Port Chester Vacation Packages
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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.
New York Marriott Marquis
Manhattan
Price was CA $1,446, price is now CA $884 per person
CA $884
per person
Jul 5 - Jul 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (4,338 reviews)
Very clean and great location. Staff was excellent!
Reviewed on Apr 15, 2026
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $7,190, price is now CA $4,007 per person
CA $4,007
per person
Jun 29 - Jul 3
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
1 Hotel Brooklyn Bridge
Price was CA $2,719, price is now CA $1,536 per person
CA $1,536
per person
Jun 28 - Jun 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Don’t ever think you will check in prior to the late 4pm check in. No matter what. Not even 5 minutes.
Reviewed on Apr 17, 2026
The Fifth Avenue Hotel
Manhattan
Price was CA $3,209, price is now CA $1,889 per person
CA $1,889
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (205 reviews)
I did not have breakfast, but I heard the breakfast. There is amazing. The bar was awesome. Great selection.!
Reviewed on Apr 4, 2026
The Ned NoMad
Manhattan
Price was CA $1,644, price is now CA $990 per person
CA $990
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (120 reviews)
Everything was great except charging to refill your coffee at the restaurant for breakfast $9 is insane. Been traveling all over the world and this is a first.
Reviewed on Apr 17, 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 $173 per night from May 10 to May 11
CA $173
CA $203 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (3,109 reviews)
I was assigned a corner room where two nearby doors are very close together. We could hear doors opening and closing throughout the night, which was quite noisy. In the morning, the housekeeping staff also shut doors loudly. Overall, I’m pretty disappointed with my stay here. And for luggage storage, ...
Reviewed on Apr 17, 2026
Ly New York Hotel
15-61 127th St College Point NY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Apr 20 to Apr 21
CA $143
CA $169 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (2,194 reviews)
Very great service and staff very comfortable bed
Reviewed on Apr 17, 2026
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Apr 20 to Apr 21
CA $99
CA $118 total
Apr 20 - Apr 21
includes taxes & fees
9.2/10 Wonderful! (4,160 reviews)
I enjoy staying here
Reviewed on Apr 17, 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 Port Chester
Blum Center for Health
Though Blum Center for Health might be what brings you to town, perhaps you'll have a chance to explore more of Rye Brook while you are here.
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 $1,705
per traveller
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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.
