Midwest Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Midwest

The Lodge at Jackson Hole
The Lodge at Jackson Hole
3.5 out of 5
80 Scott Ln, Jackson, WY
Fully refundableReserve now, pay when you stay
The price is S$285 per night from 6 Jan to 7 Jan
S$285
includes taxes & fees
6 Jan - 7 Jan,2025
9/10 Wonderful! (1,010 reviews)
"Everything went smoothly and it’s a great location for Jackson as it’s right in front of a bus stop. Very clean rooms as they were just remodeled so can’t complain! Imagine a clean modern room with the design of a cabin outside"

Reviewed on 19 Dec,2024

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
The price is S$263 per night from 30 Dec to 31 Dec
S$263
includes taxes & fees
30 Dec - 31 Dec
9.2/10 Wonderful! (4,155 reviews)
"Very cute cabins!! Stayed in November so it was very quiet. Very clean and adorable-would stay again for sure!"

Reviewed on 17 Dec,2024

Cowboy Village Resort
49'er Inn & Suites
49'er Inn & Suites
2.5 out of 5
330 West Pearl Street, Jackson, WY
Fully refundableReserve now, pay when you stay
The price is S$284 per night from 23 Dec to 24 Dec
S$284
includes taxes & fees
23 Dec - 24 Dec
8.4/10 Very Good! (1,378 reviews)
"Very cozy. Could be more warm however"

Reviewed on 17 Dec,2024

49'er Inn & Suites
See all 3,347 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.

Frequently asked questions

How much does a Midwest holiday package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a holiday 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 holiday packages. Choosing to travel in less busy months means you can usually find reduced prices on accommodation 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 holiday. 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 holiday as a package?
Expedia holiday 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 customised Midwest holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 favourite season can help you decide when to travel.
  2. Plan your budget wisely: In addition to the price of your accommodation, 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 accommodation and airfare: Once you’ve settled on your trip dates and duration, lock in the right Midwest holiday package for you.

* 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.