Grand Beach Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $913, price is now CA $671 per person
CA $671
per person
Jan 21 - Jan 24
just found
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,898, price is now CA $1,336 per person
CA $1,336
per person
Jan 21 - Jan 24
just found
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,394, price is now CA $992 per person
CA $992
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,801, price is now CA $1,315 per person
CA $1,315
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Ready to book your vacation to Grand Beach?

 

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Grand Beach Hotel Deals

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
The price is CA $126 per night from Nov 11 to Nov 12
CA $126
CA $146 total
Nov 11 - Nov 12
includes taxes & fees
9.4/10 Exceptional! (2,363 reviews)
"The room was very clean. Casino was great and the restaurant was really good."

Reviewed on Nov 9, 2026

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

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Dec 10 to Dec 11
CA $116
CA $154 total
Dec 10 - Dec 11
includes taxes & fees
Blue Chip Casino Hotel and Spa
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd Chesterton IN
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Nov 17 to Nov 18
CA $128
CA $151 total
Nov 17 - Nov 18
includes taxes & fees
Spring House Inn
See all 1,722 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
Family Vacations

Stay near popular Grand Beach attractions

Grand Beach Marsh

You can take time to visit Grand Beach Marsh during your travels to Grand Beach. Wander the beaches in this family-friendly area.
See properties

Frequently asked questions

How much does a Grand Beach vacation package cost?
You'll find cheap prices from CA $671 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.