Name: Luxury Estate with 3 Homes, Pool, Hot Tubs, Basketball/Tennis Court near Lake
Rating: 10

Your Union Pier Vacation

Take the stress out of planning your next epic adventure with a Union Pier vacation package. Whether you're in town for its history, food or something else, there's an inexhaustible array of experiences to be had. A trip to Union Pier is a great opportunity to do some sightseeing. Be sure to look around well-known attractions like Four Winds Casino New Buffalo, New Buffalo Public Beach and Townline Beach. Your ideal Union Pier vacation is just clicks away. Browse hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Top Union Pier Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Sports Illustrated Resorts Chicago

Downtown Chicago

CA $1,069

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

9.2/10 Wonderful! (1,409 reviews)

Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.

Reviewed on Apr 14, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $1,498

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Chicago (ORD)

9.2/10 Wonderful! (436 reviews)

Kitchen was fully stocked

Reviewed on Apr 20, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $1,246

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (2,427 reviews)

Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on Apr 17, 2026

The Langham, Chicago

Downtown Chicago

CA $1,570

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

9.8/10 Exceptional! (1,010 reviews)

The Langham is simply unparalleled! The staff, the amenities, the location, food and level of service are at such a high level, I find it unmatched anywhere else. Simply cannot wait to come back I actually came to Chicago to see a concert, I had bought the tickets and the air travel and knew I was going to stay at the Langham but FORGOT to reserve the room! The staff worked with me for 1/2 an hour to shoehorn me into the almost capacity hotel for 2 nights! Amazong

Reviewed on Apr 18, 2026

Level Chicago - River North

Downtown Chicago

CA $1,802

per person

May 22 - May 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (902 reviews)

I had two suites and both were equally nice, amenities amazing! As usual Level did not disappoint.

Reviewed on Apr 19, 2026

Union Pier Beach Vacation

Live out those summer daydreams on your Union Pier vacation. Set off on a refreshing stroll, savour the sparkling coastal vistas and collect pretty seashells during your trip to Union Pier. Only 0.64 kilometres from downtown, Gordon Beach is the place to be for many travellers. Have a look through our Union Pier vacation deals and watch your travel budget go further!

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Union Pier Hotel Deals

Goldberry Woods

9902 Community Hall Rd Union Pier MI

CA $344

CA $367 total

May 5 - May 6

includes taxes & fees

9.8/10 Exceptional! (42 reviews)

Not clean

Reviewed on Sep 18, 2025

Moonlight Beach Bungalow 2 blocks to Lake Michigan beach!

Union Pier MI

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Luxury Estate with 3 Homes, Pool, Hot Tubs, Basketball/Tennis Court near Lake

New Buffalo MI

10/10 Exceptional! (71 reviews)

AMAZING! DO NOT MISS OUT!

We cannot say enough about how much we enjoyed our stay at Apple Blossom. The property is gorgeous, spacious and the house has everything you need. We spent the weekend in fellowship and fun and could not have asked for a better and more accommodating host. Jorge was wonderful to work with. We will ...

Reviewed on Mar 2, 2026

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See all 1,799 properties in Union Pier

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.