Midwest Vacations from $1,603
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The Latest Midwest vacation packages
Price found within the past 48 hours. Click for updated prices.
Rodeway Inn Casper
$1,690
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip flight included
Singapore (SIN) to Casper (CPR)
5.4/10 (250 reviews)
The room was clean and the area was quiet. The room was fine and could use a better carpenter but no concerns. The room lacked a shower curtain but all was well.
Reviewed on Aug 25, 2026
Midwest Hotel Deals
The Jackson SouthTown
600 S Highway 89 Jackson WY
Fully refundableReserve now, pay when you stay
$359 nightly
$402 total
Aug 30 - Aug 31
Total with taxes and fees
Canyon Lodge & Cabins - Inside the Park
41 Clover Ln Yellowstone National Park WY
$337 nightly
$374 total
Aug 30 - Aug 31
Total with taxes and fees
7.8/10 Good! (2,484 reviews)
"Great"
Reviewed on Aug 28, 2026
The Virginian Lodge, an Outbound Hotel
750 West Broadway Jackson WY
Fully refundableReserve now, pay when you stay
$383 nightly
$428 total
Sep 27 - Sep 28
Total with taxes and fees
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 from $1,603 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.
