Port Chester Vacations from $588
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The Latest Port Chester Vacation Packages
- Radio Hotel
Sep 17 - Sep 20Radio Hotel + Flight
Manhattan3 nights4.0 star property8.6/10 - Excellent (2,509 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - Hotel Riu Plaza Manhattan Times Square
Sep 17 - Sep 20Hotel Riu Plaza Manhattan Times Square + Flight
Manhattan3 nights4.0 star property9.2/10 - Wonderful (3,835 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - EWR • Nonstop EWR - ATL • Nonstop - Hotel Riu Plaza New York Times Square
Sep 17 - Sep 20Hotel Riu Plaza New York Times Square + Flight
Manhattan3 nights4.0 star property9.0/10 - Wonderful (3,247 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - EWR • Nonstop EWR - ATL • Nonstop - The Wall Street Hotel
Oct 8 - Oct 11The Wall Street Hotel + Flight
Manhattan3 nights5.0 star property9.6/10 - Exceptional (729 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop LGA - ATL • Nonstop - NobleDEN Hotel
Sep 6 - Sep 11NobleDEN Hotel + Flight
Manhattan5 nights4.0 star property9.8/10 - Exceptional (1,633 reviews)"The rating takes into account the value price. I came here after the Moxie hotel. I really enjoyed how nice the staff were here. The location was great. The lobby and hallways need a little updating, but the rooms were nicely done -and the largest I have ever stayed in while in NY-in this price range. The 2 queen beds would work for a family and actually had a large separate area for luggage and showering."Reviewed July 29, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop
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
Hotel NoMa, Trademark Collection by Wyndham
Hotel NoMa, Trademark Collection by Wyndham
Hampton Inn White Plains/Tarrytown
Hampton Inn White Plains/Tarrytown
Hampton Inn & Suites Yonkers - Westchester
Hampton Inn & Suites Yonkers - Westchester
SpringHill Suites by Marriott Tuckahoe Westchester County
SpringHill Suites by Marriott Tuckahoe Westchester County
Frequently Asked Questions
How much does a Port Chester vacation package cost?
Offering excellent value package deals from $588 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.