Middletown Vacation Packages
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Your Middletown Vacation
When a city getaway is calling, answer it with a vacation package to Middletown. The neighborhood of Sandy Hook, which is good for nature, history and walking, makes a great base for your adventures. Make your trip to Middletown even more fun by going sightseeing. PNC Bank Art Center, Count Basie Theater and Sandy Hook Gateway National Recreation Area are some of the popular attractions you'll want to explore. A few clicks is all it takes to build your dream Middletown vacation on Expedia.
Top Middletown Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was CA $1,289, price is now CA $836 per person
CA $836
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
The best place to stay on a budget if you’re planning to see Broadway shows. I’ve already reserved The St. James for my trip in April.
Reviewed on Feb 6, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,267, price is now CA $2,010 per person
CA $2,010
per person
Apr 25 - Apr 29
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby.
Reviewed on Feb 2, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,505, price is now CA $2,194 per person
CA $2,194
per person
Apr 25 - Apr 29
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.
Reviewed on Jan 3, 2026
1 Hotel Brooklyn Bridge
Price was CA $2,254, price is now CA $1,469 per person
CA $1,469
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
Middletown Hotel Deals
DoubleTree by Hilton New York Downtown
8 Stone St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Feb 12 to Feb 13
CA $140
CA $166 total
Feb 12 - Feb 13
includes taxes & fees
8.2/10 Very Good! (3,306 reviews)
Great service
Reviewed on Feb 4, 2026
Hilton Garden Inn NYC Financial Center/Manhattan Downtown
6 Water St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Feb 22 to Feb 23
CA $138
CA $164 total
Feb 22 - Feb 23
includes taxes & fees
8.8/10 Excellent! (3,100 reviews)
Great customer service
Reviewed on Feb 2, 2026
Sheraton Brooklyn New York Hotel
228 Duffield Street Brooklyn NY
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Feb 23 to Feb 24
CA $127
CA $150 total
Feb 23 - Feb 24
includes taxes & fees
8/10 Very Good! (1,456 reviews)
Noooooo
Reviewed on Feb 1, 2026
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.
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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.
