Outlook Vacations from $599

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The Latest Outlook vacation packages

Price found within the past 48 hours. Click for updated prices.
Inn at Hunters Run

Inn at Hunters Run

2.5 out of 5
Price was $688, price is now $599 per person
$599
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Williston (XWA)
8.8/10 Excellent! (229 reviews)
It closes very early, from 5am to 8am.

Reviewed on Dec 13, 2025

Grand Williston Hotel & Conference Center

Grand Williston Hotel & Conference Center

3.5 out of 5
Price was $794, price is now $625 per person
$625
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Williston (XWA)
7.6/10 Good! (176 reviews)
The room and lady at the front desk was amazing and very helpful.

Reviewed on Dec 29, 2025

Landmark Suites

Landmark Suites

2.5 out of 5
Price was $915, price is now $765 per person
$765
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Williston (XWA)
9.4/10 Exceptional! (654 reviews)
Poor noise insulation between ceiling walls and door. Subpar breakfast but otherwise okay stay

Reviewed on Dec 23, 2025

Little Missouri Inn & Suites

Little Missouri Inn & Suites

2 out of 5
Price was $742, price is now $622 per person
$622
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Williston (XWA)
8.8/10 Excellent! (749 reviews)
Sheets and comforters were dirty. Sheets looked dingy and gray and worn out.

Reviewed on Nov 5, 2025

MainStay Suites Watford City - Event Center

MainStay Suites Watford City - Event Center

2.5 out of 5
Price was $710, price is now $616 per person
$616
per person
Feb 12 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Williston (XWA)
8.6/10 Excellent! (101 reviews)
The front desk lady was interesting!! I really didn’t need to be told that my “kids” who were 19 and 22 could scrub toilets if they are too loud! We just wanted to go to bed and not be told kids their age are the worst. You can ask people to be respectful without telling treating them like the are troublemakers. Told front desk our key to the outside door wasn’t working and she said we were doing it wrong. I guess we did wrong our whole stay! Facility was clean and comfortable.

Reviewed on Jan 4, 2026

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Outlook Hotel Deals

Cedar cabin. Fully equipped. Sleeps 3 comfortably.

Cedar cabin. Fully equipped. Sleeps 3 comfortably.

Plentywood MT
9.6/10 Exceptional! (25 reviews)
Great cabin. Clean. Easy check in.

Reviewed on Nov 30, 2025

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Cedar cabin. Fully equipped. Sleeps 3 comfortably.
Clean, comfortable cabin. Sleeps 4

Clean, comfortable cabin. Sleeps 4

Plentywood MT
9.8/10 Exceptional! (24 reviews)
Clean cozy cabin for a good price

Reviewed on Nov 26, 2025

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Clean, comfortable cabin. Sleeps 4
Our cozy, 2 bedroom home offers a blend of comfort and charm!

Our cozy, 2 bedroom home offers a blend of comfort and charm!

Plentywood MT
8.8/10 Excellent! (7 reviews)
The house was great, and so was the host. A very clean and comfortable stay. The host was very timely and helpful. We would definitely stay here again when we come back to Plentywood.

Reviewed on Dec 22, 2025

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Our cozy, 2 bedroom home offers a blend of comfort and charm!
See all 5 properties in Outlook
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 Outlook Vacation Packages

Outlook Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does an Outlook vacation package cost?
Offering great value package deals from $599 on Expedia, you'll be pleasantly surprised at how much a vacation to Outlook costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Outlook?
If you're hoping to score a cheap Outlook vacation package, consider visiting in November, December and January. You're likely to find lower prices on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for Outlook?
Generally, a handful of days is enough to see the major sights during your Outlook vacation. However, if you prefer to have some time to rest or take day tours, consider extending your trip.
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 vacation as a package?
You can enjoy significant savings on your Outlook retreat by booking a tailored vacation 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 vacation 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.
Does Expedia offer Book Now, Pay Later Outlook vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Outlook trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.