West Wing Estates Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Smart TV
    Aug 2 - Aug 6

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (480 reviews)
    "Yes"
    Reviewed May 12, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥499,829
    ￥395,707
    per traveler
    found 4 hours ago
    Level Chicago Fulton Market
  • Dinner served, Argentinean cuisine
    Aug 4 - Aug 9

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,006 reviews)
    "Great hotel. Loved the lobby and our room. Would definitely stay here again."
    Reviewed May 19, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥550,415
    ￥455,778
    per traveler
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • Standard Apartment, City View | Living area | 75-inch Smart TV with digital channels, Netflix, streaming services
    Aug 4 - Aug 9

    ENVITAE Hotel 4 Bedroom Luxury Apartments + Flight

    Near North Side
    5 nights
    2.0 star property
    9.6/10 - Exceptional (17 reviews)
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥688,552
    ￥580,174
    per traveler
    found 1 day ago
    ENVITAE Hotel 4 Bedroom Luxury Apartments
  • View from room
    Aug 4 - Aug 9

    Viceroy Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,231 reviews)
    "Nice hotel in a great location. "
    Reviewed May 15, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥537,203
    ￥452,915
    per traveler
    found 1 day ago
    Viceroy Chicago
  • Exterior detail
    Aug 4 - Aug 9

    The Emily Hotel + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,323 reviews)
    "We had a fantastic experience at this hotel. The room and the entire property were spotless and well-maintained. The staff was incredibly friendly and helpful throughout our stay. We’ll definitely be staying here again, and next time, we’ll try to catch a movie on the rooftop."
    Reviewed May 18, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥524,161
    ￥443,448
    per traveler
    found 1 day ago
    The Emily Hotel

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
Scenic fall foliage along Black river in Michigan upper peninsula

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

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 ￥15,872 per night from May 28 to May 29
￥15,872
￥17,618 total
May 28 - May 29
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Convenient location with very reasonable pricing."

Reviewed on May 8, 2026

Baymont by Wyndham South Haven
Starlite Resort

Starlite Resort

2.5 out of 5
3353 Blue Star Highway Saugatuck MI
The price is ￥19,550 per night from May 31 to Jun 1
￥19,550
￥21,701 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (850 reviews)
"Vey clean room, close to the town, nice hot tub, very helpful staff"

Reviewed on May 17, 2026

Starlite Resort
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 ￥22,077 per night from May 26 to May 27
￥22,077
￥36,870 total
May 26 - May 27
includes taxes & fees
9.8/10 Exceptional! (80 reviews)
"Very cozy and quiet"

Reviewed on May 16, 2026

Postcard Cabins Barber Creek, Outdoor Collection by Marriott Bonvoy
See all 2,075 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 . 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.