Three Oaks Vacations from $531
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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.
Hampton Inn & Suites Middlebury
Price was $840, price is now $753 per person
$753
per person
Sep 11 - Sep 13
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to South Bend (SBN)
8.2/10 Very Good! (1,003 reviews)
Standard hotel located outside of Middlebury with decent sized rooms. Staff was professional but not overly friendly; rooms and common area were tidy but not spotless. For a quick overnight stay, it was fine.
Reviewed on Jul 7, 2026
Farmstead Inn & Conference Center
Price was $761, price is now $699 per person
$699
per person
Sep 11 - Sep 13
found 18 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to South Bend (SBN)
9.6/10 Exceptional! (1,057 reviews)
very clean room and thur out the whole property. excellent staff.
Reviewed on Jul 8, 2026
Van Buren Hotel
Price was $586, price is now $539 per person
$539
per person
Aug 13 - Aug 16
found 20 hours ago
Roundtrip non-stop flight included
San Antonio (SAT) to South Bend (SBN)
9.2/10 Wonderful! (1,430 reviews)
It was a very nice property and we enjoyed our stay there. The breakfast could be a little better
Reviewed on Jul 9, 2026
Stay near popular Three Oaks attractions
Three Oaks Hotel Deals
Cozy Cottage close to the Lake
Harbert MI
9.4/10 Exceptional! (54 reviews)
"Perfect location for New Buffalo area. Cottage was very clean and comfortable. We will do it again in the future"
Reviewed on Jul 3, 2026
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundable
$109 nightly
The price is $115 total per night from Jul 21 to Jul 22
$115 total
Jul 21 - Jul 22
Total with taxes and fees
9.4/10 Exceptional! (1,989 reviews)
"Very nice casino/hotel with a lovely pool and great restaurants."
Reviewed on Jul 8, 2026
Silver Beach Hotel
100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $167 total per night from Jul 14 to Jul 15
$167 total
Jul 14 - Jul 15
Total with taxes and fees
7.4/10 Good! (1,428 reviews)
"The property has been updated a lot. Much nicer than it used to be. There was definitely a stray hair stuck to the shower wall but aside from that, our room was spotless, and we definitely will be back."
Reviewed on Jul 9, 2026
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
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- Union Pier Hotels
- Benton Harbor Hotels
- Best Western Hotels in Three Oaks
- Sawyer Hotels
- Pet-Friendly Hotels in Union Pier
- Romantic Hotels in New Buffalo
- Luxury Hotels in Union Pier
- Apartments in Three Oaks
- Cottages in Union Pier
- Cabin Rentals in Three Oaks
- B&B in Union Pier
- Beach Hotels in Union Pier
- Vacation Homes in Three Oaks
- Resorts & Hotels with Spas in Union Pier
- Hostels in Three Oaks
- Romantic Hotels in Three Oaks
- Cabin Rentals in Sawyer
- Saint Joseph Hotels
- Hotels near St. Julian Winery - Union Pier Tasting Room
- New Buffalo Hotels
- Historic Hotels in Union Pier
- Hotels near Warren Dunes State Park
- Cottages in Lakeside
- Beach Hotels in New Buffalo
- Condo Rentals in Lakeside
- Hotels near Four Winds Casino New Buffalo
- Stevensville Hotels
- Hilton Hotels in Three Oaks
- Family Hotels in Union Pier
- 4 Star Hotels in Lakeside
- Lakeside Hotels
- 4 Star Hotels in Three Oaks
- Cottages in Three Oaks
- Family Hotels in New Buffalo
- 5 Star Hotels in Three Oaks
- Beach Hotels in Three Oaks
- B&B in Three Oaks
- Niles Hotels
- Hotels with an Outdoor Pool in New Buffalo
- Inns in Three Oaks
- Pet-Friendly Hotels in Three Oaks
- Winery Hotels in New Buffalo
- Pet-Friendly Hotels in New Buffalo
- Hotels near The Acorn
- Villas in Three Oaks
- Three Oaks Hotels
- Cabin Rentals in Lake Michigan Beach
- South Haven Hotels
- Warren Dunes State Park Beach
- Saint Joseph Vacations
- Visit New Buffalo
- Captain Mike's Fun Park
- Townline Beach
- Round Barn Union Pier Tasting Room
- Lehman's Orchards
- Berrien Springs Vacations
- Union Pier Vacations
- Fernwood Botanical Garden and Nature Preserve
- Dablon Vineyards - Winery & Tasting Room
- New Buffalo Public Beach
- Visit Saint Joseph
- Cherry Beach
- Andrews University
- Buchanan Vacations
- Niles Vacations
- Visit Lakeside
- Gravity Winery
- Sawyer Vacations
- Lemon Creek Winery
- Round Barn Winery
- Baroda Vacations
- Visit Union Pier
- Galien River County Park
- Surfari Joe's Indoor Wilderness Water Park
- Visit Three Oaks
- New Buffalo Railroad Museum
- Four Winds Casino New Buffalo
- New Buffalo Vacations
- Warren Dunes State Park
- Waikiki Jacks
- Lakeside Vacations
- Weko Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
