Three Oaks Vacations from $489

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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.
Biddle Point Inn & Event Venue

Biddle Point Inn & Event Venue

$489
per person
Nov 13 - Nov 15
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to South Bend (SBN)
9.6/10 Exceptional! (153 reviews)
Oakwood Resort

Oakwood Resort

$490
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to South Bend (SBN)
9.2/10 Wonderful! (429 reviews)
The Inn at Saint Mary's

The Inn at Saint Mary's

$741
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to South Bend (SBN)
9.4/10 Exceptional! (1,304 reviews)
Hot Tub The Strong Retreat Fire Pit 3BR

Hot Tub The Strong Retreat Fire Pit 3BR

$938
per person
Nov 13 - Nov 15
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to South Bend (SBN)
No reviews
Pool Kayaks Hot Tub Game Rooms Sleeps 16

Pool Kayaks Hot Tub Game Rooms Sleeps 16

Keller Park
Save 100% on your flight
$3,693
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to South Bend (SBN)
No reviews
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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.
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A forest with a wooden staircase and a bridge.

Warren Woods State Park

9.0/10 (2 reviews)
Michigan's last virgin beech-maple forest awaits with ancient trees soaring over 125 feet tall. Stroll the serene mile-long trail along the Galien River to spot diverse wildlife and seasonal wildflower displays.
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A snowy beach with waves crashing onto the shore, under a partly cloudy sky.

Chikaming Township Park and Preserve

This 263-acre natural haven offers diverse landscapes with trails winding through prairies and woodlands. Explore the Galien River frontage or relax by the lake while watching for local wildlife.
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Kesling Nature Preserve

This ecological haven features diverse ecosystems from floodplain forests to beech-maple woodlands. Follow the 1.25-mile loop trail along the Galien River to spot rare birds and seasonal wildflowers.
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Three Oaks Township Hall

Three Oaks Township Hall serves as both a local government center and fire station in Berrien County, Michigan. Visitors can admire its classic architecture while experiencing small-town civic pride in action.
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Acorn Theater

You can get tickets for a performance at Acorn Theater during your stay in Three Oaks. Stroll along the marina or discover the area's sunrises.
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Lake Louise

Commune with nature and explore the great outdoors at Lake Louise during your travels in Three Oaks. Wander the marina or discover the area's sunrises.
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Bob-A-Ron Lake

Commune with nature and explore the great outdoors at Bob-A-Ron Lake during your travels in Three Oaks. Stroll along the marina or discover the area's sunrises.
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Three Oaks Hotel Deals

Cozy Cottage close to the Lake

Cozy Cottage close to the Lake

Harbert MI
9.4/10 Exceptional! (59 reviews)
"Property was as listed. Rooms were clean. Cottage was very cozy and comfortable. Enjoyed watching the deer early in the evenings on the property. Overall great value place to stay."

Reviewed on Aug 2, 2026

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Cozy Cottage close to the Lake
Silver Beach Hotel

Silver Beach Hotel

100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
$124 nightly
$137 total
Aug 23 - Aug 24
Total with taxes and fees
7.4/10 Good! (1,585 reviews)
"Really terrific stay Great location"

Reviewed on Aug 22, 2026

Silver Beach Hotel
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

11111 Wilson Road New Buffalo MI
Fully refundable
$131 nightly
$138 total
Sep 14 - Sep 15
Total with taxes and fees
9.4/10 Exceptional! (2,147 reviews)
"It’s a long walk to carry your luggage to the hotel"

Reviewed on Aug 21, 2026

Four Winds Casino Resort – New Buffalo
See all 2,779 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 $489 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.