Billings Vacations from $452

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The Latest Billings vacation packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
Topping Rose House
The Inn At Fox Hollow Hotel
Hotel Riu Plaza Manhattan Times Square
1 Hotel Brooklyn Bridge
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Billings Hotel Deals

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

3 out of 5
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Jan 25 to Jan 26
$101 total
Jan 25 - Jan 26
Total with taxes and fees
8.8/10 Excellent! (1,027 reviews)
Staff

Reviewed on Jan 6, 2026

Courtyard by Marriott Poughkeepsie
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $110 total per night from Feb 6 to Feb 7
$110 total
Feb 6 - Feb 7
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
The staff was extremely friendly!

Reviewed on Jan 6, 2026

Hampton Inn & Suites Poughkeepsie
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road New Paltz NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $137 total per night from Jan 19 to Jan 20
$137 total
Jan 19 - Jan 20
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
We had a fantastic stay. It was a smooth check in, and check out. We loved the breakfast, and liked the hot coffee, and hot chocolate in the lobby, it was a great way to end our day visiting our family in the area.

Reviewed on Jan 4, 2026

Hampton Inn by Hilton New Paltz
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 Billings Vacation Packages

Billings Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)

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Frequently asked questions

How much does a Billings vacation package cost?
Offering excellent value package deals from $452 on Expedia, you'll be thrilled with how little a vacation to Billings costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Billings?
December, January and February are the best times to search for cheap Billings vacation packages. Traveling in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Billings?
The ideal length for your Billings vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to check out all the main sights and explore some hidden gems along the way.
How to find the best Billings package deals?
Use Expedia's handy filters to help you find some of the best Billings package deals. When you start your search, just 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 Billings package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Billings vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can tailor your Billings escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Billings?
If you've got your Billings vacation dates confirmed, book early to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Billings vacation packages?
If you're like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Billings break over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great 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.