Three Oaks Vacations 2026

Top Three Oaks hotels deals

Cherry Street Guesthouse with private wooded yard & firepit, 3 blocks to town!

Three Oaks MI

CA $214

CA $323 total

Nov 1 - Nov 2

includes taxes & fees

Stay at this cottage in Three Oaks. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and The Acorn are located nearby.

Kitchen

Free WiFi

Four Winds Casino Resort – New Buffalo

11111 Wilson Road New Buffalo MI

CA $127

CA $147 total

Oct 4 - Oct 5

includes taxes & fees

Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Four Winds Casino New Buffalo and Silver Creek Event Center are located nearby.

Pool

Parking included

Silver Beach Hotel

100 Main Street Saint Joseph MI

Free cancellation

Reserve now, pay when you stay

CA $145

CA $165 total

Oct 12 - Oct 13

includes taxes & fees

Book a stay at this business-friendly hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silver Beach and Margaret B. Upton Arboretum are located nearby.

Pool

Breakfast included

Blue Chip Casino Hotel and Spa

777 Blue Chip Drive Michigan City IN

Free cancellation

Reserve now, pay when you stay

CA $138

CA $178 total

Oct 5 - Oct 6

includes taxes & fees

Book a stay at this spa hotel in Michigan City. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Chip Casino and Michigan City Public Library are located nearby.

Spa

Free WiFi

The Boulevard Inn & Bistro

521 Lake Blvd Saint Joseph MI

Free cancellation

Reserve now, pay when you stay

CA $229

CA $254 total

Nov 1 - Nov 2

includes taxes & fees

Stay at this hotel in Saint Joseph. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Silver Beach and Lake Bluff Park are located nearby.

Breakfast included

Parking included

Four Winds Casino South Bend

3000 Prairie Ave South Bend IN

Free cancellation

Reserve now, pay when you stay

CA $120

CA $151 total

Oct 4 - Oct 5

includes taxes & fees

Book a stay at this spa hotel in South Bend. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Four Winds Casino South Bend and Notre Dame Stadium are located nearby.

Pool

Hot tub

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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.

Stay near popular Three Oaks attractions

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

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.

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Frequently asked questions

How much are vacation packages to Three Oaks?

Adventure awaits in Three Oaks, with Travelocity vacation packages starting as low as . Offering both hotels and flights, these terrific deals make it a cinch to see every corner of the globe.

How long should my Three Oaks vacation be?

There's no rule when it comes to how long you should spend in Three Oaks, but the majority of travelers opt to stay for around 2 nights. Got some flexibility with your departure date? Consider extending your trip by a couple more nights. That way, you'll have ample time to explore the area's hidden treasures as well.

Where can I get the best vacation package deals for Three Oaks?

You can grab awesome Three Oaks package deals with Travelocity. Choose from as many as 400 air carriers and 1,000,000 properties worldwide and turn those vacation daydreams into reality.

Why should I book my Three Oaks vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any lower price you're able to find. Add on our 24/7 customer support and top-quality service and your perfect vacation is closer than ever before.

Can I save on my Three Oaks car rental if I book it with hotels and flights?

Combining your flight, car and hotel into a Three Oaks vacation package is an easy way to score better prices. Plus, having your own car rental gives you freedom to get to all those famous sights you'd like to explore. Located 88 kilometers from Three Oaks, Wrigley Field is one place that should have a place on your itinerary. Top up the tank and make a day trip of it.

Which airport is best for Three Oaks?

One of the most convenient options is Midway Intl. Airport (MDW), which is located 97 kilometers west of the hustle and bustle of downtown Three Oaks. You can also fly into South Bend Intl. Airport (SBN), 27 kilometers away from central Three Oaks).

What is there to do in Three Oaks?

While veering off the tourist trail can be rewarding, you shouldn't ignore the big sights that make a destination famous. The Acorn and Warren Woods State Park are just two of them in Three Oaks.

Where should I stay when visiting Three Oaks?

If you're looking for somewhere to lay your head, check out the Backyard Oasis w Downtown Walkability & Fire Pit. It's the top pick for many travelers.