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 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 S$218 per night from 24 Mar to 25 Mar
S$218
includes taxes & fees
24 Mar - 25 Mar
9.2/10 Wonderful! (1,706 reviews)
"We had a great time staying at Rockwell Inn. Gorgeous rooms, extremely clean, nice facility, complimentary breakfast was amazing too!"

Reviewed on 20 Feb,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 S$206 per night from 23 Mar to 24 Mar
S$206
includes taxes & fees
23 Mar - 24 Mar
9.2/10 Wonderful! (4,215 reviews)
"Great little cabins and pet friendly. Very walkable to shops and restaurants."

Reviewed on 18 Feb,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 26 Dec,2024

Get rates
Canyon Lodge & Cabins - Inside the Park
See all 3,305 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.