Lenox Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Your Lenox Hill Vacation

Lock in a Lenox Hill vacation package and get ready to experience the best of this lively city. Think about staying in the neighborhood of Midtown East, which is good for shopping, cafes and nightlife. Love to explore your surroundings? Times Square, Rockefeller Center and Broadway are a few of the most popular places to visit during your trip to Lenox Hill. Don't put off exploring this destination any longer. Your dream Lenox Hill vacation is just a few clicks away with Expedia.

Top Holiday Package Deals in Lenox Hill

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Price was CA $1,495, price is now CA $940 per person
CA $940
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
It was a very pleasant stay

Reviewed on Jun 17, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $5,544, price is now CA $2,435 per person
CA $2,435
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was CA $2,601, price is now CA $1,546 per person
CA $1,546
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,245 reviews)
Sheets gave my daughter skin rush

Reviewed on Jun 15, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,647, price is now CA $993 per person
CA $993
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,144 reviews)
The location is amazing. Near to the subway for a quick ride to Times Square. But everything you need in walking distance. Near to la guardia airport. Rooms are small but comfortable and have everything you need. I would stay here again.

Reviewed on Jun 20, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,706, price is now CA $2,927 per person
CA $2,927
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Where to stay in Lenox Hill

Find the best Lenox Hill areas and neighborhoods for the activities you enjoy most. Learn more about Lenox Hill
Manhattan

Manhattan

8 out of top 10 points of interest in this area
4.5/5(3,072 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

Lenox Hill Hotel Deals

Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street New York NY
Fully refundableReserve now, pay when you stay
The price is CA $310 per night from Jul 1 to Jul 2
CA $310
CA $426 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very Good! (7,180 reviews)
"It was as an amazing experience overall. I would visit again."

Reviewed on Jun 20, 2026

Hyatt Grand Central New York
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 $219 per night from Jul 1 to Jul 2
CA $219
CA $313 total
Jul 1 - Jul 2
includes taxes & fees
7.4/10 Good! (8,308 reviews)
"It was a great stay, the breakfast credits definitely added up to a great experience. Amazing location"

Reviewed on Jun 21, 2026

Sheraton New York Times Square Hotel
NEW YORKER BY LOTTE HOTELS

NEW YORKER BY LOTTE HOTELS

4 out of 5
481 Eighth Ave. New York NY
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Jun 28 to Jun 29
CA $225
CA $328 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very Good! (6,893 reviews)
"We stay here at least 6 times a year. Love this place"

Reviewed on Jun 21, 2026

NEW YORKER BY LOTTE HOTELS
See all 13,287 properties in Lenox Hill
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 Lenox Hill vacation package cost?
From as low as CA $940. Yes, you read that correctly. Our Lenox Hill packages are an easy way to make your dollars go much further. Combine your favorite flights, hotels and rental car and get out and explore this exciting destination.
How do I get a cheap travel package to Lenox Hill?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all. Pick and choose a combination that suits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotel options across the globe, which lets you customize your Lenox Hill vacation.
Where should I stay in Lenox Hill?
A visit to Lenox Hill isn't over until you've seen Grand Central Terminal and United Nations Headquarters. Look for somewhere to stay nearby for easy access to these famous tourist attractions.
What are the top hotels in Lenox Hill?
Get your trip off to a flying start by reserving a room at 346 East 65th St 4b - 1 Bedroom Apts. It's one of most popular hotels in Lenox Hill. Another top option is 346 East 65th Street 5a 155 - 2 Bedroom Apts.
How far in advance should I book my Lenox Hill vacation?
While prices change from time to time, we generally suggest reserving your seat as early as possible. Many international airfares can be found on Expedia up to 12 months in advance. If you're booking last minute, you might still get lucky. Cheap tickets to Lenox Hill occasionally appear in the weeks prior to departure.
What does an Expedia Lenox Hill travel package include?
Car rentals, hotels and flights — we connect you to the very best bargains. All you have to do is pick and choose your preferred combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to put together an exciting Lenox Hill escape.
What should I know before booking a Lenox Hill travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and unlock great discounts. You're not limited to hotels, however. We have oceanfront condos, city apartments and even glamping tents!
Can I choose my airline with a Lenox Hill Expedia vacation package?
With a vacation package, you're the one in charge. Whether you want to fly to Lenox Hill in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Lenox Hill vacation package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Lenox Hill vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Lenox Hill

Frick Collection

Frick Collection

Imagine yourself living in this grand New York City mansion surrounded by fine furniture and amazing artwork from renowned masters.

Frick Collection

Tramway Plaza

After visiting Tramway Plaza, make a plan to see the other sights and activities in New York. Experience the acclaimed theater scene and entertainment choices in this vibrant area.

Tramway Plaza

Things to do

Go City: New York Explorer Pass - Entry to 2 to 10 Top Attractions

New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent

CA $117
per adult
84% of travellers recommend
New York Explorer Pass: Visit 2-10 Attractions and Save Up to 50 Percent
NYC: Museum of Modern Art

NYC: Museum of Modern Art (MoMA) Entry Ticket

CA $41
per adult
94% of travellers recommend
NYC: Museum of Modern Art (MoMA) Entry Ticket
SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $66
per adult
94% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
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.