Billings Vacations from $305
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The Latest Billings vacation packages
Price found within the past 48 hours. Click for updated prices.
Log Comfort 3
Lower Vailsburg
$305
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8/10 Very Good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on Aug 3, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
$1,969
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,000 reviews)
I would 100% stay here again. The room was very clean, the staff was very helpful and friendly. We got the breakfast added and it was very well run and the food was great with many wonderful options. The location was perfect for Times Square and we felt very safe there. You could walk everywhere and super close to several subway stops but was very quiet at night for sleeping.
Reviewed on Oct 2, 2026
Billings Hotel Deals
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Fully refundable
$93 nightly
$108 total
Nov 1 - Nov 2
Total with taxes and fees
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$94 nightly
$109 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,094 reviews)
"Hyatt Place is marvelous hotel located on Highway 9, just off the interstate. It kept beautiful by its landscaping. The staff is welcoming and helpful. The rooms are appointed. The breakfast is superior. It is shopping recreation locations. Well worth the stop."
Reviewed on Oct 2, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$80 nightly
$90 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,012 reviews)
"Breakfast was a bit disappointing but otherwise all was very good."
Reviewed on Oct 2, 2026
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 $305 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.