West Wing Estates Holidays from AU$3,344

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Your West Wing Estates Holiday

West Wing Estates is calling! Whatever type of getaway you're planning, you can discover more of this neighbourhood with a West Wing Estates holiday package. Not sure what to see and do during your trip to West Wing Estates? Nearby attractions such as South Beach, Kal Haven Trail and South Haven Lighthouse are excellent places to start. Expedia is here to help put your plans into action. Book your ideal West Wing Estates holiday today.

Top Holiday Package Deals in West Wing Estates

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,165, price is now AU$3,344 per person
AU$3,344
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
We had to park our car in front of the valet section in front of the hotel. Part of the problem was that the block where hotel parking was used was blocked off due to skyscraper glass. Traffic was terrible. One of the valet workers told us we would probably be okay to leave the vehicle there and go ahead and check in. Upon checking in I was given a room key. The key wouldn't work. Kim (was awesome) was very responsive and delivered us working room keys. Unfortunately, when we walked into the room it was already occupied. Kim took us back to the lobby and upgraded us to a suite. She took us to the suite and everything was fine. Then, we left the hotel just a few minutes later and were shocked to see that our car had been given a parking ticket. Otherwise, the room was great and staff was very attentive. We just felt there were things beyond our control that affected the beginning of our stay.

Reviewed on 7 Sep. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,178, price is now AU$4,539 per person
AU$4,539
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Location, cleanliness, and friendly staff

Reviewed on 7 Sep. 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was AU$6,805, price is now AU$5,218 per person
AU$5,218
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was AU$4,314, price is now AU$3,582 per person
AU$3,582
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
Matthew at the front desk was great & he made our stay better than we could’ve expected. The food from the restaurant was amazing (highly recommend the wings) and the bartenders are wonderful! Our room was a dream! 100/10! ⭐️ We will definitely be returning for our next Chicago stay!

Reviewed on 5 Sep. 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was AU$4,771, price is now AU$3,979 per person
AU$3,979
per person
13 Nov - 19 Nov
found 1 day ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Please share something about the coffee & breakfast cafe with guests checking in. Many of us were checking out before we noticed it was there.

Reviewed on 7 Sep. 2025

Our guide on where to stay in West Wing Estates

Find the best West Wing Estates areas and neighborhoods for the activities you enjoy most. Learn more about West Wing Estates
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North Side

1 out of top 10 points of interest in this area

While visiting North Side, you might make a stop by sights like Michigan Maritime Museum and North Beach.

Find hotels in North Side

Our pick of the best West Wing Estates Hotel Deals

Baymont by Wyndham South Haven

Baymont by Wyndham South Haven

2.5 out of 5
1555 Phoenix Rd, I-196 Exit 20, South Haven, MI
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 1 Oct to 2 Oct
AU$129
1 Oct - 2 Oct
includes taxes & fees
Baymont by Wyndham South Haven
Best Western Plaza Hotel Saugatuck

Best Western Plaza Hotel Saugatuck

2.5 out of 5
3457 Blue Star Highway, Saugatuck, MI
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 5 Oct to 6 Oct
AU$174
5 Oct - 6 Oct
includes taxes & fees
Best Western Plaza Hotel Saugatuck
Old Harbor Inn

Old Harbor Inn

3 out of 5
515 Williams Street, South Haven, MI
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 8 Oct to 9 Oct
AU$228
8 Oct - 9 Oct
includes taxes & fees
Old Harbor Inn
See all 2,101 properties in West Wing Estates
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
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Frequently asked questions

How much does a West Wing Estates holiday package cost?
Create unforgettable memories with our West Wing Estates holiday packages, which start from just AU$3,344. Pick the flights and hotels that match your travel style. Then, add on one or two sightseeing tours to cap off your unique escape.
How do I get a cheap travel package to West Wing Estates?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a West Wing Estates holiday package to save loads of cash. Score even more discounts when you add extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to tailor your holiday your own way. We offer over 550 partner airlines and 1 000 000 hotel options throughout the world, so that everyone has an opportunity to travel and fulfil those holiday dreams.
Where should I stay in West Wing Estates?
It makes sense to stay near the action. Many travellers book hotels within easy reach of popular attractions, like Kal Haven Trail, South Haven Centre for the Arts and Michigan Maritime Museum.
What are the top hotels in West Wing Estates?
Reserve a room at Haven Hideaway By Cottages On Wash Is The Perfect Holiday Home. It's one of the neighbourhood's most popular properties. Another reputable option in West Wing Estates is Brand New House Just Foot Steps To The Beach With Heated Private Pool.
How far in advance should I book my West Wing Estates holiday?
Browse Expedia to compare international flights as soon as possible. You can usually purchase a seat up to a year in advance. If you can't see your preferred air carrier, or you've left things to the last minute, don't stress. Low prices to West Wing Estates sometimes emerge within weeks of the date of departure.
What does an Expedia West Wing Estates travel package include?
Hotels, flights and rental cars, or any combination of them — it's your pick! Whether you're venturing to West Wing Estates with the kids or travelling by yourself, there's a bundle to suit your style and budget. Once you've made your booking, why not add on a few activities?
What should I know before booking a West Wing Estates travel package?
A travel package can be easier on the wallet than individually booking all you need for your getaway. For example, bundle your hotels, flights and rental cars and land a great deal. Whatever kind of holiday you're planning, you're sure to find a package within your budget.
Can I choose my airline with a West Wing Estates Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You're in control. We have more than 550 airline partners globally, so you have lots of choice when putting together your West Wing Estates trip.
If I'm not able to travel, can I cancel my West Wing Estates holiday package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your West Wing Estates holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.