Madison Vacation Packages

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Top Holiday Package Deals in Madison

Price found within the past 48 hours. Click for updated prices.

Lotte New York Palace

Manhattan

CA $1,153

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (2,230 reviews)

1 Hotel Brooklyn Bridge

CA $2,113

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,004 reviews)

Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $2,191

per person

Dec 1 - Dec 4

found 4 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

9.2/10 Wonderful! (3,950 reviews)

The William Hotel Midtown, New York

Manhattan

CA $1,227

per person

Nov 7 - Nov 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9.4/10 Exceptional! (232 reviews)

42 Hotel

CA $1,513

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (965 reviews)

Excellent hotel close to many restaurants. Clean and comfortable and quiet. Nice robes and slippers, water bottles and small wine bottle on arrival was a nice touch! We would stay again. And parking!!!

Reviewed on Sep 15, 2026

Where to stay in Madison

Find the best Madison areas and neighborhoods for the activities you enjoy most. Learn more about Madison

A busy urban square with tall buildings, American flags, and a crowd of people.

Manhattan

8 out of top 10 points of interest in this area

Densely populated and culturally rich, this area boasts iconic attractions like Times Square, Central Park, and Grand Central Terminal. Explore diverse neighborhoods, such as bustling Chinatown and vibrant Koreatown, while enjoying world-class shopping on Fifth Avenue.

A bridge with an American flag, a city skyline, and a waterfront park.

Brooklyn

This bustling borough has everything — from pizza slices and pretzel vendors, to trendy galleries, and vintage stores -- all with killer views of the Manhattan skyline.

A city skyline with various high-rise buildings, including a distinctive skyscraper under construction, and a body of water in the foreground.

Midtown

Central portion of NYC, Midtown Manhattan boasts iconic landmarks like the Empire State Building and Times Square. Explore Broadway, Koreatown, and enjoy easy access to major transportation hubs like Grand Central Terminal.

A bridge spanning a body of water with a city skyline in the background.

Queens

Largest NYC borough, Queens boasts linguistic diversity and a varied economy. Explore Flushing Meadows–Corona Park, catch a game at Citi Field, or attend the U.S. Open at the USTA Billie Jean King National Tennis Center.

A street with Arthur Avenue storefronts, including Arthur's Candies and Fiasco.

Bronx

New York’s northernmost borough is one of its most diverse, featuring beautiful natural spaces alongside engaging history and the rousing spirit of its residents.

Madison Hotel Deals

ROW NYC

700 8th Avenue New York NY

Fully refundableReserve now, pay when you stay

CA $249

CA $354 total

Sep 27 - Sep 28

includes taxes & fees

8/10 Very good! (1,699 reviews)

"Staff members are really kind and helpful my experience was great I definitely will come back"

Reviewed on Sep 15, 2026

Hyatt Grand Central New York

109 East 42nd Street New York NY

CA $379

CA $504 total

Oct 4 - Oct 5

includes taxes & fees

8.4/10 Very good! (7,795 reviews)

"Clean room, very helpful staff, courteous."

Reviewed on Sep 15, 2026

Sheraton New York Times Square Hotel

811 7th Ave New York NY

Fully refundableReserve now, pay when you stay

CA $288

CA $391 total

Sep 27 - Sep 28

includes taxes & fees

7.4/10 Good! (9,275 reviews)

"Easy to get to from LaGuardia"

Reviewed on Sep 15, 2026

See all 12,357 properties in Madison

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.