Midwest Vacations

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    Save up to $1,045 when you book a flight and hotel together*

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Midwest Hotel Deals

The Lodge at Jackson Hole

The Lodge at Jackson Hole

4 out of 5
80 Scott Ln Jackson WY
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $234 total per night from Dec 18 to Dec 19
$234 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (1,333 reviews)
Front desk. Awesome staff.

Reviewed on Dec 14, 2025

The Lodge at Jackson Hole
Cowboy Village Resort

Cowboy Village Resort

2.5 out of 5
120 S Flat Creek Dr Jackson WY
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $170 total per night from Dec 18 to Dec 19
$170 total
Dec 18 - Dec 19
Total with taxes and fees
9.2/10 Wonderful! (4,665 reviews)
Fantastic, everything it’s clean and secure.

Reviewed on Dec 13, 2025

Cowboy Village Resort
Snow King Resort Hotel & Luxury Residences

Snow King Resort Hotel & Luxury Residences

4.5 out of 5
400 E Snow King Ave Jackson WY
$227 nightly
The price is $254 total per night from Jan 12 to Jan 13
$254 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Great spot easy walk to town

Reviewed on Nov 8, 2025

Snow King Resort Hotel & Luxury Residences
See all 3,352 properties in Wyoming
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 Midwest Vacation Packages

Midwest Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Midwest vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Midwest costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Midwest?
November, December and January are great times to look for cheap Midwest vacation packages. Traveling in less busy periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Midwest?
Usually, a handful of days is enough to visit the top sights during your Midwest vacation. However, if you want to have time to unwind or go on day trips, consider extending your trip.
How to find the best Midwest package deals?
Landing a cheap Midwest package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Midwest package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Midwest vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Midwest vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Midwest?
If you're considering a spur-of-the-moment Midwest getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Midwest vacation packages?
Secure your dream escape to Midwest with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.