Midwest Vacations

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Midwest Hotel Deals

Antler Inn

Antler Inn

2.5 out of 5
43 W. Pearl Ave Jackson WY
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $200 total per night from Mar 1 to Mar 2
$200 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (1,144 reviews)
This was the cleanest, best maintained hotel we have stayed at in recent history. It might be rated a 2 star, (not sure how hotel rating system works) but this had a “family owned” feel and it was immaculate. We enjoyed the coffee, hot cocoa and snacks in the lobby as well as made use of the fireplace ...

Reviewed on Jan 31, 2026

Antler Inn
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
$195 nightly
The price is $218 total per night from Feb 10 to Feb 11
$218 total
Feb 10 - Feb 11
Total with taxes and fees
9.2/10 Wonderful! (4,722 reviews)
So convenient. Love having a small cabin to be independent but comfortable.

Reviewed on Feb 1, 2026

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
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $260 total per night from Mar 8 to Mar 9
$260 total
Mar 8 - Mar 9
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Clean modern, very nice restaurant and bar overlooking snow king! Hot large spa and heated pool, plush bedding! Very comfortable and friendly staff!

Reviewed on Jan 20, 2026

Snow King Resort Hotel & Luxury Residences
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.