Three Oaks Vacations from $394
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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.
Doubletree Hotel South Bend
Downtown South Bend
per person
Sep 26 - Sep 28
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to South Bend (SBN)
7.6/10 Good! (1,004 reviews)
This Doubletree is going through a much needed renovation. When it gets done it will probably be nice but until then not so great.
Reviewed on Aug 10, 2025
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.
Three Oaks Hotel Deals
Silver Beach Hotel
100 Main Street, Saint Joseph, MI
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $149 total per night from Aug 17 to Aug 18
$149 total
Aug 17 - Aug 18
Total includes taxes and fees
7/10 Good! (946 reviews)
"Very nice hotel. The outside is a little dated but inside and the rooms are not. Bed was comfy, the shower is spacious and staff very friendly."
Reviewed on Aug 12, 2025
Blue Chip Casino Hotel and Spa
777 Blue Chip Drive, Michigan City, IN
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $148 total per night from Sep 1 to Sep 2
$148 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (1,663 reviews)
"This casino is always fun. We love the live music, and it’s my favorite free coffee!!"
Reviewed on Aug 12, 2025
Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
$131 nightly
The price is $138 total per night from Sep 2 to Sep 3
$138 total
Sep 2 - Sep 3
Total includes taxes and fees
9.2/10 Wonderful! (1,453 reviews)
Weekend Getaway
"We found the location to be perfect to New Buffalo, loved the outdoor pool, and even came away winners. A great weekend."
Reviewed on Aug 12, 2025
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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- The Acorn
- St. Julian Winery - Union Pier Tasting Room
- Round Barn Union Pier Tasting Room
- Burnison Galleries
- Lakeside Vacations
- Union Pier Vacations
- Visit Lakeside
- Visit Union Pier
- Four Winds Casino New Buffalo
- Townline Beach
- Visit Harbert
- Galien River County Park
- Cherry Beach
- Sawyer Vacations
- Visit Harbert
- Visit Sawyer
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.