Port Chester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Port Chester Vacation
When a city getaway is calling, answer it with a vacation package to Port Chester. The neighborhood of Downtown Stamford, which is good for history, bars and pubs and dining, makes a great base for your adventures. A trip to Port Chester is a wonderful opportunity to take in the sights. Check out well-known attractions like Capitol Theatre, Doral Arrowwood Golf Club and Clay Art Center Gallery. Stop daydreaming and start traveling. Browse the wide range of options on Expedia today and put your Port Chester vacation plans into gear!
Top Port Chester Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace
Manhattan
Price was CA $2,929, price is now CA $1,582 per person
CA $1,582
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (680 reviews)
A clean professional hotel. The down side is that it is very expensive and whilst the staff are very professional, they could not be described as warm and friendly. But maybe that could be said for New York service generally.
Thank you ~ Jon
Reviewed on Jun 20, 2026
1 Hotel Brooklyn Bridge
Price was CA $3,458, price is now CA $2,133 per person
CA $2,133
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.
Reviewed on Jun 6, 2026
Pendry Natirar
Price was CA $3,463, price is now CA $2,198 per person
CA $2,198
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (12 reviews)
Great rooms, wonderful service and staff, perfect location and very pet friendly.
Reviewed on Apr 26, 2026
Port Chester Hotel Deals
Four Points by Sheraton Flushing
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Jul 6 to Jul 7
CA $235
CA $275 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (3,360 reviews)
"蛮错的体验"
Reviewed on Jun 26, 2026
Crowne Plaza Englewood by IHG
401 S Van Brunt St Englewood NJ
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jul 13 to Jul 14
CA $159
CA $182 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very good! (1,337 reviews)
"The property was clean, the room and bathroom was clean except for the carpet which I believe needs to be properly shampoo. Also the air conditioner kept going up causing the room to be a bit hot."
Reviewed on Jun 26, 2026
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Jul 1 to Jul 2
CA $89
CA $108 total
Jul 1 - Jul 2
includes taxes & fees
9.2/10 Wonderful! (4,260 reviews)
"We really enjoyed being here. It was very clean and it included breakfast. Staff was very helpful and friendly. It was very close to visiting the family, close to LGA airport and easy access to the city. Would definitely visit this hotel again!"
Reviewed on Jun 26, 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.
Stay near popular Port Chester attractions
What to do in Port Chester
LEGOLAND® Discovery Center Westchester Tickets
CA $42
per adult
88% of travellers recommend
Introductory Helicopter Flight Lesson from Westchester
CA $976
per traveller
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
