West Wing Estates Vacations from ￥200,594

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The Latest West Wing Estates Vacation Packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was ￥256,630, price is now ￥200,594 per person
￥200,594
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Amazing room view great service just no microwave that’s all they need

Reviewed on Dec 27, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥385,898, price is now ￥274,520 per person
￥274,520
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Absolutely loved the hotel.Grand Dulxe Suite was huge with amazing views.All staff top notch.

Reviewed on Dec 27, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was ￥399,685, price is now ￥297,235 per person
￥297,235
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Beautifully decorated for Christmas. Spotless as always.

Reviewed on Dec 27, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was ￥271,780, price is now ￥207,398 per person
￥207,398
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Early check in available for $25, worth it for getting rest between flights. Very friendly staff

Reviewed on Dec 27, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was ￥285,935, price is now ￥221,613 per person
￥221,613
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.

Reviewed on Dec 18, 2025

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

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

Find hotels in North Side

West Wing Estates Hotel Deals

Baymont by Wyndham South Haven

Baymont by Wyndham South Haven

2.5 out of 5
1555 Phoenix Rd South Haven MI
Fully refundableReserve now, pay when you stay
The price is ￥10,645 per night from Jan 4 to Jan 5
￥10,645
￥11,816 total
Jan 4 - Jan 5, 2026
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Staff was wonderful to me and my family, very family friendly, and clean!

Reviewed on Dec 22, 2025

Baymont by Wyndham South Haven
Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy

2 out of 5
117 55th St Grand Junction MI
The price is ￥13,935 per night from Jan 4 to Jan 5
￥13,935
￥21,410 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.6/10 Exceptional! (64 reviews)
Staff what's nice and stayed in contact

Reviewed on Dec 14, 2025

Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy
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 ￥17,167 per night from Jan 5 to Jan 6
￥17,167
￥19,055 total
Jan 5 - Jan 6, 2026
includes taxes & fees
9.4/10 Exceptional! (680 reviews)
Great location

Reviewed on Dec 14, 2025

Old Harbor Inn
See all 2,098 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.

Frequently asked questions

How much does a West Wing Estates vacation package cost?
Create unforgettable memories with our West Wing Estates vacation packages, which start from just ￥200,594. 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 vacation 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 vacation 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 fulfill those vacation dreams.
Where should I stay in West Wing Estates?
It makes sense to stay near the action. Many travelers book hotels within easy reach of popular attractions, like Kal Haven Trail, South Haven Center 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 Vacation Home. It's one of the neighborhood'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 vacation?
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 traveling 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 vacation you're planning, you're sure to find a package within your budget.
Can I choose my airline with a West Wing Estates Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in West Wing Estates

Michigan Maritime Museum

You can spend an afternoon browsing the exhibits at Michigan Maritime Museum in South Haven. While you're in the area, stroll along the beautiful beaches.

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