Port Chester Holidays from AU$3,429

Book a Hotel + Flight or Car together to unlock savings

Photo by Shosh

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Port Chester Holiday

Book a Port Chester holiday package that includes everything you need and nothing you don't. Great for history, bars and pubs and dining, consider basing yourself in the neighbourhood of Downtown Stamford. If your trip to Port Chester includes a little sightseeing, check out renowned attractions like Capitol Theatre, Doral Arrowwood Golf Club and Clay Art Centre Gallery. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Port Chester holiday is a breeze with Expedia.

The Latest Port Chester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Sound View Greenport

Sound View Greenport

4 out of 5
per person
30 Sept - 6 Oct
found 10 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.4/10 Very Good! (548 reviews)
Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back.

Reviewed on 9 Aug. 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
8 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul. 2025

The Knickerbocker Hotel

The Knickerbocker Hotel

5 out of 5
Manhattan
per person
23 Oct - 30 Oct
found 8 hours ago
Return flight included
Melbourne (MEL) to New York (JFK)
9/10 Wonderful! (1,569 reviews)
Bed was very nice and the food so delicious and amazing people

Reviewed on 8 Aug. 2025

Hotel 32 32

Hotel 32 32

4 out of 5
Manhattan
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8/10 Very Good! (2,135 reviews)
A good hotel to stay at which was convenient for a holiday in New York. Walkable distance to main attractions.

Reviewed on 7 Aug. 2025

The Benjamin Royal Sonesta New York

The Benjamin Royal Sonesta New York

4.5 out of 5
Manhattan
per person
8 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Sydney (SYD) to New York (JFK)
8.6/10 Excellent! (1,005 reviews)
Great room , a lot of good places to eat nearby

Reviewed on 5 Aug. 2025

Port Chester Holiday

Port Chester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
29,600
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Capitol Theatre, Stamford Centre for the Arts and West Beach

Our pick of the best Port Chester Hotel Deals

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 AU$246 per night from 17 Aug to 18 Aug
AU$246
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,575 reviews)
"Blah"

Reviewed on 6 Aug. 2025

Ly New York Hotel
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 1 Sept to 2 Sept
AU$222
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,095 reviews)
"Great place to stay. Breakfast was good. Easy access to Highways."

Reviewed on 5 Aug. 2025

Hampton Inn White Plains/Tarrytown
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 17 Aug to 18 Aug
AU$252
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,392 reviews)
"The staff are very welcoming and polite. The elevator door on one of the two elevators did not always open or shut properly. The rooms have a bit of a musty odour, likely because the bathroom venting is non existent. However, the hotel has done a wonderful job with their renovation. The place is ..."

Reviewed on 8 Aug. 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,620 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Port Chester

Doral Arrowwood Golf Club

Enjoy a round of golf in Rye Brook at Doral Arrowwood Golf Club. Visit the shops and top-notch restaurants in this romantic area.

Doral Arrowwood Golf Club

Clay Art Center Gallery

You can study the exhibits at Clay Art Center Gallery, a museum with a story of its own, during your holiday in Port Chester. Take in the entertainment choices in this family-friendly area.

Clay Art Center Gallery

What to do in Port Chester

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

AU$46
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

AU$1,456
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

AU$1,027
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 AU$3,429 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.