Westchester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Westchester

Find the best Westchester areas and neighborhoods for the activities you enjoy most. Learn more about Westchester
A beach with clear turquoise water, a rocky shoreline, and several high-rise buildings in the background.

South Beach

3 out of top 10 points of interest in this area

You can't go to Miami without hitting South Beach, world-famous for celebrity-spotting, great beaches and its cool Art Deco style.

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A coastal cityscape with high-rise buildings and a marina.

Brickell

Known for its beaches and abundant dining options, there's plenty to explore in Brickell. Top attractions like Brickell City Centre and Mary Brickell Village are major draws, and you can catch the metro at Brickell Metromover Station or Financial District Metromover Station to see more of the city.

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A city skyline at dusk with illuminated buildings reflecting on the water.

Downtown Miami

2 out of top 10 points of interest in this area

There’s always something fun and interesting happening in the Sunshine State’s busiest city center, from shows and shopping to history and art.

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A modern urban area with two prominent high-rise buildings, a central road, and surrounding commercial buildings.

Doral

A noteworthy feature of Doral is its popular shops. While you're in town, be sure to stop and check out CityPlace Doral and Miami International Mall.

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A street with palm trees, cars, and a pedestrian crossing sign.

Flamingo/Lummus

If you're spending some time in Flamingo/Lummus, Collins Avenue Shopping Area and Miami Beach Boardwalk are top sights worth seeing.

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Top hotels in Westchester

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
S$409
8 Sept - 9 Sept
includes taxes & fees
Fontainebleau Miami Beach
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

1601 Collins Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
S$378
2 Oct - 3 Oct
includes taxes & fees
9.4/10 Exceptional! (1,511 reviews)
"Beach area was nice, upsell at check in though"

Reviewed on 5 Sept, 2026

Loews Miami Beach Hotel – South Beach
Hyatt Regency Miami

Hyatt Regency Miami

400 Se 2nd Ave Miami FL
Fully refundableReserve now, pay when you stay
S$213
8 Sept - 9 Sept
includes taxes & fees
8.8/10 Excellent! (2,674 reviews)
"Valet parking costs $80 after service fees and tax, unlike the posted price on their summary. Beware"

Reviewed on 5 Sept, 2026

Hyatt Regency Miami
See all 14,079 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.

Stay near popular Westchester attractions

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.
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Coral Estates Park

Coral Estates Park is just one of the places to see in Miami, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's picturesque gardens or attend a sporting event.
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Bianco Bistro Cafe

Bianco Bistro Cafe is just one of the places to see in Miami, so why not enjoy the other things to explore during your travels?
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Things to do

Thriller Speedboat Ride

Thrilling Speedboat + Sightseeing Tour of Miami

S$67
per adult
94% of travellers recommend
Thrilling Speedboat + Sightseeing Tour of Miami
Everglades Adventure Tour From Miami in a Luxury Bus

Everglades Adventure with Airboat

S$78
per adult
88% of travellers recommend
Everglades Adventure with Airboat
Bimini Bahamas Day Cruise!!

Bahamas Day Cruise with Hotel Pickup

S$307
per adult
80% of travellers recommend
Bahamas Day Cruise with Hotel Pickup
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.