Little Italy Vacation Packages

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Top Holiday Package Deals in Little Italy

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
May 27 - May 31
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Very clean. Nice spacious rooms.

Reviewed on Mar. 24, 2025

Oheka Castle Hotel & Estate

Oheka Castle Hotel & Estate

3.5 out of 5
Save 100% on your flight
per person
May 27 - May 31
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (610 reviews)
We met the owner and he was very friendly and nice.

Reviewed on Feb. 19, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Jun. 18 - Jun. 22
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (1,010 reviews)
The location is fantastic! The views are Breathtaking! The staff is always there for you in every step you take and of course the unique atmosphere overall because of the beautiful plants! Definitely coming back!

Reviewed on Mar. 24, 2025

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Save 100% on your flight
per person
May 17 - May 20
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,007 reviews)
Great location and value for money!

Reviewed on Mar. 23, 2025

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4 out of 5
Save 100% on your flight
per person
Jun. 9 - Jun. 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newburgh (SWF)
8.2/10 Very Good! (438 reviews)
Clean, huge, spa with so much to offer! I have been to many spas in my area and there is nothing like it. I will definitely be back .

Reviewed on Mar. 2, 2025

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
Wall Street which includes heritage architecture, street scenes and a city

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

Hyatt Grand Central New York
Hyatt Grand Central New York
4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
The price is CA $251 per night from Apr. 6 to Apr. 7
CA $251
CA $358 total
includes taxes & fees
Apr 6 - Apr 7
8/10 Very Good! (4,894 reviews)
"Great location for commuting or wanting to be in a walkable place to see manhattan, time square etc. Bug rooms compared to other hotels. There is a per night hotel fee so don’t be surprised. I thought the staff and customer service was amazing here! They heard any concerns I had. They looked after ..."

Reviewed on Mar. 25, 2025

Hyatt Grand Central New York
The Manhattan at Times Square Hotel
The Manhattan at Times Square Hotel
4 out of 5
790 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from Mar. 30 to Mar. 31
CA $182
CA $282 total
includes taxes & fees
Mar 30 - Mar 31
5.6/10 (4,350 reviews)
"It was easy to get about the city"

Reviewed on Mar. 19, 2025

The Manhattan at Times Square Hotel
Millennium Hotel Broadway Times Square
Millennium Hotel Broadway Times Square
4 out of 5
145 W 44th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $244 per night from Mar. 31 to Apr. 1
CA $244
CA $334 total
includes taxes & fees
Mar 31 - Apr 1
7.4/10 Good! (5,140 reviews)
"Loved this hotel!!!"

Reviewed on Mar. 22, 2025

Millennium Hotel Broadway Times Square
See all 11,507 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 $936. 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 fascinating museums and acclaimed theater scene in this vibrant area.

Mott Street

Elizabeth Street Gallery

You can spend an afternoon studying the exhibits at Elizabeth Street Gallery during your trip to New York. Experience the entertainment choices and acclaimed art scene in this vibrant area.

Elizabeth Street Gallery

Ravenite Social Club

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

Ravenite Social Club

Things to do

Catacombs by Candlelight

Catacombs by Candlelight

CA $55
per adult
90% of travellers recommend
Catacombs by Candlelight
NYC: Chinatown and Little Italy Food Tour

NYC: Chinatown and Little Italy Food Tour

CA $113
per adult
76% 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 $129
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.