Port Chester Vacations

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Find the Best Port Chester Vacation Packages

Port Chester Hotel Deals

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 AED 264 per night from Jul 27 to Jul 28
AED 264
AED 329 total
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (4,264 reviews)
"very clean room"

Reviewed on 20 July 2026

Highbridge Hotel
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is AED 568 per night from Aug 2 to Aug 3
AED 568
AED 783 total
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very Good! (1,170 reviews)
"Beautiful grounds but we came in at night and the person at the desk seemed very uninterested in giving directions on how to find the building our room was in. We ended up driving around for a bit and then walking the campus to find it."

Reviewed on 19 July 2026

Tarrytown House Estate
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 AED 549 per night from Jul 27 to Jul 28
AED 549
AED 655 total
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (3,409 reviews)
"No concerns. Great experience."

Reviewed on 20 July 2026

Four Points by Sheraton Flushing
See all 1,774 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

Frequently asked questions

How much does a Port Chester vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Port Chester costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Port Chester?
Plan your trip for the off-peak season and you're likely to score cheap Port Chester vacation packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How to find the best Port Chester package deals?
Start your search for a Port Chester package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Port Chester package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Port Chester adventure off to a flying start.
Is it cheaper to book a Port Chester vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can tailor your Port Chester escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Port Chester?
If you're planning a spontaneous Port Chester trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Port Chester?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite time of year and the available activities will also help you decide when to vacation in Port Chester.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Port Chester.
  3. Decide your trip length: Think about how much time you want to spend exploring Port Chester. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Port Chester vacation package that brings all your bookings together.