Three Oaks Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Three Oaks Holiday

With one of our holiday packages to Three Oaks, you'll discover endless opportunities for fun and adventure. There's loads to enjoy, including its rich history and spectacular views. Four Winds Casino New Buffalo, The Acorn and St. Julian Winery - Union Pier Tasting Room are just a few of the many attractions you'll want to explore during your trip to Three Oaks. A couple of quick clicks is all it takes to put together the perfect Three Oaks holiday on Expedia.

Three Oaks Holiday

Three Oaks Essential Information

Language
English
Currency
U.S dollars
Closest Airport
South Bend Intl. Airport (SBN)
Population
1,600
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Warren Dunes State Park, New Buffalo Public Beach and Warren Dunes State Park Beach

Our pick of the best 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
Fully refundable
The price is AU$305 per night from 2 Nov to 3 Nov
AU$305
2 Nov - 3 Nov
includes taxes & 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 28 Sept 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 refundableReserve now, pay when you stay
The price is AU$147 per night from 2 Nov to 3 Nov
AU$147
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (2,333 reviews)
"Honestly, this is a hidden gem. The place is huge. The restaurants are open 24/7. Even breakfast. Room service is only an additional $5.00 fee and 20% grat which I'd give anyways. The casino is smoke free which is crazy to think. Maybe, that's why it wasn't so busy. But, a win for me. The showers. ..."

Reviewed on 1 Nov 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
The price is AU$156 per night from 2 Dec to 3 Dec
AU$156
2 Dec - 3 Dec
includes taxes & fees
Blue Chip Casino Hotel and Spa
See all 2,794 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Stay near popular Three Oaks attractions

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

The Acorn

This intimate 250-seat theatre 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

Frequently asked questions

How much does a Three Oaks holiday package cost?
You can grab a holiday package to this top destination on Expedia. However, how much your holiday 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?
The off-season is the best time to travel to Three Oaks if you're on a budget. Another tip for finding cheap Three Oaks holiday packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Three Oaks?
You can easily visit all the major attractions in Three Oaks in a few days, including the must-see Vickers Theatre. If you want a longer Three Oaks holiday, look at what kind of day tours and activities are available close by.
Is it worth booking a holiday package to Three Oaks?
It's easy to see why a Three Oaks holiday is on the must-do list of many travellers. Well-known attractions like The Acorn are just the start of what you can explore here.
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 holiday package well in advance.
Is it cheaper to book a Three Oaks holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation 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 holiday 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.
How to plan a trip to Three Oaks?

  1. Choose your travel dates: What you plan to do in Three Oaks and your favourite season will help you decide when to go.
  2. Set a budget: Factor in costs like flights, meals and transportation when working out how much to set aside for your trip to Three Oaks. Then, pick a hotel that suits your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Three Oaks. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customised Three Oaks holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.