Three Oaks Vacations from $666

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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.
The Inn at Saint Mary's

The Inn at Saint Mary's

3.5 out of 5
Price was $726, price is now $666 per person
$666
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to South Bend (SBN)
9.4/10 Exceptional! (1,380 reviews)

Pool Kayaks Hot Tub Game Rooms Sleeps 16

Pool Kayaks Hot Tub Game Rooms Sleeps 16

2 out of 5
Keller Park
Price was $1,688, price is now $1,580 per person
$1,580
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to South Bend (SBN)
No reviews

Pool Hot Tub 5 min to ND Coffee Bar Games

Pool Hot Tub 5 min to ND Coffee Bar Games

2 out of 5
Price was $1,462, price is now $1,375 per person
$1,375
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to South Bend (SBN)
No reviews

Hot Tub Outdoor Living Game Room Coffee Bar

Hot Tub Outdoor Living Game Room Coffee Bar

2 out of 5
Price was $1,083, price is now $1,031 per person
$1,031
per person
Jan 15 - Jan 18
found 19 hours ago
Roundtrip non-stop flight included
Spokane (GEG) to South Bend (SBN)
No reviews

Hilton Garden Inn South Bend

Hilton Garden Inn South Bend

3 out of 5
Price was $702, price is now $675 per person
$675
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Spokane (GEG) to South Bend (SBN)
9/10 Wonderful! (565 reviews)
ALL

Reviewed on Oct 27, 2026

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Stay near popular Three Oaks attractions

A branch with green leaves and acorns against a clear blue sky.

The Acorn

This intimate 250-seat theater in a historic corset factory offers exceptional acoustics for diverse performances. Enjoy local brews while experiencing up-close connections with renowned and emerging artists.
See properties

Three Oaks Hotel Deals

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Three Oaks MI
$227 nightly
The price is $227 total per night from Nov 1 to Nov 2
$227 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (83 reviews)
"Cute little property close to town. The only thing keeping it from 5 stars is the mattress. It is one of those where you and your spouse are going to sink to the center of the bed despite your best efforts! :)"

Reviewed on Sep 28, 2026

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
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 Oct 28 to Oct 29
$115 total
Oct 28 - Oct 29
Total with taxes and fees
9.4/10 Exceptional! (2,319 reviews)
"Rooms could use a little refurbishment."

Reviewed on Oct 27, 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
$110 nightly
The price is $123 total per night from Oct 28 to Oct 29
$123 total
Oct 28 - Oct 29
Total with taxes and fees
Blue Chip Casino Hotel and Spa
See all 2,799 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 from $666 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.