Outlook Holidays

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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 Outlook

Grouse Mountain Lodge
Grouse Mountain Lodge
3.5 out of 5
2 Fairway Dr, Whitefish, MT
The price is S$325 per night from 13 Jul to 14 Jul
S$325
13 Jul - 14 Jul
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Surrounding area is nice, but hotel is older and overpriced."

Reviewed on 25 Jun, 2025

Grouse Mountain Lodge
Two Medicine INN
Two Medicine INN
4 out of 5
1119 3rd St, East Glacier Park, MT
The price is S$449 per night from 27 Jun to 28 Jun
S$449
27 Jun - 28 Jun
includes taxes & fees
6.8/10 (24 reviews)
"It was a great place to stay a night while we were on our roadtrip up north. The staff was really kind and worked with us on our late arrival."

Reviewed on 24 Jun, 2025

Two Medicine INN
The Roosevelt Hotel - Yellowstone
The Roosevelt Hotel - Yellowstone
2.5 out of 5
1014 Scott St. West, Gardiner, MT
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,004 reviews)
"Great location for entry into the park. Ice machines did not work. Laundry facilities way in the back of property walking through areas with broken down and abandon cars and trucks. Older facility but nicely remodeled."

Reviewed on 25 Jun, 2025

The Roosevelt Hotel - Yellowstone
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 an Outlook holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Outlook costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Outlook?
You can usually find lower prices and greater availability in January, February and November. Take a look at our cheap Outlook holiday packages and you could score some excellent off-season deals.
How many days is enough for Outlook?
With a well-organised travel plan, you can easily tick off the main Outlook attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, think about booking your Outlook holiday for longer.
How to find the best Outlook package deals?
Start your search for an Outlook package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Outlook package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Outlook adventure off to a flying start.
Is it cheaper to book an Outlook holiday as a package?
You can enjoy significant savings on your Outlook retreat by booking a tailored holiday package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Outlook?
If you have your Outlook travel dates confirmed, book as soon as you can to bag some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Outlook?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Outlook.
  2. Set your budget: Consider costs like transportation, flights and meals when working out how much to set aside for your trip to Outlook. Then, choose a hotel that fits your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to experience in Outlook. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Outlook 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.