Midwest Trips (flight + hotel)

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Top hotels in Midwest

The Rockwell Inn (formerly the Lexington at Jackson Hole Hotel & Suites)
The Rockwell Inn (formerly the Lexington at Jackson Hole Hotel & Suites)
3 out of 5
285 North Cache, Jackson, WY
Fully refundableReserve now, pay when you stay
The price is P8,641 per night from 27 Feb to 28 Feb
P8,641
P9,952 total
includes taxes & fees
Feb 27 - Feb 28
9.2/10 Wonderful! (1,702 reviews)
"This is the third time that we have stayed here during ski season. The location is excellent, the staff is very friendly, and the facilities are very good. The hotel offers transportation to and from the airport as well as transportation to Jackson Hole for skiing. The included breakfast options ..."

Reviewed on Feb 14, 2025

The Rockwell Inn (formerly the Lexington at Jackson Hole Hotel & Suites)
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
The price is P9,943 per night from 3 Mar to 4 Mar
P9,943
P11,462 total
includes taxes & fees
Mar 3 - Mar 4
9.2/10 Wonderful! (4,210 reviews)
"Great place to say for skiing"

Reviewed on Feb 16, 2025

Cowboy Village Resort
Canyon Lodge & Cabins - Inside the Park
Canyon Lodge & Cabins - Inside the Park
3 out of 5
41 Clover Ln, Yellowstone National Park, WY
7.6/10 Good! (1,727 reviews)
Perfect in every way
"Greatocation for access to all areas of Yellowstone. Room was spacious,.comfortable and the little fridge was handy. Coin operated laundry nearby too. Staff were friendly and helpful, had to wait to check-in due to being very busy, but all went smoothly."

Reviewed on Dec 26, 2024

Canyon Lodge & Cabins - Inside the Park
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 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?
January, February and April are great times to search for cheap Midwest vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Midwest?
Generally, a handful of days is enough to go to the top attractions during your Midwest vacation. However, if you prefer to have more time to rest 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.
How to plan a trip to Midwest?

  1. Choose your travel dates: The things you’d like to do in Midwest and your favorite season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodations, you should factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Midwest.
  3. Determine how many days away: Start by listing all the activities and attractions you’d like to get to in Midwest. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you’ve settled on your trip dates and duration, lock in the right Midwest vacation package for you.

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