Billings Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Billings Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (2,096 reviews)
This property was okay for a quick stay. The hotel is clearly outdated but it’s not the worst I’ve seen. Beds were comfy and running water was hot. Tub did take awhile to drain but once maintenance came, it worked fine. Ceiling in shower needs repairs. Fridge and microwave were clean. Overall it’s not a 5 star hotel but it’s okay. Pool was fine. Breakfast was basic sausage egg and waffles, option of making your own toast. Staff was polite.

Reviewed on Jul. 14, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Save 100% on your flight
per person
Aug 28 - Sep 1
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,429 reviews)
Great location! Friendly staff and very clean.

Reviewed on Jul. 6, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.4/10 Very Good! (532 reviews)
Right on the water. Private beach with chair and umbrellas.they will serve you right on the beach bye getting you food and drinks also has a outdoor swimming pool..nice staff..nothing special about the continental breakfast..bagels, fruit, small croissants, small danish and some hard boiled eggs..coffee and oj..i was pleased with my stay. King deluxe room..small table with chairs on the shared deck..could sit outside til about 2pm and the sun starts to beat on you but no biggy..was very humid out when my wife and i was there..a/ c really could not cool the room as much as we would have liked. Nothing wrong with the a/c it just because the sun beating on the hotel all day..luckily i brought a couple of small usb fans to help keep cool at night while we slept did the trick..overall i enjoy my stay and you could not ask for anything more when it comes to the scenery..

Reviewed on Jul. 10, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (480 reviews)
Location and view - unbeatable !!

Reviewed on Jul. 15, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.8/10 Good! (1,475 reviews)
Can’t wait to come back!!!

Reviewed on Jul. 15, 2025

Ready to book your vacation to Billings?

 

Choose your dates

Billings Hotel Deals

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
The price is CA $139 per night from Jul 30 to Jul 31
CA $139
CA $161 total
Jul 30 - Jul 31
includes taxes & fees
7.8/10 Good! (371 reviews)
"Not enough food on breakfast after 8:30am"

Reviewed on Jul. 13, 2025

Quality Inn Poughkeepsie
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jul 27 to Jul 28
CA $143
CA $161 total
Jul 27 - Jul 28
includes taxes & fees
7.4/10 Good! (444 reviews)
July Weekend
"It was a nice place to stay for a short time. The employees are very nice."

Reviewed on Jul. 14, 2025

Wingate by Wyndham Fishkill
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2.5 out of 5
2750 South Road, Poughkeepsie, NY
Fully refundable
The price is CA $125 per night from Aug 3 to Aug 4
CA $125
CA $145 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"We found this wonderful location to be just perfect!! Our check-in was a breeze, and the clerk was extremely accommodating. After a quiet night's rest we had the hotel's great hot breakfast. Plenty of free parking, right off a very convenient commercial corridor; I highly recommend this Holiday Inn, ..."

Reviewed on Jul. 13, 2025

Holiday Inn Express Poughkeepsie by IHG
See all 646 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Billings

Have you hugged an alpaca today?

Alpaca and Llama Trek in Pleasant Valley

CA $66
per adult
Alpaca and Llama Trek in Pleasant Valley
Llama/Alpaca Hike and Farm Tour

Llama/Alpaca Hike and Farm Tour

CA $89
per adult
100% of travellers recommend
Llama/Alpaca Hike and Farm Tour
See all activities in Billings

Frequently asked questions

How much does a Billings vacation package cost?
You'll find cheap prices from CA $695 on Expedia for your Billings break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Billings costs.
What are the cheapest months to go to Billings?
If you're hoping to book a cheap Billings vacation package, consider visiting in January, February and March. You'll typically find better rates on airfares and hotels during these months --- perfect for a budget-friendly break.
How many days is enough for Billings?
The ideal duration of your Billings vacation depends on what you'd like to do. Typically, a few days to a week will give you time to hit all the major sights and explore some hidden spots along the way.
How to find the best Billings package deals?
Begin your search for a Billings package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Billings package deal right away, simply tweak 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?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can tailor your Billings trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Billings?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Billings getaway.
How to plan a trip to Billings?

  1. Choose when to travel: Check your schedule and get packing. Your preferred time of year and the activities on offer will also help you decide when to vacation in Billings.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the biggest expense during your trip to Billings.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Billings. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Billings vacation package that brings all your bookings together.

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