Gateway Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Gateway

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
9.2/10 Wonderful! (1,009 reviews)
"Very friendly staff, clean rooms .good breakfast .nice place"

Reviewed on 21 Jul, 2025

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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 refundableReserve now, pay when you stay
The price is S$119 per night from 21 Aug to 22 Aug
S$119
21 Aug - 22 Aug
includes taxes & fees
7.6/10 Good! (957 reviews)
"Was great for the night stop. Friendly staff."

Reviewed on 19 Jul, 2025

Econo Lodge Inn & Suites Madras
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
9.6/10 Exceptional! (277 reviews)
"Absolutely best place to stay in Madras."

Reviewed on 22 Jul, 2025

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The Bunk House at Cross Keys
See all 29 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.

Frequently asked questions

How much does a Gateway holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. However, how much your holiday 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?
January, February and November are the best times to look for cheap Gateway holiday packages. Travelling in less busy periods means you'll typically find better prices on flights and hotels.
How many days is enough for Gateway?
Typically, a handful of days is enough to check out the major sights during your Gateway holiday. But if you'd like to have some time to relax or take day trips, think about extending your itinerary.
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 holiday package well in advance.
Is it cheaper to book a Gateway holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can customise 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 holiday 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.
How to plan a trip to Gateway?

  1. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the available activities will also help you decide when to holiday in Gateway.
  2. Budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Gateway.
  3. Determine how many days away: Start by listing all the activities and attractions you want to experience in Gateway. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Gateway holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.