The Outlook 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

Where to stay in The Outlook

Find the best The Outlook areas and neighborhoods for the activities you enjoy most. Learn more about The Outlook

Top hotels in The Outlook

Elevation Hotel & Spa

Elevation Hotel & Spa

4 out of 5
500 Gothic Rd, Mount Crested Butte, Crested Butte, CO
Fully refundableReserve now, pay when you stay
The price is S$237 per night from 24 Aug to 25 Aug
S$237
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,021 reviews)
"Beautiful and luxurious"

Reviewed on 25 Jul, 2025

Elevation Hotel & Spa
Grand Lodge Crested Butte

Grand Lodge Crested Butte

3 out of 5
6 Emmons Rd, Mount Crested Butte, Crested Butte, CO
Fully refundable
The price is S$269 per night from 5 Aug to 6 Aug
S$269
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (1,075 reviews)
"This was a great value. We hiked from Aspen, and our room was ready early, we were able to enjoy the hot tub and take the bus into town for dinner. The bed was super comfortable."

Reviewed on 22 Jul, 2025

Grand Lodge Crested Butte
Lodge at Mountaineer Square

Lodge at Mountaineer Square

3.5 out of 5
620 Gothic Road, Mount Crested Butte, Crested Butte, CO
Fully refundableReserve now, pay when you stay
The price is S$440 per night from 30 Jul to 31 Jul
S$440
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (762 reviews)
"Understaffed. Cheeky parking fees. Stayed here in 2018 or 2019, thought it was better."

Reviewed on 22 Jul, 2025

Lodge at Mountaineer Square
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 The Outlook holiday package cost?
Our The Outlook packages, which begin at just , are the best way to save precious money. Pick and choose your favourite hotels, flights and rental car to create your perfect escape.
How do I get a cheap travel package to The Outlook?
Search for flights that fit your schedule, add a hotel room to your booking and watch the savings rack up with a The Outlook holiday package. It's as simple as that! From hotels and flights to activities and rental cars, Expedia makes travelling cheap and easy. And with over 550 partner airlines and 1,000,000 properties around the globe to select from, you'll never be short of choice.
What are the top hotels in The Outlook?
Amazing Mountain Home With 360 Degree Mountain Views is one of The Outlook's leading hotels. Secure a room here and you'll rest easy knowing you're in capable hands.
How far in advance should I book my The Outlook holiday?
It's hard to pick the best time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you're unable to do so, don't worry. Bargain prices occasionally appear within a few weeks of departure dates.
What does an Expedia The Outlook travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to build your ideal The Outlook package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget, the more you bundle, the more dollars you'll save!
What should I know before booking a The Outlook travel package?
Tailor deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got them all. You'll save big bucks just by combining your bookings. Whether you're taking off on a winter adventure or relaxing on a sunny beach, your perfect holiday is just a few clicks away.
Can I choose my airline with a The Outlook Expedia holiday package?
Yes — that's one of the best things about an Expedia package. You're in charge! We have more than 550 airline partners worldwide, so you have options galore when arranging your The Outlook trip.
If I'm not able to travel, can I cancel my The Outlook holiday package?
Plans can change suddenly, so yes, you can. You may be able to change or cancel your The Outlook holiday package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, airline or hotel may impose a charge. Need more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Popular places to visit

* 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.