Port Chester Vacations

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Find the Best Port Chester Vacation Packages

Port Chester Hotel Deals

Radio Hotel

Radio Hotel

2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
NT$6,955
NT$8,958 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very Good! (2,412 reviews)
"I spent 2 nights there and the service and room were really great. We had booked the studio suite with 1 king bed and had a little living area. We were so pleased as we walked in, we were on the 11th floor and had a beautiful view of the city from our 3 windows. The room was clean and very spacious ..."

Reviewed on 2026/9/19

Radio Hotel
DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

2117 Route 4 Eastbound Fort Lee NJ
Fully refundableReserve now, pay when you stay
NT$4,149
NT$4,756 total
Oct 1 - Oct 2
includes taxes & fees
8/10 Very Good! (1,196 reviews)
"The place was very nice and staff was great. The only problem was that the room ac would only work for about 90 minutes. I called the maintenance people, they came up and since I turned the unit off and back on it was working so they left. 90 minutes later it was off and room was 78 degrees. This ..."

Reviewed on 2026/9/19

DoubleTree by Hilton Fort Lee - George Washington Bridge
Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
NT$5,060
NT$6,583 total
Oct 4 - Oct 5
includes taxes & fees
8.2/10 Very Good! (1,304 reviews)
"You need a Sherpa to navigate! Stairs to no where.... up down around.... out door lighting negligible. Treacherous steps and paths! We are just too old! But! What a lovely place for a big reunion or celebration! The room was large and comfortable! We came late in the evening, staff was minimal.... ..."

Reviewed on 2026/9/19

Tarrytown House Estate
See all 1,719 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.
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Capitol Theatre - Garcia’s

After visiting Capitol Theatre - Garcia’s, make a plan to see the other sights and activities in Port Chester. Experience the area's live music and entertainment venues.
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Clay Art Center Gallery

This renowned ceramic arts hub showcases exhibitions from emerging and established artists since 1957. Explore the gallery, join a Wednesday morning tour, and find unique handcrafted pieces in their retail shop.
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Port Chester-Rye Brook Public Library

Enjoy an outing to Port Chester-Rye Brook Public Library during your stay in Port Chester. Amble around the area's waterfront or experience its live music.
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Frequently asked questions

How much does a Port Chester vacation package cost?
Offering excellent value package deals 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.

Explore a world of travel with Expedia

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