Port Chester Holidays from £1,162
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Your Port Chester Holiday
When a city getaway is calling, answer it with a holiday package to Port Chester. The neighbourhood of Downtown Stamford, which is good for history, bars and pubs and dining, makes a great base for your adventures. A trip to Port Chester is a wonderful opportunity to take in the sights. Check out well-known attractions like Capitol Theatre, Doral Arrowwood Golf Club and Clay Art Centre Gallery. Stop daydreaming and start travelling. Browse the wide range of options on Expedia today and put your Port Chester holiday plans into gear!
Top Port Chester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
£1,588
per person
3 Dec - 8 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
The hotel was very crowded. With that being said, staff was incredibly helpful and friendly. They held our luggage and let us know immediately when our room was ready. Room was clean and cozy.
Reviewed on 13 Sept 2026
Hotel Belleclaire Central Park, a Small Luxury Hotel
Manhattan
£1,448
per person
3 Dec - 8 Dec
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New York (JFK)
9.2/10 Wonderful! (3,017 reviews)
Beautiful historic hotel in a great neighborhood. The lounge and bakery were added bonuses. The only small complaints I have are I wished they had another spot for luggage in the room and a few more nice pillows on the beds. We got a couple pillows from the front desk, but they weren’t as comfy as the two on the bed.
Reviewed on 12 Sept 2026
Port Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | John F. Kennedy Intl. Airport (JFK) |
Population | 29,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Capitol Theatre, Stamford Centre for the Arts and West Beach |
Top hotels in Port Chester
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
£204
27 Sept - 28 Sept
includes taxes & fees
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
£100
20 Sept - 21 Sept
includes taxes & fees
DoubleTree by Hilton Fort Lee - George Washington Bridge
2117 Route 4 Eastbound Fort Lee NJ
Fully refundableReserve now, pay when you stay
£111
27 Sept - 28 Sept
includes taxes & fees
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.
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 choices.
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.
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.
What to do in Port Chester
Two Flight Indoor Skydiving Experience
£84
per traveller
100% of travellers recommend
Introductory Helicopter Flight Lesson from Westchester
£517
per traveller
Frequently asked questions
How much does a Port Chester travel package cost?
We make it simple to explore the world, with Port Chester packages starting from just £1,162. You'll have the flexibility to bundle your favourite airlines, hotels and car rental. For the ultimate escape, why not add some tours and experiences to your itinerary?
If I'm not able to travel, can I cancel my Port Chester travel package?
We totally understand — unexpected stuff happens. If you've booked a Port Chester travel package and need to cancel or change it, we're here to help. It's always worth looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Port Chester?
Bundle your flights and hotels, add on extras such as activities or a rental car, and save with a Port Chester holiday package. You won't just walk away with exciting discounts on your escape — you'll have a world of choice within your reach too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels around the world. Your next grand adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Port Chester holidays?
Yes, we do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Jet off on that dream holiday sooner with Klarna's monthly instalment plans. If paying just a small amount each month works for you, choose this option at checkout.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your trip in multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.
Where should I stay in Port Chester?
It makes sense to stay near the action. Many travellers like to book hotels within easy reach of popular attractions, like Capitol Theatre, Doral Arrowwood Golf Club and Clay Art Centre Gallery.
What are the top hotels in Port Chester?
Make a reservation at Courtyard by Marriott Rye. It's one of the neighbourhood's most popular properties. Another great option in Port Chester is Historic Castle 1876 13 Mins To Wing Foot Cc Border Of Greenwich And New York.
How far in advance should I book my Port Chester holiday?
Be rewarded with the biggest variety and the lowest prices by booking your holiday to Port Chester nice and early. Air carriers typically publish flight tickets around a year in advance, so start your planning as soon as you can. Having said that, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia Port Chester travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to creating your Port Chester holiday, you're in charge!
What should I know before booking a Port Chester travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and be rewarded with great discounts. Hotels aren't your only choice, though. We've got island villas, cosy city apartments and just about everything in between!
Can I choose my airline with a Port Chester Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
