Westchester Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Our guide on where to stay in Westchester

Find the best Westchester areas and neighborhoods for the activities you enjoy most. Learn more about Westchester
South Beach showing swimming, skyline and a sandy beach

South Beach

2 out of top 10 points of interest in this area
4.5/5(90 area reviews)

Party with the rich and famous in possibly the most glamorous ocean-front setting.

Find hotels in South Beach

Our pick of the best Westchester Hotel Deals

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue, Miami Beach, FL
The price is NZ$684 per night from 31 Aug to 1 Sept
NZ$684
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (6,834 reviews)
"Check in was quick"

Reviewed on 20 Aug. 2025

Fontainebleau Miami Beach
InterContinental Miami by IHG

InterContinental Miami by IHG

5 out of 5
100 Chopin Plz, Miami, FL
Fully refundable
The price is NZ$431 per night from 24 Aug to 25 Aug
NZ$431
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (2,099 reviews)
"Excelente servicio"

Reviewed on 21 Aug. 2025

InterContinental Miami by IHG
citizenM Miami Worldcenter

citizenM Miami Worldcenter

4 out of 5
700 NE 2ND AVENUE, Miami, FL
Fully refundableReserve now, pay when you stay
The price is NZ$171 per night from 25 Aug to 26 Aug
NZ$171
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (5,014 reviews)
"I loved the location. It is close to the port and downtown Miami."

Reviewed on 21 Aug. 2025

citizenM Miami Worldcenter
See all 12,871 properties in Westchester
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.

Frequently asked questions

How much does a Westchester holiday package cost?
Live it up in Westchester from as low as . We offer a great selection of flights, rental cars and hotels to suit your travel style. Score even more discounts when you add a couple of activities or tours to your package.
How do I get a cheap travel package to Westchester?
Bundle your bookings with Expedia to save big on your next exciting adventure. With more than 550 partner airlines and 1 000 000 hotels across the globe, your Westchester holiday package can be customized exactly to suit your travel style. With all that extra money, why not add a few awesome activities and tours? It's an easy way to unlock even more savings. Your dream holiday in Westchester is much closer than you thought!
Where should I stay in Westchester?
Most visitors to Westchester put both PortMiami and Vizcaya Museum and Gardens on their bucket lists. Why not reserve a hotel that's close to these popular attractions?
What are the top hotels in Westchester?
Modern And New, Excellent Location Miami 1 and Modern And New, Excellent Location Miami 2 are a couple of the most well-known hotels in Westchester. Why not take a look at the facilities and amenities at each and then make up your mind?
How far in advance should I book my Westchester holiday?
While prices change frequently, we generally recommend booking your seats as early as possible. Most international airfares are available on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still be in luck. Discount prices to Westchester sometimes occur in the weeks prior to departure.
What does an Expedia Westchester travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Westchester package that suits you. Heading away for a week or longer? Give some thought to a hotel, rental car and flight bundle. If you're taking a short break, a hotel and airfare deal could suit you better. Experiences can also be added after you've booked. Our travel packages make it simple to plan and save.
What should I know before booking a Westchester travel package?
We already have low prices. However, you'll grab even more bargains if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Westchester Expedia holiday package?
Yes, so take your pick! We offer more than 550 partner airlines globally, so you can tailor your Westchester trip according to your travel needs.
If I'm not able to travel, can I cancel my Westchester holiday package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Westchester holiday package in the last 24 hours? You may be able to make changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We'll help you every step of the way.

Discover the most popular places to visit in Westchester

Coral Way Shopping Area

During your trip to Miami, you can find the perfect gifts to bring home at Coral Way Shopping Area. While you're in the area, stroll along the beaches.

Coral Way Shopping Area

Activities

Miami: 1-hour Jetcar Rental

Miami: 1-hour Jetcar Rental

NZ$84
per traveller
Miami: 1-hour Jetcar Rental
Bimini Bahamas Day Cruise!!

Bahamas Day Cruise with Hotel Pickup

NZ$377
per adult
Bahamas Day Cruise with Hotel Pickup
Miami Skyline Evening Cruise on Biscayne Bay

Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht

NZ$38
per adult
Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht
See all activities in Miami
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.