Rolling Prairie Trips (flight + hotel)

Photo by Kristy Burton

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Top hotels in Rolling Prairie

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
8/10 Very Good! (1,633 reviews)
"Nice hotel"

Reviewed on Jul 31, 2025

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Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,431 reviews)
"The staff was amazing, everyone from the valet to the bartenders. We had a wonderful time"

Reviewed on Aug 1, 2025

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Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is P4,499 per night from Sep 2 to Sep 3
P4,499
P4,859 total
Sep 2 - Sep 3
includes taxes & fees
6.6/10 (1,017 reviews)
"Our room was ok. The property seems to be going through a rehab. Plenty of work left to do"

Reviewed on Jul 28, 2025

Baymont by Wyndham New Buffalo
See all 2,425 properties in Rolling Prairie
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 Rolling Prairie vacation package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a vacation to Rolling Prairie costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Rolling Prairie?
January, February and November are the best times to look for cheap Rolling Prairie vacation packages. Traveling in quieter periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Rolling Prairie?
The ideal duration of your Rolling Prairie vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to hit all the leading attractions and explore some hidden treasures along the way.
How to find the best Rolling Prairie package deals?
Start your search for a Rolling Prairie package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Rolling Prairie package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Rolling Prairie escape off to a flying start.
Is it cheaper to book a Rolling Prairie vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can customize your Rolling Prairie escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Rolling Prairie?
If you're considering an impromptu Rolling Prairie adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Rolling Prairie?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Rolling Prairie.
  2. Set your budget: Factor in costs like flights, food and transportation when working out how much to set aside for your trip to Rolling Prairie. Then, select a property that fits your budget, whether that's an economical option or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Rolling Prairie, you can work out the perfect length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Rolling Prairie vacation package that brings all your bookings together.

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