Rolling Prairie Holidays

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
The price is S$202 per night from 18 Aug to 19 Aug
S$202
18 Aug - 19 Aug
includes taxes & fees
8/10 Very Good! (1,639 reviews)
"My bestie and I have been staying at the Blue Chip for 10 plus years. The staff is so friendly, accommodating and all around excellent."

Reviewed on 2 Aug, 2025

Blue Chip Casino Hotel and Spa
Wingate by Wyndham South Bend/Notre Dame

Wingate by Wyndham South Bend/Notre Dame

3 out of 5
52890 State Rt 933 N, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is S$107 per night from 10 Aug to 11 Aug
S$107
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (757 reviews)
"Air was on but couldn’t get to the room cool."

Reviewed on 1 Aug, 2025

Wingate by Wyndham South Bend/Notre Dame
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
9.2/10 Wonderful! (1,435 reviews)
"Everybody was very friendly and helpful. Our room was the cleanest hotel room I've ever stayed in and was lovely!"

Reviewed on 2 Aug, 2025

Get rates
Four Winds Casino Resort – New Buffalo
See all 2,426 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 holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday packages. Travelling 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 holiday 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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking accommodation and flights individually. Better still, you can customise 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 holiday 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 holiday 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. 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.