Grand Beach Vacation Packages

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Your Grand Beach Vacation

When you book a vacation package to Grand Beach, all the organizing is done in advance. This gives you plenty of time to uncover some of the best things about this serene city, such as its coastal scenery, laid-back lifestyle and spectacular views. Fill your free time with visits to Four Winds Casino New Buffalo, New Buffalo Public Beach and Michiana Beach, some of the top attractions you really should see during a trip to Grand Beach. Your ultimate Grand Beach vacation is just clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your style.

Top Grand Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Chicago Willowbrook

Delta Hotels by Marriott Chicago Willowbrook

3 out of 5
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (429 reviews)
The staff was very friendly. Fast check-in and check-out with no issues! Second time staying here and will stay again!

Reviewed on Jul. 24, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Nice hotel with a great breakfast buffet

Reviewed on Jul. 25, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Large rooms, excellent view and location

Reviewed on Jul. 24, 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
The line to get coffee at the cafe downstairs was always 12 people deep. The staff was not very fast…

Reviewed on Jul. 21, 2025

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,584 reviews)
Good building, a little misleading when “separate sitting area” is mentioned in the room, yet the room is still just 2 queen beds and a desk and bench all still in the same room. How is this separate if it’s in the same room? Walkable to downtown with access to everything. Clean enough

Reviewed on Jul. 25, 2025

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Grand Beach Hotel Deals

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 CA $152 per night from Aug 18 to Aug 19
CA $152
CA $190 total
Aug 18 - Aug 19
includes taxes & fees
8/10 Very Good! (1,630 reviews)
"Great place to stay in Michigan City. Clearly the best hotel option in the area, even for non-gaming travelers."

Reviewed on Jul. 22, 2025

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
The price is CA $158 per night from Aug 25 to Aug 26
CA $158
CA $184 total
Aug 25 - Aug 26
includes taxes & fees
9.2/10 Wonderful! (1,417 reviews)
"Good stay. Rewards could be better"

Reviewed on Jul. 23, 2025

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 CA $114 per night from Aug 12 to Aug 13
CA $114
CA $123 total
Aug 12 - Aug 13
includes taxes & fees
6.6/10 (1,008 reviews)
"Place was close to new buffalo and beaches which we loved"

Reviewed on Jul. 21, 2025

Baymont by Wyndham New Buffalo
See all 1,677 properties in Grand Beach
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Frequently asked questions

How much does a Grand Beach vacation package cost?
You'll find cheap prices from CA $620 on Expedia for your Grand Beach break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Grand Beach costs.
What are the cheapest months to go to Grand Beach?
To score cheap Grand Beach vacation packages, plan your trip outside of peak times such as public holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Grand Beach?
Usually, a few days is enough for a Grand Beach vacation. With a well-organized itinerary, you can see all the major attractions like New Buffalo Railroad Museum, as well as explore some hidden gems along the way.
How to find the best Grand Beach package deals?
Use Expedia's filter tool to find some of the best Grand Beach package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Grand Beach package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Grand Beach vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can tailor your Grand Beach getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Grand Beach?
If you're planning an impromptu Grand Beach vacation, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Grand Beach?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the activities available will also help you decide when to escape to Grand Beach.
  2. Set your budget: Factor in costs like flights, transportation and food when calculating how much to put aside for your trip to Grand Beach. Then, choose a hotel that fits your budget, whether that's an affordable option or a high-end getaway.
  3. Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Grand Beach. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Grand Beach 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.