Westchester Holidays from £549

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Your Westchester Holiday

The easiest way to experience this interesting city is with a custom-made Westchester holiday package. Stay in the neighbourhood of Coconut Grove, which is good for cafes, watersports and shopping or go someplace else — our packages are all about you. Fill your spare time with visits to University of Miami, Dadeland Mall and Miracle Mile, some of the things you should see during your trip to Westchester. Check out Expedia's extensive range of travel options and start organising your dream holiday to Westchester today.

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

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
per person
13 Sept - 20 Sept
found 8 hours ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (358 reviews)
SOY MUY alergica y este lugar cumplió con mis estándares de limpieza, y superó mis estándares de servicio, el señor Julio, con los cocteles y el joven Juan excelentes, amè todo y volvemos. SALUDOS DESDE PUERTO RICO. CID Y JAIME HABITACIÓN 405

Reviewed on 29 Jul 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
per person
11 Sept - 15 Sept
found 13 hours ago
Return flight included
London (LON) to Miami (MIA)
9.8/10 Exceptional! (18 reviews)
Convenient location, friendly staff, new hotel with decor reflective of a new boutique type hotel, pool area is amazing with great access to South Beach.

Reviewed on 6 Aug 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
27 Oct - 31 Oct
found 1 day ago
Return direct flight included
Belfast (BFS) to Miami (MIA)
8/10 Very Good! (1 review)
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
3 Oct - 10 Oct
found 1 day ago
Return direct flight included
London (LON) to Miami (MIA)
8.8/10 Excellent! (1,156 reviews)
The property was gorgeous. The staff was wonderful.

Reviewed on 12 Aug 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
15 Sept - 22 Sept
found 1 day ago
Return direct flight included
Belfast (BFS) to Miami (MIA)
9.4/10 Exceptional! (1,245 reviews)
We were delighted by the exceptional service and impeccable accommodations at the motel during our 29th anniversary. Everything exceeded our expectations and met our high standards. We would like to express our sincere gratitude for making our stay truly remarkable. We wholeheartedly rate the motel a perfect 10 and will highly recommend it to our friends and family. Thank you for creating such a memorable experience for us.

Reviewed on 11 Aug 2025

Where to stay in Westchester

Find the best Westchester areas and neighborhoods for the activities you enjoy most. Learn more about Westchester
South Beach which includes landscape views, swimming and a sandy beach

South Beach

2 out of top 10 points of interest in this area
4.5/5(411 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
Fully refundableReserve now, pay when you stay
The price is £270 per night from 13 Aug to 14 Aug
£270
13 Aug - 14 Aug
includes taxes & fees
8/10 Very Good! (6,791 reviews)
"Bed was comfy, I didn’t eat at the hotel."

Reviewed on 10 Aug 2025

Fontainebleau Miami Beach
Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
270 Biscayne Blvd Way, Miami, FL
Fully refundableReserve now, pay when you stay
The price is £180 per night from 17 Aug to 18 Aug
£180
17 Aug - 18 Aug
includes taxes & fees
8.8/10 Excellent! (1,979 reviews)
"Very Expensive parking Breakfast was very good"

Reviewed on 11 Aug 2025

Kimpton EPIC Hotel by IHG
citizenM Miami Brickell

citizenM Miami Brickell

4 out of 5
11 SE 10th Street, Miami, FL
Fully refundableReserve now, pay when you stay
The price is £96 per night from 10 Sept to 11 Sept
£96
10 Sept - 11 Sept
includes taxes & fees
9/10 Wonderful! (2,718 reviews)
Nice, clean and economical
"Great hotel - make sure to locate parking ahead of time."

Reviewed on 11 Aug 2025

citizenM Miami Brickell
See all 13,121 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
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Westchester travel package cost?
The most affordable Westchester package is £549, so your dream getaway can become a reality — without the high price tag. Combine flights, hotels and car rentals to create a package that's perfect for you.
If I'm not able to travel, can I cancel my Westchester travel package?
It's impossible to predict what the future holds, so it's good to know that you can change or cancel your Westchester travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal to find out more.
How do I get a cheap travel package to Westchester?
Crafting your own Westchester travel package with Expedia is one of the easiest ways to save. We have over 550 partner airlines and 1,000,000 properties all over the world. With such an awesome range to choose from, you'll have no worries putting together your ideal trip.
Does Expedia offer Book Now, Pay Later Westchester holidays?
We certainly do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply click on the payment plan best suited to your needs during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can lock in that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this plan. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Westchester?
A trip to Westchester isn't over until you've seen PortMiami and Vizcaya Museum and Gardens. Look for somewhere to stay as close as possible so you can easily access these awesome tourist attractions.
What are the top hotels in Westchester?
Get your holiday off to a flying start by booking a stay at Hyatt Regency Miami. It's one of most sought-after hotels in Westchester. Another cosy option is Miami International Airport Hotel.
How far in advance should I book my Westchester holiday?
While not all airlines advertise tickets early, you can normally start comparing international flights on Expedia up to a year in advance. This is the time when you'll bag some fantastic bargains. If you've left everything to the last minute, you may still be in luck. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Westchester travel package include?
You can choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can add experiences and activities. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to planning your perfect Westchester trip.
What should I know before booking a Westchester travel package?
A package can be easier on the bank balance than separately booking all you need for your adventure. For example, bundle your flights, hotels and rental cars and save a pretty penny. No matter your holiday plans, you're sure to find a package that's perfect for you.
Can I choose my airline with a Westchester Expedia travel package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply select the carrier you want and create your ideal Westchester escape.

Things to do

Miami: 1-hour Jetcar Rental

Miami: 1-hour Jetcar Rental

£37
per traveller
84% of travellers recommend
Miami: 1-hour Jetcar Rental
Miami Skyline Evening Cruise on Biscayne Bay

Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht

£17
per adult
Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht
Photographing a landmark in Miami

Key West Express Day Trip from Miami

£44
per adult
86% of travellers recommend
Key West Express Day Trip from Miami
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. Flight-inclusive packages are ATOL protected.