Billings Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Billings Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ozark Valley Lodge

Ozark Valley Lodge

2 out of 5
Branson Theater District
Price was CA $1,258, price is now CA $1,120 per person
CA $1,120
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Springfield (SGF)
8.4/10 Very good! (1,000 reviews)
Staff WAS AMAZING!!!! Clean rooms QUIET rooms … HOT SHOWERS!!!!! Breakfast was good!!!! Plus they gave us Welcomed bags!!! AWESOME STAFF SERVICE!!! We’re looking forward to our next stay there!!!!

Reviewed on Oct 25, 2026

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Shepherd of the Hills
Price was CA $1,403, price is now CA $1,124 per person
CA $1,124
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Springfield (SGF)
8.6/10 Excellent! (1,286 reviews)
.

Reviewed on Oct 27, 2026

The Ozarker Lodge

The Ozarker Lodge

4 out of 5
Foggy River Woods
Price was CA $1,456, price is now CA $1,226 per person
CA $1,226
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Springfield (SGF)
9/10 Wonderful! (903 reviews)

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Price was CA $1,509, price is now CA $1,275 per person
CA $1,275
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Springfield (SGF)
8.4/10 Very good! (1,000 reviews)
Would definitely stay here again.

Reviewed on Oct 25, 2026

Stormy Point Village Lakeside

Stormy Point Village Lakeside

4 out of 5
Price was CA $1,403, price is now CA $1,229 per person
CA $1,229
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Springfield (SGF)
7.8/10 Good! (218 reviews)
My biggest complain was the place didn’t not have a large enough hot water tank to even fill the soaking tub w 1/4 hot water. If you are going to advertise a soaking tub, have a large enough hot water tank to make it useful and relaxing.

Reviewed on Oct 26, 2026

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Billings Hotel Deals

Bass Pro Shops Angler's Lodge

Bass Pro Shops Angler's Lodge

2.5 out of 5
621 W Sunshine St Springfield MO
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 8 to Nov 9
CA $132
CA $150 total
Nov 8 - Nov 9
includes taxes & fees
Bass Pro Shops Angler's Lodge
University Plaza Hotel and Convention Center Springfield

University Plaza Hotel and Convention Center Springfield

3.5 out of 5
333 S John Q Hammons Pkwy Springfield MO
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Nov 5 to Nov 6
CA $120
CA $136 total
Nov 5 - Nov 6
includes taxes & fees
7.8/10 Good! (1,716 reviews)
"N/A"

Reviewed on Oct 25, 2026

University Plaza Hotel and Convention Center Springfield
Hotel Vandivort

Hotel Vandivort

4 out of 5
305 E. Walnut Springfield MO
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Nov 8 to Nov 9
CA $241
CA $275 total
Nov 8 - Nov 9
includes taxes & fees
Hotel Vandivort
See all 441 properties in Billings
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.
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Frequently asked questions

How much does a Billings vacation package cost?
You'll find cheap prices from CA $1,120 on Expedia for your Billings getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Billings costs.
What are the cheapest months to go to Billings?
You're likely to find lower rates and better availability in January, February and September. Check out our cheap Billings vacation packages and you could land some great off-season discounts.
How many days is enough for Billings?
The ideal duration of your Billings vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to hit all the leading attractions and discover some hidden treasures along the way.
How to find the best Billings package deals?
Start your search for a Billings package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Billings package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Billings escape underway.
Is it cheaper to book a Billings vacation as a package?
You can enjoy significant savings on your Billings retreat by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Billings?
Land fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Billings vacation.
How to plan a trip to Billings?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Billings.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and activities. Your accommodations will likely be the biggest expense during your trip to Billings.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Billings. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Billings vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.