Gateway Vacations from $683

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The Latest Gateway vacation packages

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

Riverhouse Lodge

3.5 out of 5
Boyd Acres
Price was $793, price is now $683 per person
$683
per person
Dec 11 - Dec 15
found 17 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Redmond (RDM)
9/10 Wonderful! (1,582 reviews)
Stay there every time we are in Bend, and never a problem. Kids love the pool, and I like the sound of the river at night.

Reviewed on Nov 2, 2026

Deck + Hot Tub Community Golf Course Forest Ridge Loop

Deck + Hot Tub Community Golf Course Forest Ridge Loop

3 out of 5
Price was $1,671, price is now $1,399 per person
$1,399
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Redmond (RDM)
No reviews

The Pines at Sunriver

The Pines at Sunriver

3 out of 5
Sunriver
Price was $1,301, price is now $1,126 per person
$1,126
per person
Dec 4 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Redmond (RDM)
9.4/10 Exceptional! (464 reviews)
Clean room

Reviewed on Oct 16, 2026

Aerie Residences by AvantStay

Aerie Residences by AvantStay

3 out of 5
Summit West
Price was $896, price is now $777 per person
$777
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Redmond (RDM)
9.8/10 Exceptional! (10 reviews)

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Gateway Hotel Deals

The Bunk House at Cross Keys

The Bunk House at Cross Keys

2.5 out of 5
706 NW Bunkhouse Rd Madras OR
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $178 total per night from Dec 2 to Dec 3
$178 total
Dec 2 - Dec 3
Total with taxes and fees
The Bunk House at Cross Keys
The Inn at Cross Keys Station

The Inn at Cross Keys Station

2.5 out of 5
66 NW Cedar Street Madras OR
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Dec 3 to Dec 4
$138 total
Dec 3 - Dec 4
Total with taxes and fees
The Inn at Cross Keys Station
Econo Lodge Inn & Suites Madras

Econo Lodge Inn & Suites Madras

2 out of 5
651 N. HWY 26 Madras OR
Fully refundable
$67 nightly
The price is $74 total per night from Dec 2 to Dec 3
$74 total
Dec 2 - Dec 3
Total with taxes and fees
Econo Lodge Inn & Suites Madras
See all 48 properties in Gateway
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 Gateway Vacation Packages

Gateway Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Gateway vacation package cost?
You can snap up a vacation package to this popular destination from $683 on Expedia. However, how much your vacation to Gateway costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Gateway?
If you're hoping to book a cheap Gateway vacation package, consider visiting in December, January and February. You'll typically find better prices on hotels and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Gateway?
With a well-organized travel plan, you can easily hit the most popular Gateway sights in a few days. But if you prefer to discover lesser-known spots or go on day trips, consider booking your Gateway vacation for longer.
How to find the best Gateway package deals?
Use Expedia's filter tool to find some of the best Gateway package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Gateway package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Gateway vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can customize your Gateway getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Gateway?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Gateway trip.
Does Expedia offer Book Now, Pay Later Gateway vacation packages?
Your Gateway getaway should be an escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.