Port Chester Vacations from ￥198,282

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The Latest Port Chester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
7/10 Good! (2,266 reviews)
The staff was amazing especially after having a rough day and my flight being cancelled.

Reviewed on Aug 12, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,582 reviews)
Everyone and everything was just amazing

Reviewed on Aug 14, 2025

Hotel Hendricks

Hotel Hendricks

4 out of 5
Manhattan
Save 100% on your flight
per person
Oct 15 - Oct 22
found 9 hours ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
8.6/10 Excellent! (1,622 reviews)
The manager was really kind to me and let me check in early to a bigger room! Nice base to explore NYC!

Reviewed on Aug 11, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Nice location and hotel.

Reviewed on Aug 6, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (1,945 reviews)
We stay at the property every time we’re in nyc - the location is unbeatable and the staff is awesome!

Reviewed on Aug 10, 2025

Find the Best Port Chester Vacation Packages

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 ￥19,517 per night from Aug 17 to Aug 18
￥19,517
￥25,132 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,599 reviews)
"It was a good stay. The place was ok but not bad. They could clean the microwave that the guest are using. It’s in really bad condition."

Reviewed on Aug 13, 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 ￥18,719 per night from Sep 1 to Sep 2
￥18,719
￥21,407 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,111 reviews)
"Location great for access to Tarrytown train. Clean and friendly."

Reviewed on Aug 14, 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 ￥21,152 per night from Sep 1 to Sep 2
￥21,152
￥24,191 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,397 reviews)
"N/A"

Reviewed on Aug 9, 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,623 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

￥4,500
per adult
76% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Spa-Quality On Demand Massage - Westchester County

Spa-Quality On Demand Massage - Westchester County

￥27,175
per adult
Spa-Quality On Demand Massage - Westchester County
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

￥98,952
per traveler
Introductory Helicopter Flight Lesson from Westchester
See all activities in Port Chester

Frequently asked questions

How much does a Port Chester vacation package cost?
Offering excellent value package deals from ￥198,282 on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacation 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 vacation package to Port Chester?
It's easy to see why a Port Chester vacation is on the to-do list of many travelers. 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 personalize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?
You can enjoy significant savings on your next Port Chester break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation 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 favorite 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 accommodations, 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 personalized Port Chester vacation package.

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