Port Chester Vacations from $972
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The Latest Port Chester Vacation Packages
- Park Lane New York
Oct 9 - Oct 12Park Lane New York + Flight
Manhattan3 nights5.0 star property8.4/10 - Very Good (1,775 reviews)"The Hotel appears very tired. My room # 1800 had no AC , the mini fridge was not working and not stocked . They then brought in a small portable AC that took a long time to cool the room down. I had abreakfast meeting on the roof top and the offer of food was third rate. Coffee only in styrofoam cups , cheap generic orange juice . It all felt like something for a hollyday inn on some highway and not on par with a 5 star hotel. The staff however was first class."Reviewed July 23, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - The Towers at Lotte New York Palace
Oct 9 - Oct 12The Towers at Lotte New York Palace + Flight
Manhattan3 nights5.0 star property9.2/10 - Wonderful (689 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop$2,640$1,440found 1 day agoper traveler - 1 Hotel Brooklyn Bridge
Sep 24 - Sep 301 Hotel Brooklyn Bridge + Flight
Brooklyn6 nights5.0 star property9.0/10 - Wonderful (1,000 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$6,430$3,585found 1 day agoper traveler - 2 bedroom luxury Empire State VIEW
Oct 17 - Oct 202 bedroom luxury Empire State VIEW + Flight
Manhattan3 nights2.0 star property6.0/10 - (2 reviews)"Wrong address no instructions"Reviewed June 18, 2026Roundtrip • Dallas (DFW) - New York (JFK)DFW - LGA • Nonstop LGA - DFW • Nonstop - The Wall Street Hotel
Oct 13 - Oct 16The Wall Street Hotel + Flight
Manhattan3 nights5.0 star property9.6/10 - Exceptional (722 reviews)"Convenient, hidden gem. We were well taken care of and actually quite comfortable in our room for a few days with two teens and two adults. Not many places in the city that would give you that plus all the extra special touches that The Wall Street Hotel provided. Would definitely book again."Reviewed July 23, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$2,500$1,571found 1 day agoper traveler
Discover the most popular places to visit in Port Chester
Port Chester Hotel Deals
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
Cambria Hotel & Suites - White Plains Downtown
Cambria Hotel & Suites - White Plains DowntownFrequently Asked Questions
How much does a Port Chester vacation package cost?
Offering excellent value package deals from $972 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?
If you'd like to book a cheap Port Chester vacation package, consider planning a trip in February, September and October. You'll typically find better prices on hotels and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Port Chester?
The ideal length of your Port Chester vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to go to all the major attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Port Chester?
It's no wonder a Port Chester vacation is on the must-do list of many travelers. Top attractions like Capitol Theatre are just the start of things to keep you busy 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.
Does Expedia offer Book Now, Pay Later Port Chester vacation packages?
Your Port Chester getaway is meant to be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.