Grand Beach Vacations from $329

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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.

The Latest Grand Beach vacation packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $634, price is now $329 per person
$329
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was $986, price is now $477 per person
$477
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.

Reviewed on Nov 12, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $668, price is now $336 per person
$336
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Everything was perfect

Reviewed on Nov 12, 2025

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $705, price is now $370 per person
$370
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Best location to stay

Reviewed on Oct 25, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $2,161, price is now $1,148 per person
$1,148
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,761 reviews)
FOOD WAS GOOD, JUST A LITTLE COLD, BUT NO MAJOR PROBLEMS

Reviewed on Nov 12, 2025

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Discover the most popular places to visit in Grand Beach

Four Winds Casino New Buffalo

Why not try your luck with a visit to Four Winds Casino New Buffalo during your travels in New Buffalo? Stroll along the beautiful beaches or visit the casinos in the area.

Four Winds Casino New Buffalo

Local

Enjoy an outing to Local during your stay in New Buffalo. Stroll along the beautiful beaches or visit the casinos in the area.

Local

Michiana Beach

Why not spend a lazy afternoon at Michiana Beach during your trip to Michiana? Wander the beaches and lakeside while you're in the area.

Michiana Beach

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
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $121 total per night from Nov 16 to Nov 17
$121 total
Nov 16 - Nov 17
Total with taxes and fees
8.2/10 Very Good! (1,811 reviews)
Texts allowed for easy check in and out

Reviewed on Nov 10, 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
Fully refundable
$109 nightly
The price is $115 total per night from Nov 16 to Nov 17
$115 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (1,599 reviews)
Yes

Reviewed on Nov 11, 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
$73 nightly
The price is $77 total per night from Nov 19 to Nov 20
$77 total
Nov 19 - Nov 20
Total with taxes and fees
6.8/10 (1,003 reviews)
The room was a little bit dated and could have used some repairs, but it was immaculately clean and I can't ask for anything more than that. The room and hotel itself were very quiet. Both of the nights I stayed there as well. Check in and check out. We're fast, easy and painless.

Reviewed on Nov 9, 2025

Baymont by Wyndham New Buffalo
See all 1,662 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.

Find the Best Grand Beach Vacation Packages

Grand Beach Essential Information

Language
English
Currency
U.S dollars
Closest Airport
South Bend Intl. Airport (SBN)
Top Sights
Michiana Beach, Kids Quest and Four Winds Casino New Buffalo

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Frequently asked questions

How much does a Grand Beach vacation package cost?
You'll find cheap prices from $329 on Expedia for your Grand Beach break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Grand Beach costs.
What are the cheapest months to go to Grand Beach?
If you're hoping to score a cheap Grand Beach vacation package, consider traveling in October, November and December. You'll usually find lower rates on hotels and flights during these months — ideal for budget-conscious travelers.
How many days is enough for Grand Beach?
The ideal duration of your Grand Beach vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to hit all the top attractions and discover some hidden spots along the way.
How to find the best Grand Beach package deals?
Start your search for a Grand Beach package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor 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 Grand Beach package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Grand Beach escape underway.
Is it cheaper to book a Grand Beach vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Grand Beach vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Grand Beach?
If you're planning a spontaneous Grand Beach vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Grand Beach vacation packages?
Secure your perfect escape to Grand Beach with Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.