Grand Beach Vacations from $340

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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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was $774, price is now $340 per person
$340
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.

Reviewed on Sep 4, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was $947, price is now $431 per person
$431
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,373 reviews)
This hotel was so nice. It is literally steps from Michigan Avenue and so convenient to walk anywhere. The hotel itself is modern, clean, and well taken care of. The only negative thing I can say is we went to the rooftop bar at 10:30 and they told us it was closed. It’s supposed to close at 11 and there were other people sitting outside still having drinks. That was disappointing but all of the other amenities this hotel offers is great. You get a free breakfast too that’s pretty decent. For the cost and location, this was excellent.

Reviewed on Sep 5, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $705, price is now $366 per person
$366
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,078 reviews)
Staff was fabulous and accommodating :)

Reviewed on Sep 5, 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 $870, price is now $465 per person
$465
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
We were quite disappointed with our room view. Upon arrival, we initally booked a room with a city view and asked if there were any river views available. We were told they had a river view available, but when we went to our room we had views of parking lots and other buildings. They didnt look into it or address the issue when we brought up the matter. Will not be staying at this hotel again.

Reviewed on Sep 4, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $851, price is now $459 per person
$459
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (347 reviews)
Pool area was great

Reviewed on Sep 4, 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 lakeside 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
$116 nightly
The price is $130 total per night from Sep 15 to Sep 16
$130 total
Sep 15 - Sep 16
Total with taxes and fees
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
$131 nightly
The price is $138 total per night from Sep 23 to Sep 24
$138 total
Sep 23 - Sep 24
Total with taxes and fees
Four Winds Casino Resort – New Buffalo
Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

2.5 out of 5
444 Pine Lake Ave, La Porte, IN
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Sep 22 to Sep 23
$102 total
Sep 22 - Sep 23
Total with taxes and fees
Pine Lake Resort and Banquets
See all 1,676 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.

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Frequently asked questions

How much does a Grand Beach vacation package cost?
You'll find cheap prices from $340 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.