Chester Vacation Packages
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Your Chester Vacation
When a getaway to the city is calling, answer it with a Chester vacation package. With all your travel needs taken care of before you leave, all you need to do here is focus on making unforgettable memories. Fill your schedule with tours of Hacklebarney State Park, Alstede Farms and Schooleys Mountain County Park, some of the top attractions you just have to see during your trip to Chester. A few clicks is all it takes to build your perfect Chester vacation on Expedia.
Top Chester 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 13 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 13 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
Chester Hotel Deals
Sonesta Simply Suites Somerset
41 Worlds Fair Dr Somerset NJ
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Feb 17 to Feb 18
CA $115
CA $132 total
Feb 17 - Feb 18
includes taxes & fees
8/10 Very Good! (1,006 reviews)
It was relaxing
Reviewed on Jan 27, 2026
Hilton Short Hills
41 Jfk Pkwy Short Hills NJ
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Feb 13 to Feb 14
CA $239
CA $274 total
Feb 13 - Feb 14
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Very clean and comfy bed
Reviewed on Jan 20, 2026
Embassy Suites by Hilton Piscataway Somerset
121 Centennial Ave Piscataway NJ
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Feb 8 to Feb 9
CA $150
CA $172 total
Feb 8 - Feb 9
includes taxes & fees
8.6/10 Excellent! (1,086 reviews)
We really liked it, from the staff to the rooms to the atrium to the happy hour. We would definitely do embassy suites again, although avoid a fifth floor room at this location because of noise from HVAC units (or something) on the roof turning on and off.
Reviewed on Feb 2, 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.
Discover the most popular places to visit in Chester
Chubb Park
Explore the great outdoors at Chubb Park, a lovely green space in Chester. While you're in the area, stroll along the lakeside.
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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.
