Gateway Vacations from $276

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The Latest Gateway vacation packages

Price found within the past 48 hours. Click for updated prices.
Royal Gateway Motel By OYO

Royal Gateway Motel By OYO

2.5 out of 5
Larkspur
Price was $404, price is now $276 per person
$276
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Redmond (RDM)
6.6/10 (194 reviews)
smelled like good had bar Sope

Reviewed on Aug 31, 2025

Canyon Rim at Eagle Crest

Canyon Rim at Eagle Crest

4.5 out of 5
Save 100% on your flight
Price was $809, price is now $516 per person
$516
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Redmond (RDM)
9.2/10 Wonderful! (20 reviews)
The condo was much nicer than we expected. Nice view good price and relaxing atmosphere. I would come here again.

Reviewed on Oct 27, 2025

The Lodge at Eagle Crest Resort

The Lodge at Eagle Crest Resort

3.5 out of 5
Save 100% on your flight
Price was $640, price is now $425 per person
$425
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Redmond (RDM)
7.6/10 Good! (1,014 reviews)
Great room and staff

Reviewed on Nov 10, 2025

Riverhouse Lodge

Riverhouse Lodge

3.5 out of 5
Boyd Acres
Save 100% on your flight
Price was $700, price is now $471 per person
$471
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Redmond (RDM)
9.2/10 Wonderful! (673 reviews)
The 6 bed roon was perfect with all largest.

Reviewed on Nov 2, 2025

Brasada Ranch

Brasada Ranch

4 out of 5
Save 100% on your flight
Price was $917, price is now $620 per person
$620
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Redmond (RDM)
9.4/10 Exceptional! (316 reviews)
It was our first time here, and we absolutely loved it! This is beautiful, peaceful, and perfect for exploring Central Oregon. The staff were super friendly, the place was clean and cozy, and everything felt very relaxing. We’ll definitely come back next time — already planning another trip!

Reviewed on Oct 19, 2025

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Discover the most popular places to visit in Gateway

St. Charles - Madras

Though St. Charles - Madras might be what brings you to town, perhaps you'll have a chance to explore more of Madras while you are here.

St. Charles - Madras

Gateway Hotel Deals

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
$140 nightly
The price is $155 total per night from Nov 11 to Nov 12
$155 total
Nov 11 - Nov 12
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Need more sugar free /low carb options NO water for guests had to go nect door to 2nd floor multiple times

Reviewed on Nov 3, 2025

The Inn at Cross Keys Station
Motel 6 Madras, OR

Motel 6 Madras, OR

2 out of 5
1539 Us 97, Madras, OR
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $72 total per night from Nov 16 to Nov 17
$72 total
Nov 16 - Nov 17
Total with taxes and fees
7.8/10 Good! (812 reviews)
Staff were very friendly and courteous. Room was clean, towels were lovely. Room was certainly sufficient for quick overnight stay. I did miss the continental breakfast offered at other Motel 6 locations I have stayed at.

Reviewed on Nov 3, 2025

Motel 6 Madras, OR
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
$176 nightly
The price is $194 total per night from Nov 12 to Nov 13
$194 total
Nov 12 - Nov 13
Total with taxes and fees
9.6/10 Exceptional! (330 reviews)
Nice rooms and friendly staff. GREAT room where the breakfast was served. Very cozy.

Reviewed on Nov 6, 2025

The Bunk House at Cross Keys
See all 28 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 $276 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.