Little Italy Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Little Italy

Price found within the past 48 hours. Click for updated prices.
Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was CA $1,141, price is now CA $659 per person
CA $659
per person
Oct 25 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,083 reviews)
Nice NYC hotel and generally in very good shape except hall carpets. They are very stained & unraveling

Reviewed on Aug. 24, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,776, price is now CA $1,669 per person
CA $1,669
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,020, price is now CA $1,895 per person
CA $1,895
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

Courtyard by Marriott Lyndhurst Meadowlands

Courtyard by Marriott Lyndhurst Meadowlands

3 out of 5
Price was CA $1,315, price is now CA $841 per person
CA $841
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,009 reviews)
The room and beds were sooo comfortable! I usually can never sleep while I am away. I slept like a baby all night long.

Reviewed on Aug. 24, 2025

Waldorf Astoria New York

Waldorf Astoria New York

5 out of 5
Manhattan
Price was CA $4,443, price is now CA $2,855 per person
CA $2,855
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (1 review)

Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Default Image

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,032 area reviews)

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.

Find hotels in Manhattan

Little Italy Hotel Deals

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
196 Grand Street, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $346 per night from Sep 1 to Sep 2
CA $346
CA $401 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (1,303 reviews)
"The staff were super welcoming and went above and beyond to make our stay amazing"

Reviewed on Aug. 23, 2025

NobleDEN Hotel
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from Sep 1 to Sep 2
CA $231
CA $325 total
Sep 1 - Sep 2
includes taxes & fees
7.4/10 Good! (4,362 reviews)
"Close to everything"

Reviewed on Aug. 23, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Sep 1 to Sep 2
CA $178
CA $273 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (4,615 reviews)
Edison Hotel
"Room was lovely and clean. Staff were very helpful and the breakfast was very nice. Perfect place to stay. So close to Times Square."

Reviewed on Aug. 23, 2025

Hotel Edison Times Square
See all 11,601 properties in Little Italy
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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Little Italy vacation package cost?
Explore the best of Little Italy from just CA $659. Choose from a wonderful selection of flights, hotels and rental cars to suit every style and budget. Pick up even more discounts when you add a couple of tours or experiences to your package.
How do I get a cheap travel package to Little Italy?
Just imagine all the fun things you could do in Little Italy with extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Little Italy vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotel options throughout the world. Whether you're enjoying a break with the whole family or going it alone, organizing a getaway to Little Italy is better with a package.
Where should I stay in Little Italy?
Urban adventurers come from all corners of the globe to experience Brooklyn Bridge and One World Trade Center in Little Italy. Stay within walking distance of these wonderful attractions to make sightseeing a breeze.
What are the top hotels in Little Italy?
Get your escape off to a fantastic start by reserving a room at 138 Bowery. It's one of most popular hotels in Little Italy. Another option is Best Western Bowery Hanbee Hotel.
How far in advance should I book my Little Italy vacation?
While prices change frequently, we generally suggest reserving your seat as early as possible. Many international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Discount prices to Little Italy occasionally appear just weeks before departure.
What does an Expedia Little Italy travel package include?
Rental cars, flights and hotels, or any combination of the three — it's your pick! Whether you're venturing to Little Italy on a family road trip or traveling with your friends, there's a bundle to suit every budget and style. Once you've made your booking, why not add on some tours as well?
What should I know before booking a Little Italy travel package?
Discover deals to suit your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your escape. You'll save big bucks just for bundling your bookings. Whether you're heading away on a winter snow adventure or kicking back on a warm beach, your ideal getaway is just a few clicks away.
Can I choose my airline with a Little Italy Expedia vacation package?
You certainly can. We have more than 550 partner airlines across the globe, so choose the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Little Italy vacation package?
Certainly, and we'll help you every step of the way. You may be able to cancel or amend your Little Italy vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If life throws you a curveball, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Little Italy

Mott Street

You can browse for the perfect souvenirs at Mott Street during your trip to New York. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Mott Street

Ravenite Social Club

You can learn about the history of New York when you stop by Ravenite Social Club. Experience the acclaimed art scene and entertainment choices in this vibrant area.

Ravenite Social Club

Things to do

Catacombs by Candlelight

Catacombs by Candlelight

CA $52
per adult
90% of travellers recommend
Catacombs by Candlelight
NYC: Chinatown and Little Italy Food Tour

NYC: Chinatown and Little Italy Food Tour

CA $111
per adult
86% of travellers recommend
NYC: Chinatown and Little Italy Food Tour
New York City: Little Italy Italian Food Tasting Tour

New York City: Little Italy Italian Food Tasting Tour

CA $124
per adult
New York City: Little Italy Italian Food Tasting Tour
See all activities in New York
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.