Yellowstone Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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Yellowstone Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Downtown Chicago
S$667
per person
21 Nov - 23 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
Room was standard, close to millennium park, very helpful staff, & yummy restaurant!
Reviewed on 13 Oct, 2026
Sentral Michigan Avenue
Downtown Chicago
S$684
per person
21 Nov - 23 Nov
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,344 reviews)
We stayed here for 3 nights for the Chicago Marathon 2026, and while the location was fantastic, the overall hotel experience fell well short of expectations.
The Good:
Unbeatable Location: The biggest advantage of this hotel is its proximity to Grant Park. Being just a short walk from the marathon start and finish lines made race day logistics completely stress-free.
The Bad & Disappointing:
Closed Pool: We specifically selected and booked this hotel because of their great-looking pool. Unfortunately, the pool was closed for the entire 3-night duration of our stay. When we complained to the front desk, nobody offered any remedy, compensation, or gesture to make up for it, which was extremely disappointing.
Poor Kitchenware: The room included kitchen facilities, but the dishes provided were very limited, scratched, and visibly worn out/overused.
Other than that, the stay itself was just okay. However, given the lack of any support or remedy from staff regarding the closed pool, we likely wouldn't stay here again.
Reviewed on 14 Oct, 2026
Top hotels in Yellowstone
Don Q Inn
3658 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
S$108
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (1,000 reviews)
"This was our second time staying at the Don Q. The first trip we stayed in the Cave Room and this time we stayed in one of the Caesar Rooms. We love the retro "Fantasuites" and quirky property, but it really needs updating and a good cleaning! Our room had a strong musty/mildewy odor. The carpet ..."
Reviewed on 12 Oct, 2026
Dodgeville inn and suites
1308 n johns st Dodgeville WI
Fully refundableReserve now, pay when you stay
S$136
1 Nov - 2 Nov
includes taxes & fees
7.2/10 Good! (125 reviews)
"The room was nice and spacious. The breakfast area was small and did offer much."
Reviewed on 12 Oct, 2026
AmericInn by Wyndham Dodgeville
3637 State Road 23 Dodgeville WI
Fully refundableReserve now, pay when you stay
S$136
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (659 reviews)
"Staff were all friendly and very helpful. Rooms were clean. Great stay!"
Reviewed on 12 Oct, 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.
Frequently asked questions
How much does a Yellowstone holiday package cost?
You'll find cheap prices from S$614 on Expedia for your Yellowstone break. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Yellowstone costs.
What are the cheapest months to go to Yellowstone?
If you're looking to score a cheap Yellowstone holiday package, consider visiting in January, February and November. You're likely to find better rates on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Yellowstone?
Usually, a handful of days is enough to see the major sights during your Yellowstone holiday. But if you'd like to have some time to rest or take day trips, consider extending your trip.
How to find the best Yellowstone package deals?
Use Expedia's filters to find some tempting Yellowstone package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Yellowstone package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Yellowstone holiday as a package?
An Expedia holiday package could land you great savings when compared to booking stays and flights separately. Better still, you can tailor your Yellowstone getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Yellowstone?
If you're planning a spur-of-the-moment Yellowstone holiday, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Yellowstone?
- Choose when to get away: Check your calendar and get packing. Your preferred time of year and the type of activities available will also help you decide when to visit Yellowstone.
- Plan your budget wisely: As well as the price of your accommodation, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that may come up during your trip to Yellowstone.
- Work out your trip length: Think about how much time you want to spend exploring Yellowstone. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Yellowstone holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
