Westchester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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
South Beach featuring skyline, a skyscraper and landscape views

South Beach

2 out of top 10 points of interest in this area
4.5/5(411 area reviews)

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

Find hotels in South Beach

Top hotels in Westchester

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
8.2/10 Very Good! (7,788 reviews)
Everything was excellent from Valet, Front Desk, staff, room was exceptional, so beautiful, so safe and so secure! Cannot wait to stay there again!

Reviewed on 7 Feb, 2026

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Fontainebleau Miami Beach
Park Central South Beach

Park Central South Beach

4 out of 5
640 Ocean Dr Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is S$357 per night from 10 Feb to 11 Feb
S$357
10 Feb - 11 Feb
includes taxes & fees
8.6/10 Excellent! (797 reviews)
Staff was courteous and helpful.

Reviewed on 8 Feb, 2026

Park Central South Beach
Loews Miami Beach Hotel – South Beach

Loews Miami Beach Hotel – South Beach

4.5 out of 5
1601 Collins Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is S$584 per night from 12 Feb to 13 Feb
S$584
12 Feb - 13 Feb
includes taxes & fees
9/10 Wonderful! (4,859 reviews)
Spotless Room, amazing staff, great views, & beach access.

Reviewed on 4 Feb, 2026

Loews Miami Beach Hotel – South Beach
See all 12,458 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.

Things to do

Official Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

S$23
per adult
94% of travellers recommend
Miami Millionaires Sightseeing Cruise
Little Havana Food and Walking Tour in Miami

Little Havana Food and Walking Tour in Miami

S$89
per adult
98% of travellers recommend
Little Havana Food and Walking Tour in Miami
Zoo Miami: General Admission Ticket

Zoo Miami: General Admission Ticket

S$35
per adult
90% of travellers recommend
Zoo Miami: General Admission Ticket
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.