Port Chester Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Port Chester

Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Fully refundable
The price is 3.313.170 ₫ per night from 26 Jul to 27 Jul
3.313.170 ₫
3.797.721 ₫ total
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,394 reviews)
"En general todo estuvo muy bien es muy agradable es cerca a muchos lugares"

Reviewed on 9 Jul 2026

Crowne Plaza Englewood by IHG
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 4.472.779 ₫ per night from 30 Jul to 31 Jul
4.472.779 ₫
5.224.547 ₫ total
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (3,399 reviews)
"The only thing I didn’t like was the shuttle. It was advertised as 24/7 to JFK but the truth is no transportation was provided to JFK airport."

Reviewed on 8 Jul 2026

Four Points by Sheraton Flushing
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 1.656.585 ₫ per night from 26 Jul to 27 Jul
1.656.585 ₫
1.992.964 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.2/10 Wonderful! (4,297 reviews)
"The room was clean and the bed was very comfortable, the staff were very friendly and professional."

Reviewed on 9 Jul 2026

Highbridge Hotel
See all 1,773 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 holiday package cost?
Offering excellent value package deals 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.

Explore a world of travel with Expedia