Westchester Holidays from AU$1,077

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Your Westchester Holiday

Organising your next escape just got a whole lot simpler with a holiday package to Westchester. Experience the best this neighbourhood has to offer while making fond memories along the way. Kick off your trip to Westchester by checking out nearby attractions such as Frost Art Museum, Florida International University and Santas Enchanted Forest. Don't just wish for it — make it a reality! Secure your ideal Westchester holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Westchester

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was AU$1,992, price is now AU$1,077 per person
AU$1,077
per person
12 Jan - 18 Jan
found 22 hours ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Great location and super sweet staff. Room smelled and felt damp.Elevator did not work. The We got a complimentary drink at their sister property behind the hotel and paid a small additional fee for breakfast.

Reviewed on 9 Dec 2025

Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Save 100% on your flight
Price was AU$2,239, price is now AU$1,144 per person
AU$1,144
per person
12 Jan - 18 Jan
found 22 hours ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.

Reviewed on 8 Dec 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was AU$2,495, price is now AU$1,293 per person
AU$1,293
per person
12 Jan - 18 Jan
found 22 hours ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
The showers don’t work. The sink is a small one for the pricing.

Reviewed on 8 Dec 2025

EAST Miami

EAST Miami

5 out of 5
Brickell
Save 100% on your flight
Price was AU$4,432, price is now AU$2,434 per person
AU$2,434
per person
12 Jan - 18 Jan
found 22 hours ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
As always our stay at EAST was great. We booked a One Bedroom Residence suite as usual and everything was perfect.

Reviewed on 4 Dec 2025

Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Save 100% on your flight
Price was AU$3,206, price is now AU$1,828 per person
AU$1,828
per person
12 Jan - 18 Jan
found 22 hours ago
Return flight included
Cincinnati (CVG) to Miami (MIA)
8.6/10 Excellent! (385 reviews)
Place was clean and staff was very accommodating. Would highly recommend. Great place to stay in South Beach..

Reviewed on 9 Dec 2025

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

3 out of top 10 points of interest in this area
4.5/5(90 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

Our pick of the best Westchester Hotel Deals

DoubleTree by Hilton Hotel Miami Airport & Convention Center

DoubleTree by Hilton Hotel Miami Airport & Convention Center

4 out of 5
711 NW 72nd Ave Miami FL
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 17 Dec to 18 Dec
AU$208
17 Dec - 18 Dec
includes taxes & fees
7.2/10 Good! (3,463 reviews)
Airport Shuttle was a little hard to find but I got to the spot okay. Room is lovely and staff was great

Reviewed on 4 Dec 2025

DoubleTree by Hilton Hotel Miami Airport & Convention Center
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
The price is AU$694 per night from 14 Dec to 15 Dec
AU$694
14 Dec - 15 Dec
includes taxes & fees
8.2/10 Very Good! (7,418 reviews)
Great property - wish they had more dining options

Reviewed on 8 Dec 2025

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 AU$320 per night from 17 Dec to 18 Dec
AU$320
17 Dec - 18 Dec
includes taxes & fees
8.6/10 Excellent! (494 reviews)
Great location, nice staff in general. The restaurant manager

Reviewed on 8 Dec 2025

Park Central South Beach
See all 12,717 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.
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Frequently asked questions

How much does a Westchester holiday package cost?
Live it up in Westchester from as low as AU$1,077. 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.

Activities

Miami 2 Hours Private Yacht Tour for 13 ppl on a 50 ft Yacht

Miami 2 Hours Private Yacht Tour for 13 ppl on a 50 ft Yacht

AU$1,110
per traveller
Miami 2 Hours Private Yacht Tour for 13 ppl on a 50 ft Yacht
Miami Skyline Evening Cruise on Biscayne Bay

Miami Skyline Evening Cruise of Biscayne Bay

AU$54
per adult
Miami Skyline Evening Cruise of Biscayne Bay
Miami Skyline Cruise of Millionaire's Homes and Biscayne Bay

Miami Skyline Cruise of Millionaire's Homes with A/C

AU$43
per adult
Miami Skyline Cruise of Millionaire's Homes with A/C
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.