Three Oaks Vacation Packages

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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.

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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
The price is CA $217 per night from May 18 to May 19
CA $217
CA $325 total
May 18 - May 19
includes taxes & fees
9.8/10 Exceptional! (64 reviews)
Very cute place close to the acorn. We will book again! Thanks for hosting us!

Reviewed on May 5, 2026

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!
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
The price is CA $123 per night from May 18 to May 19
CA $123
CA $161 total
May 18 - May 19
includes taxes & fees
8.4/10 Very Good! (2,075 reviews)
Very clean room and nice hotel

Reviewed on May 17, 2026

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 refundableReserve now, pay when you stay
The price is CA $123 per night from May 18 to May 19
CA $123
CA $142 total
May 18 - May 19
includes taxes & fees
9.4/10 Exceptional! (1,864 reviews)
We loved our stay. The place could use more EV car chargers. The 4 they had always seemed to be in use.

Reviewed on May 16, 2026

Four Winds Casino Resort – New Buffalo
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.