.7 out of 10, features a spa, hot tub, and both indoor and outdoor pools, with travelers often highlighting its beautiful location and special overall atmosphere.Budget-conscious travelers can find value in a Sisters vacation package that includes a stay at Ski Inn Taphouse Hotel. Rated 9 out of 10, this hotel provides amenities like a bar/lounge, free WiFi, and a restaurant, and travelers frequently praise its super convenient food options and clean environment. It costs around $180 per night.If you're planning a ski trip, consider a package with a stay at GrandStay Hotel & Suites. Rated 9.2 out of 10, it's about 8 miles from Black Butte and offers an indoor pool and hot tub, which are perfect for relaxing after a day on the slopes. Travelers often note the fantastic staff and comfortable location.*Package availability and prices may change depending on dates and demand.

Is Sisters a good choice for a family vacation package?

Sisters is a strong choice for family vacation packages, offering a variety of outdoor activities and family-friendly accommodations. You'll find local parks like Village Green Park and Cliff Clemens Park, both about a 5-minute walk from central Sisters, perfect for children to play.For a more expansive natural experience, the Deschutes National Forest, about 18 miles from central Sisters, provides numerous opportunities for camping and exploring. When choosing a place to stay, Best Western Ponderosa Lodge, rated 9.1 out of 10, is a family-friendly hotel with family rooms, a game room, and an outdoor pool, and travelers frequently praise its great location and delicious breakfast.

What are the top things to do in Sisters?

A Sisters vacation offers a range of outdoor activities and local attractions, from scenic hikes to relaxing spa treatments:Browse and book things to do in Sisters on Expedia.

Do you need to rent a car in Sisters, or is public transport enough?

For Sisters vacation packages with flights, a rental car is highly recommended for exploring the wider area. While the immediate Sisters area is relatively flat and suitable for local cycling and walking, especially when there is no snow on the ground, many of the scenic highways and outdoor attractions are spread out.Public transport options are not extensive, so a car provides the most flexibility to reach destinations like the Deschutes National Forest or various golf courses. You can fly into Redmond, OR (RDM-Robert's Field) and pick up a rental car there to begin your exploration of Sisters and its surroundings.

Are Sisters vacation package hotels conveniently located?

Sisters vacation package hotels are generally well-located, with many properties offering easy access to the town center and its amenities. For example, The Scout Boutique Cottages is about a 5-minute walk from central Sisters, placing you right in the heart of the town.Other options like FivePine Lodge & Spa are about a 15-minute walk from central Sisters, while GrandStay Hotel & Suites is about 1 mile away. These locations provide a balance of convenience to local shops and restaurants, while also offering a peaceful base for exploring the surrounding natural areas.

Can I change or cancel my Sisters vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Sisters vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Sisters vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Sisters vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Sisters?

To find last-minute vacation packages to Sisters, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Sisters vacation packages?

Free cancellation on a Sisters vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Sisters vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Sisters getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Sisters vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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Things to do in Sisters

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Sisters Vacations from $1,165

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Sisters Vacation

The Latest Sisters vacation packages

Riverhouse Lodge

The Water Tower House by Avantstay Tower Card Room + Casita + Game Room Panoramic Cascade Views

Starview at Brasada Ranch Resort by Avantstay Stunning Home w/ Hottub & Close To World Class Golf!

Aerie Residences by AvantStay

Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay

Stay near popular Sisters attractions

Aspen Lakes Golf Course

Big Meadow Golf Course

Phalarope Lake

Village Green Park

Shibui Spa

Peterson Ridge Trail

Sisters Community Labyrinth

Glaze Meadow Golf Course

Sisters Hotel Deals

Sisters Inn And Suites

GrandStay Hotel & Suites

FivePine Lodge & Spa

Find the Best Sisters Vacation Packages

Things to do in and around Sisters

Find the best attractions in and around Sisters

Best time to go to Sisters

Tips to save on your trip to Sisters

Sisters Essential Information

More vacations you might like

Frequently asked questions

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