Manhattan Vacations from $225

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The Latest Manhattan vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was $455, price is now $225 per person
$225
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (291 reviews)
Food price was high but everything was fine

Reviewed on Oct 4, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,560, price is now $624 per person
$624
per person
Dec 23 - Dec 28
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Save 100% on your flight
Price was $559, price is now $318 per person
$318
per person
Dec 11 - Dec 16
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
8.2/10 Very Good! (1,009 reviews)
Furniture in lobby had stains and looked garage sale vintage

Reviewed on Oct 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,001, price is now $576 per person
$576
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on Oct 6, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $872, price is now $508 per person
$508
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend

Reviewed on Oct 7, 2025

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Manhattan Hotel Deals

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Oct 19 to Oct 20
$68 total
Oct 19 - Oct 20
Total with taxes and fees
6.2/10 (1,007 reviews)
"My go-to place in the area. Decor is somewhat dated and check-in is slow sometimes yet I come back because it’s a convenient location and the prices are reasonable. I prefer a 1st floor room and the staff will usually honor the request if they can."

Reviewed on Sep 27, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
$124 nightly
The price is $130 total per night from Oct 13 to Oct 14
$130 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (1,273 reviews)
"The staff was friendly, room was perfect for the occasion."

Reviewed on Oct 5, 2025

The Champagne Lodge & Luxury Suites
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Nov 10 to Nov 11
$58 total
Nov 10 - Nov 11
Total with taxes and fees
7/10 Good! (1,243 reviews)
"Hotel stays & amenities are through The Expedia Platform is something I personally am extremely appreciative of. Im very grateful for Expedia's help."

Reviewed on Oct 5, 2025

Motel 6 Bridgeview, IL
See all 401 properties in Manhattan
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.

Manhattan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
7,400
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Channahon State Park and Green Garden Country Club

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Frequently asked questions

How much does a Manhattan vacation package cost?
Offering great value package deals from $225 on Expedia, you'll be surprised at how little a vacation to Manhattan costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Manhattan?
If you're hoping to snag a cheap Manhattan vacation package, consider traveling in December, January and February. You'll typically find better rates on flights and accommodations during these months — perfect for travelers wishing to save money.
How many days is enough for Manhattan?
Usually, a handful of days is enough to explore the major sights during your Manhattan vacation. However, if you prefer to have more time to rest or go on day trips, think about extending your trip.
How to find the best Manhattan package deals?
Finding a cheap Manhattan package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Manhattan package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Manhattan vacation as a package?
You can enjoy significant savings on your next Manhattan getaway by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Manhattan?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Manhattan adventure.
Does Expedia offer Book Now, Pay Later Manhattan vacation packages?
Set off on your perfect escape to Manhattan with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until your next paycheck — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up cheap deals before they disappear.

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