Three Oaks Vacations

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Photo by Kyla Marie

Your Three Oaks Vacation

Book a Three Oaks vacation package and get ready for an awesome adventure. With a reputation for its rich history and spectacular views, there's plenty to keep you on the move in this city. You'll want to do some exploring during your trip to Three Oaks. Don't miss popular attractions like Four Winds Casino New Buffalo, The Acorn and Townline Beach. Expedia can help you escape your daily routine. Tailor your vacation to Three Oaks to suit your travel style, whatever that may look like.

Discover the most popular places to visit in Three Oaks

The Acorn

You can enjoy a show at The Acorn during your trip to Three Oaks. Stroll along the marina or discover the area's sunrises.

The Acorn

Three Oaks 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
$96 nightly
The price is $108 total per night from Jan 1 to Jan 2
$108 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,844 reviews)
Everything

Reviewed on Nov 28, 2025

Blue Chip Casino Hotel and Spa
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

3.5 out of 5
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $188 total per night from Dec 7 to Dec 8
$188 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (1,012 reviews)
Housekeeping anticipated all of our needs. The restaurant was excellent. The location was perfect for enjoying St. Joseph’s to th maximum.

Reviewed on Nov 29, 2025

The Boulevard Inn & Bistro
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
$76 nightly
The price is $80 total per night from Dec 4 to Dec 5
$80 total
Dec 4 - Dec 5
Total with taxes and fees
9.2/10 Wonderful! (1,633 reviews)
Loved the place

Reviewed on Nov 28, 2025

Four Winds Casino Resort – New Buffalo
See all 2,696 properties in Three Oaks
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 Three Oaks Vacation Packages

Three Oaks Essential Information

Language
English
Currency
U.S dollars
Closest Airport
South Bend Intl. Airport (SBN)
Population
1,600
Top Sights
Warren Dunes State Park, Warren Dunes State Park Beach and Michiana Beach

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Frequently asked questions

How much does a Three Oaks vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Three Oaks costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Three Oaks?
November, December and January are great times to search for cheap Three Oaks vacation packages. Opting to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Three Oaks?
You can see all the main sights in Three Oaks in a few days, including the popular Vickers Theatre. If you're looking for a longer Three Oaks vacation, look at what kind of excursions and activities are available in the area.
Is it worth booking a vacation package to Three Oaks?
Three Oaks has everything you need for a wonderful getaway. Begin your Three Oaks vacation on a high note by visiting top attractions like The Acorn.
How to find the best Three Oaks package deals?
Use Expedia's filter tool to find some tempting Three Oaks package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Three Oaks package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Three Oaks vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can tailor your Three Oaks escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Three Oaks?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Three Oaks break.
Does Expedia offer Book Now, Pay Later Three Oaks vacation packages?
Set off on your perfect escape to Three Oaks with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up travel deals while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.