West Wing Estates Vacations from $394

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Your West Wing Estates Vacation

West Wing Estates is calling! Whatever type of getaway you're planning, you can discover more of this neighborhood with a West Wing Estates vacation 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 vacation today.

The Latest West Wing Estates Vacation Packages

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 $907, price is now $394 per person
$394
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,975 reviews)
The staff were so welcoming! They knew it was our anniversary and we got showered with little nice surprises. Thank you so much for making our stay so memorable and meaningful. Our room was perfect, the lobby and the bar/lounge were beautiful and again the staff were great. Location is within 15 minute walk to every thing. We will definitely be back!

Reviewed on Aug 31, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,009, price is now $522 per person
$522
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,007 reviews)
This was by far the BEST Hotel!!!

Reviewed on Sep 1, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $786, price is now $408 per person
$408
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (2,052 reviews)
Had a billing problem and staff quickly resolved it.

Reviewed on Aug 31, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $965, price is now $513 per person
$513
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,342 reviews)
Good location. Walkable to sites and shopping. Front desk staff not very nice and not personable. Buffet breakfast was not appetizing. Only good thing was the fresh fruit.

Reviewed on Aug 31, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $957, price is now $511 per person
$511
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug 27, 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

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

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
$106 nightly
The price is $118 total per night from Oct 1 to Oct 2
$118 total
Oct 1 - Oct 2
Total with taxes and fees
Best Western Plaza Hotel Saugatuck
Country Inn & Suites by Radisson, South Haven, MI

Country Inn & Suites by Radisson, South Haven, MI

2.5 out of 5
1741 Phoenix St, South Haven, MI
Fully refundable
$91 nightly
The price is $101 total per night from Sep 8 to Sep 9
$101 total
Sep 8 - Sep 9
Total with taxes and fees
Country Inn & Suites by Radisson, South Haven, MI
Old Harbor Inn

Old Harbor Inn

3 out of 5
515 Williams Street, South Haven, MI
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Sep 9 to Sep 10
$184 total
Sep 9 - Sep 10
Total with taxes and fees
Old Harbor Inn
See all 2,090 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in West Wing Estates

Run through the ghostly fog

Kal Haven Trail

You can take time to visit Kal Haven Trail during your travels to South Haven. While you're in the area, stroll along the beautiful beaches.

Kal Haven Trail

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

South Haven Center for the Arts

Explore the campus of South Haven Center for the Arts as part of your travels around South Haven. While you're in the area, stroll along the beautiful beaches.

South Haven Center for the Arts
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.