Port Chester Holidays

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Top Flight + Hotel Deals in Port Chester

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,588, price is now €1,059 per person
€1,059
per person
20 Jan - 27 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)
Best hotel in town, I recommend it 100%

Reviewed on 9 Nov 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was €4,267, price is now €2,428 per person
€2,428
per person
18 Jan - 23 Jan
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on 6 Nov 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was €3,875, price is now €2,389 per person
€2,389
per person
9 Dec - 13 Dec
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently

Reviewed on 8 Nov 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was €4,730, price is now €2,984 per person
€2,984
per person
9 Dec - 13 Dec
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Our room seemed a bit worn out. Lots of areas for the room to be improved. Staff was generally good, but many times we asked via the text line that went unanswered. Overall, an okay experience.

Reviewed on 8 Nov 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Price was €3,000, price is now €1,967 per person
€1,967
per person
28 Dec - 2 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (275 reviews)
Front stairs are very steep and treacherous. No help getting luggage up there. Room was comfortable and clean. Saturday night there was a lot of nightclub noise coming up from below, but it ended around 11:00 p.m., thankfully. Great location. All things considered, a mixed experience.

Reviewed on 9 Nov 2026

Top hotels in Port Chester

Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is €77 per night from 29 Nov to 30 Nov
€77
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (4,333 reviews)
"Thank you to all the staff who made sure from head to foot ,everything was ok from front desk service, to even to the cooks the whole entire team. Down to the guys how do the ground work Thanks."

Reviewed on 8 Nov 2026

Highbridge Hotel
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
The price is €184 per night from 23 Nov to 24 Nov
€184
23 Nov - 24 Nov
includes taxes & fees
8.4/10 Very good! (2,343 reviews)
"Love the restaurant!"

Reviewed on 8 Nov 2026

Radio Hotel
Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is €157 per night from 11 Nov to 12 Nov
€157
11 Nov - 12 Nov
includes taxes & fees
9.2/10 Wonderful! (3,671 reviews)
"Front desk dyquan his personality is not a front desk material , lack social skills even when greeted ist"

Reviewed on 9 Nov 2026

Four Points by Sheraton Flushing
See all 1,673 properties in Port Chester
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

Capitol Theatre

7.4/10 (117 reviews)
This historic venue captivates with exceptional acoustics and intimate performances from renowned artists. Arrive early to enjoy the theater's vintage architecture and pre-show ambiance in the stylish lounge areas.
See properties

What to do in Port Chester

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

€628
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Port Chester

Frequently asked questions

How much does a Port Chester holiday package cost?
Offering excellent value package deals from €1,059 on Expedia, you'll be thrilled with how little a holiday to Port Chester costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Port Chester?
The off-season is the best time to travel to Port Chester if you're trying to keep costs down. Another tip for finding cheap Port Chester holiday packages? Try to avoid public holidays and any major events.
How many days is enough for Port Chester?
The ideal duration of your Port Chester holiday depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to visit all the major attractions and explore some hidden gems along the way.
Is it worth booking a holiday package to Port Chester?
It's easy to see why a Port Chester holiday is on the to-do list of many travellers. Top attractions like Capitol Theatre are just the start of what you can explore here.
How to find the best Port Chester package deals?
Finding a cheap Port Chester package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Port Chester package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Port Chester holiday as a package?
You can enjoy significant savings on your next Port Chester break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Port Chester?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Port Chester break.
How to plan a trip to Port Chester?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite season and the type of activities available will also help you decide when to escape to Port Chester.
  2. Budget wisely: In addition to the cost of your accommodation, you should consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Port Chester.
  3. Determine how many days away: Start by compiling a list of the attractions you want to get to in Port Chester. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Port Chester holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.