Leonardo Vacations from $575

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Your Leonardo Vacation

Book a customized Leonardo vacation package that includes only the things you need and nothing you don't. Great for nature, history and walking, consider staying in the neighborhood of Sandy Hook. Every trip to Leonardo needs a well-crafted itinerary. Fill yours with major attractions such as Count Basie Theater, Sandy Hook Gateway National Recreation Area and Keansburg Amusement Park. Your perfect Leonardo vacation is just a few clicks away. Search airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

The Latest Leonardo vacation packages

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

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $993, price is now $575 per person
$575
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.6/10 Excellent! (2,518 reviews)
The hotel was great. The room was a bit small, but no complaints otherwise.

Reviewed on Jun 25, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,059, price is now $1,847 per person
$1,847
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
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

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,186, price is now $1,312 per person
$1,312
per person
Sep 15 - Sep 19
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.4/10 Very Good! (1,801 reviews)
Best location and best view. The service is also great and there is an amazing rooftop.

Reviewed on Jun 22, 2026

San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,117, price is now $701 per person
$701
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
9.4/10 Exceptional! (1,831 reviews)
This was our 2nd time staying at the San Carlos as didn’t disappoint. Location perfect for walking to Central Park, Grand Central. Located near subway station. Room was very spacious, clean with tv & air con. Staff very pleasant and helpful.

Reviewed on Jun 22, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was $1,624, price is now $1,032 per person
$1,032
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Great location with easy access to several subway stations, making it convenient to get around. The staff were friendly, welcoming, and always happy to help. I had no issues whatsoever during my stay and would happily stay here again.

Reviewed on Jun 27, 2026

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Leonardo Hotel Deals

Berkeley Oceanfront Hotel

Berkeley Oceanfront Hotel

3 out of 5
1401 Ocean Ave Asbury Park NJ
Fully refundableReserve now, pay when you stay
$303 nightly
The price is $347 total per night from Jul 6 to Jul 7
$347 total
Jul 6 - Jul 7
Total with taxes and fees
Berkeley Oceanfront Hotel
APA Hotel Woodbridge

APA Hotel Woodbridge

4 out of 5
120 Wood Avenue South Iselin NJ
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $106 total per night from Jul 20 to Jul 21
$106 total
Jul 20 - Jul 21
Total with taxes and fees
8.4/10 Very Good! (1,669 reviews)
"Great experience, would go back again!"

Reviewed on Jun 26, 2026

APA Hotel Woodbridge
The L Hotel

The L Hotel

2.5 out of 5
135 32nd Street Brooklyn NY
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $116 total per night from Jun 30 to Jul 1
$116 total
Jun 30 - Jul 1
Total with taxes and fees
8/10 Very Good! (1,312 reviews)
"Parking"

Reviewed on Jun 27, 2026

The L Hotel
See all 2,528 properties in Leonardo
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.

Find the Best Leonardo Vacation Packages

Leonardo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
2,800
Top Sights
Long Branch Beach, Seven Presidents Oceanfront Park and Keansburg Amusement Park

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Frequently asked questions

How much does a Leonardo vacation package cost?
Offering great value package deals from $575 on Expedia, you'll be thrilled with how little a vacation to Leonardo costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Leonardo?
You can typically find reduced prices and greater availability in December, January and February. Take a look at our cheap Leonardo vacation packages and you could get some great off-season deals.
How many days is enough for Leonardo?
The ideal duration of your Leonardo vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to visit all the main sights and discover some hidden gems along the way.
How to find the best Leonardo package deals?
Landing a cheap Leonardo package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Leonardo package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Leonardo vacation as a package?
You can enjoy significant savings on your Leonardo getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Leonardo?
If you have your Leonardo travel dates finalized, book as soon as you can to grab some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Leonardo vacation packages?
Jet off on your ideal getaway to Leonardo with our Book Now, Pay Later vacations. There's no need to save up or wait for 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 total cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals before they sell out.

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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.