Westchester Holidays from AU$1,957

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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.
Beautiful And Comfortable Home and studios

Beautiful And Comfortable Home and studios

3.5 out of 5
Flagami
Price was AU$3,323, price is now AU$1,957 per person
AU$1,957
per person
2 May - 7 May
just found
Return flight included
Sydney (SYD) to Miami (MIA)
9/10 Wonderful! (17 reviews)
I enjoyed the space. To be fair i only stayed their to sleep and get ready for a car show where i was showing a car down the street.

Reviewed on 4 Mar 2026

iCoconutGrove Vacation Rentals

iCoconutGrove Vacation Rentals

4 out of 5
Coconut Grove
Price was AU$4,371, price is now AU$2,570 per person
AU$2,570
per person
2 May - 7 May
just found
Return flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (1,006 reviews)
Great water views. Excellent location.

Reviewed on 3 Mar 2026

Chateaubleau Hotel

Chateaubleau Hotel

2.5 out of 5
Douglas
Price was AU$3,537, price is now AU$2,081 per person
AU$2,081
per person
2 May - 7 May
just found
Return flight included
Sydney (SYD) to Miami (MIA)
5.8/10 (1,291 reviews)
The hotel lobby and staff and restaurants were wonderful. Where this hotel totally neglects is in the cleanliness. It is an old hotel our rooms furnishings were newer but the room was very dirty and so was the bedding and the bathroom. Our friends next door furniture were old and the chairs were disgusting dirty.

Reviewed on 14 Mar 2026

Arya Hotel & Suites Coconut Grove, WorldHotels, Distinctive

Arya Hotel & Suites Coconut Grove, WorldHotels, Distinctive

4 out of 5
Coconut Grove
Price was AU$4,231, price is now AU$2,523 per person
AU$2,523
per person
2 May - 7 May
just found
Return flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very Good! (1,005 reviews)
I enjoyed my stay at the Arya Hotel. Really loved the pool and the views. Please remind your front desk staff NOT to mention the guest room number out loud at check-in, especially for a woman travelling alone. Better to just point to the room number on the key holder. Another nice touch would be to explain that a key is needed in the elevator to reach the guestroom floor. Thank you.

Reviewed on 12 Mar 2026

The Sunset Inn-South Miami

The Sunset Inn-South Miami

3 out of 5
South Miami
Price was AU$3,384, price is now AU$2,026 per person
AU$2,026
per person
2 May - 7 May
just found
Return flight included
Sydney (SYD) to Miami (MIA)
8.4/10 Very Good! (156 reviews)
The room was very comfy, and the location is great, with coffee shops and restaurants nearby.

Reviewed on 15 Mar 2026

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)

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

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$624 per night from 22 Mar to 23 Mar
AU$624
22 Mar - 23 Mar
includes taxes & fees
8.4/10 Very Good! (7,983 reviews)
My family and I had an amazing time

Reviewed on 15 Mar 2026

Fontainebleau Miami 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 AU$815 per night from 16 Apr to 17 Apr
AU$815
16 Apr - 17 Apr
includes taxes & fees
9.2/10 Wonderful! (245 reviews)
It was great just an issue with you being able to hear everyone in their rooms hallways anywhere!

Reviewed on 15 Mar 2026

Loews Miami Beach Hotel – South Beach
Kompose Boutique Hotel Miami Airport

Kompose Boutique Hotel Miami Airport

3 out of 5
3401 NW 25th St Miami FL
The price is AU$277 per night from 8 Apr to 9 Apr
AU$277
8 Apr - 9 Apr
includes taxes & fees
9/10 Wonderful! (2,965 reviews)
It just a one night stayed place

Reviewed on 15 Mar 2026

Kompose Boutique Hotel Miami Airport
See all 12,486 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.
All Inclusive Holidays
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All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Westchester holiday package cost?
Live it up in Westchester from as low as AU$1,957. 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

Official Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

AU$25
per adult
92% of travellers recommend
Miami Millionaires Sightseeing Cruise
Little Havana Food and Walking Tour in Miami

Little Havana Food and Walking Tour in Miami

AU$99
per adult
96% of travellers recommend
Little Havana Food and Walking Tour in Miami
Double decker bus in Miami at night

Miami Big Bus Panoramic Night Tour

AU$46
per adult
86% of travellers recommend
Miami Big Bus Panoramic Night Tour
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.