Westchester Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 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
Price found within the past 48 hours. Click for updated prices.
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €2,314, price is now €1,467 per person
€1,467
per person
13 Jul - 20 Jul
found 15 hours ago
Return flight included
Frankfurt (FRA) to Miami (MIA)
8.4/10 Very Good! (2,231 reviews)
Breakfast was good, everyone friendly and lets us store bags before our room was ready

Reviewed on 22 Apr 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was €19,168, price is now €10,266 per person
€10,266
per person
1 Jul - 5 Jul
found 1 day ago
Return flight included
New York (NYC) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €3,092, price is now €1,803 per person
€1,803
per person
13 Jul - 20 Jul
found 15 hours ago
Return flight included
Frankfurt (FRA) to Miami (MIA)
8.6/10 Excellent! (1,001 reviews)
Beautiful historic building . But no view. Loved the elevator.

Reviewed on 21 Apr 2026

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Price was €7,048, price is now €4,131 per person
€4,131
per person
13 Jul - 20 Jul
found 15 hours ago
Return flight included
Frankfurt (FRA) to Miami (MIA)
9.4/10 Exceptional! (1,480 reviews)
That place is luxury, earthy, celebrity-core. The vibe there alone feels like a whole experience — the pools, the beach, the aesthetic… and the food !

Reviewed on 21 Apr 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was €2,358, price is now €1,534 per person
€1,534
per person
13 Jul - 20 Jul
found 15 hours ago
Return flight included
Frankfurt (FRA) to Miami (MIA)
8.2/10 Very Good! (1,767 reviews)
Convenient hotel in the most happening spot in Miami.

Reviewed on 20 Apr 2026

Where to stay in Westchester

Find the best Westchester areas and neighborhoods for the activities you enjoy most. Learn more about Westchester
South Beach

South Beach

3 out of top 10 points of interest in this area
4.5/5(416 area reviews)

Sunbathe, shop, people-watch, or party with the stars at one of Miami’s most famous beach promenades, also regarded as the art deco capital of the world.

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
The price is €361 per night from 10 May to 11 May
€361
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (8,100 reviews)
Pool very crowded , beach staff and recrpnot yoo friendly

Reviewed on 22 Apr 2026

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 €282 per night from 19 May to 20 May
€282
19 May - 20 May
includes taxes & fees
Park Central South Beach
Mondrian South Beach

Mondrian South Beach

4.5 out of 5
1100 West Ave Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is €242 per night from 14 May to 15 May
€242
14 May - 15 May
includes taxes & fees
8/10 Very Good! (2,812 reviews)
Everything was good, the only things I would suggest would be to upgrade the bathrooms a little bit and to have the resort have a night life. Example- silent party with headphones, comedy night , sip and chat things that won’t be too disturbing to other that don’t like noise. It will give the guest ...

Reviewed on 21 Apr 2026

Mondrian South Beach
See all 13,180 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 €1,467. 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.

Popular places to visit

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

Things to do

Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

€16
per adult
92% of travellers recommend
Miami Millionaires Sightseeing Cruise
Double decker bus in Miami at night

Miami Big Bus Panoramic Night Tour

€25
per adult
88% of travellers recommend
Miami Big Bus Panoramic Night Tour
Bimini Bahamas Day Cruise!!

Bahamas Day Cruise with Hotel Pickup

€207
per adult
78% 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.