Three Oaks Vacations from $423

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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.

The Latest Three Oaks vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Varsity Club South Bend, IN

Hilton Vacation Club Varsity Club South Bend, IN

3 out of 5
Price was $523, price is now $423 per person
$423
per person
Nov 13 - Nov 18
found 11 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to South Bend (SBN)
9.4/10 Exceptional! (1,006 reviews)
Loved all the Notre Dame memorabilia.

Reviewed on Sep 21, 2025

Ivy Court Inn & Suites

Ivy Court Inn & Suites

2.5 out of 5
Price was $810, price is now $661 per person
$661
per person
Nov 13 - Nov 18
found 11 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to South Bend (SBN)
9.2/10 Wonderful! (1,001 reviews)
Great location next to campus hotel is clean a little bit older breakfast is good

Reviewed on Sep 20, 2025

Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
Downtown South Bend
Price was $1,154, price is now $981 per person
$981
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to South Bend (SBN)
7.6/10 Good! (1,009 reviews)
The floor I stayed on was extremely hot in the elevator area.

Reviewed on Sep 21, 2025

Holiday Inn Mishawaka by IHG

Holiday Inn Mishawaka by IHG

3 out of 5
Price was $1,160, price is now $1,022 per person
$1,022
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to South Bend (SBN)
8.6/10 Excellent! (925 reviews)
Clean room (I was on the 3rd floor) Great staff in all areas & convenient.

Reviewed on Sep 19, 2025

Home2 Suites by Hilton Elkhart

Home2 Suites by Hilton Elkhart

3 out of 5
Price was $703, price is now $621 per person
$621
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to South Bend (SBN)
9.2/10 Wonderful! (280 reviews)
Hard getting on WiFi.

Reviewed on Aug 31, 2025

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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

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
$158 nightly
The price is $175 total per night from Sep 23 to Sep 24
$175 total
Sep 23 - Sep 24
Total with taxes and fees
9.4/10 Exceptional! (1,018 reviews)
"Friendly and efficient staff. Very clean room. Nice restaurant, great food."

Reviewed on Sep 18, 2025

The Boulevard Inn & Bistro
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 30 to Oct 1
$130 total
Sep 30 - Oct 1
Total with taxes and fees
8.2/10 Very Good! (1,734 reviews)
"We were a little disappointed that the steakhouse was closed during our visit. I was greatly looking forward to it this trip. The staff was friendly. The room was clean and the bed was better than most places. Overall, our experience went quite well. We will definitely be back."

Reviewed on Sep 17, 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
$131 nightly
The price is $138 total per night from Sep 28 to Sep 29
$138 total
Sep 28 - Sep 29
Total with taxes and fees
9.2/10 Wonderful! (1,524 reviews)
"Food"

Reviewed on Sep 18, 2025

Four Winds Casino Resort – New Buffalo
See all 2,662 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.

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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 from $423 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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