Port Chester Holidays

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Port Chester Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel 27 by LuxUrban

Hotel 27 by LuxUrban

2.5 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (816 reviews)
Quite, good customer service, clean

Reviewed on 14 Jul, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
Great staff, comfortable beds and good room size

Reviewed on 25 Jul, 2025

Empire Hotel

Empire Hotel

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.6/10 Good! (5,628 reviews)
Location was great and hotel was nice as well. Bathroom needs some renovating and pool was much smaller than expected. Overall it was nice experience though, we enjoyed our stay.

Reviewed on 27 Jul, 2025

Millennium Premier New York Times Square

Millennium Premier New York Times Square

4 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
7.8/10 Good! (1,005 reviews)
The hotel was nice. The staff was excellent, very nice and professional! The room itself was large for a downtown NY hotel and the location is excellent! Right in Times Square and very close to the Port Authority bus depot. The breakfast was a bit lame but it comes with the room so at least you aren’t paying extra for it. I would have liked a fridge in my room and I did put a note on my reservation for one (you cannot reserve in advance) but when I got there they told me if I wanted a fridge I’d have to move to a queen room which I did not want. So no fridge. I’m not sure if any king rooms have fridges or not. I was under the impression that they were portable. All in all the hotel was nice and I would likely stay there again.

Reviewed on 25 Jul, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
per person
17 Sept - 20 Sept
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.8/10 Excellent! (6,073 reviews)
It’s unique and charming!

Reviewed on 26 Jul, 2025

Top hotels in Port Chester

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is S$178 per night from 3 Aug to 4 Aug
S$178
3 Aug - 4 Aug
includes taxes & fees
8.2/10 Very Good! (1,020 reviews)
"The theme of this hotel is wellness and it's awesome. You walk in and they have ginger lime water, lemon water, and regular water to drink. The rooms are equipped with exercise bands, yoga mat and block, and a foam roller. The gym was large and well equipped and kept at a cool temperature. The lighting ..."

Reviewed on 25 Jul, 2025

EVEN Hotel Norwalk by IHG
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$228 per night from 31 Jul to 1 Aug
S$228
31 Jul - 1 Aug
includes taxes & fees
8.6/10 Excellent! (2,598 reviews)
"Every staff member was super kind"

Reviewed on 24 Jul, 2025

Radio Hotel
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St, College Point, NY
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 31 Jul to 1 Aug
S$182
31 Jul - 1 Aug
includes taxes & fees
8.8/10 Excellent! (1,524 reviews)
"Stay was great, room & bathroom was great. Needs some dressers or places to store item for longer stays. Our total stay was 5 nights. Good options for food in the area."

Reviewed on 24 Jul, 2025

Ly New York Hotel
See all 1,610 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.

What to do in Port Chester

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

S$42
per adult
76% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

S$1,216
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

S$858
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 S$1,914 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.