Billings Vacations from $208

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The Latest Billings vacation packages

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson
Radio Hotel
Hilton Garden Inn Westchester Dobbs Ferry, NY
The Gallivant Times Square
Ink 48 Hotel
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What to do in Billings

Billings Hotel Deals

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
$99 nightly
The price is $115 total per night from Dec 5 to Dec 6
$115 total
Dec 5 - Dec 6
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
This is our second stay at this hotel. The staff is super friendly, the rooms are always clean and comfortable, and the complementary breakfast area is very clean and the food is yummy. Eggs were a little watery though, but that’s OK!

Reviewed on Nov 18, 2025

Hampton Inn & Suites Poughkeepsie
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $100 total per night from Dec 4 to Dec 5
$100 total
Dec 4 - Dec 5
Total with taxes and fees
7.6/10 Good! (488 reviews)
Best stay!

Reviewed on Nov 20, 2025

Quality Inn Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Nov 30 to Dec 1
$99 total
Nov 30 - Dec 1
Total with taxes and fees
7.6/10 Good! (928 reviews)
All good

Reviewed on Nov 17, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
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 $208 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.