Title:  Westchester Vacation Packages & Trips 2025 from $372 | Expedia.ca

  

[Hotels in Westchester](https://expedia.ca/Westchester-Miami-Hotels.0-n553248635975847513-0.Travel-Guide-Filter-Hotels)[Flights to Miami](https://expedia.ca/Cheap-Flights-To-Miami.d178286.Travel-Guide-Flights)[Things to do in Miami](https://expedia.ca/Things-To-Do-In-Miami.d178286.Travel-Guide-Activities)[Westchester Car Rentals](https://expedia.ca/Car-Rentals-In-Westchester.d553248635975847513.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Westchester Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
    Plan, book, travel with confidence
    

### 

Better together

Save up to CA $1,096 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

#### Your Westchester Vacation

The easiest way to experience this interesting city is with a custom-made Westchester vacation package. Stay in the neighborhood 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](https://www.expedia.ca/University-Of-Miami-Miami.d501784.Vacation-Attraction), [Dadeland Mall](https://www.expedia.ca/Dadeland-Mall-Kendall.d6127764.Vacation-Attraction) and [Miracle Mile](https://www.expedia.ca/Miracle-Mile-Coral-Gables-Section.d6127766.Vacation-Attraction), some of the things you should see during your trip to Westchester. Check out Expedia's extensive range of travel options and start organizing your dream vacation to Westchester today.

## Top Holiday Package Deals in Westchester

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

![Park Central South Beach](https://images.trvl-media.com/lodging/1000000/10000/1200/1168/280efeed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Central South Beach

South Beach

CA $709

per person

Nov 10 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

8.6/10 Excellent! (116 reviews)

It took like 45 minutes to get my car back from the valet people which was really annoying.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-15/?FromAirport=DTW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1168&paandie=true&dealMarker=RNUtusT_53FWpfHsM_TBG0KVT4MalsrzAvPjCGLxq17XH8vE4PUH92WyyC2x0ndM)

![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/dffb9d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

CA $10,049

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8/10 Very Good! (1 review)

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-18/?FromAirport=DTW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=12316590&paandie=true&dealMarker=jRLnAqJiSJIRWGU50-AhCcJOaxog-FYYevzsC6qpOsOT5j_Z3WFfjyh29cHASo8d)

![Pelican Grand Beach Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/50000/49900/49851/12ee1484_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pelican Grand Beach Resort - A Noble House Resort

East Fort Lauderdale

CA $1,131

per person

Dec 7 - Dec 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8.8/10 Excellent! (1,238 reviews)

Wonderful experience

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=DTW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=49851&paandie=true&dealMarker=1NkffLDKcu0Q2tk-aq8FmBFC1So8h21dLwKlQ_RM90aiDU1ZeMvt7gXYQCUnCqHJ)

![B Ocean Resort Fort Lauderdale Beach](https://images.trvl-media.com/lodging/1000000/10000/5500/5404/10668662_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### B Ocean Resort Fort Lauderdale Beach

East Fort Lauderdale

CA $829

per person

Dec 7 - Dec 14

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

7.6/10 Good! (3,108 reviews)

Hotels, awesome beautiful. Valet sucks and way overpriced.

Reviewed on Sep 19, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=DTW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5404&paandie=true&dealMarker=1NkffLDKcu0Q2tk-aq8FmB4i9kYyDjOvuTHMln7v-b3JtvFa0MQtw9lKljn9EXgt)

![Nobu Hotel Miami Beach](https://images.trvl-media.com/lodging/17000000/16260000/16256600/16256597/06483b1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nobu Hotel Miami Beach

Mid Beach

CA $900

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

8.6/10 Excellent! (1,234 reviews)

10/10 absolutely love this property

Reviewed on Sep 19, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-17/?FromAirport=DTW&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16256597&paandie=true&dealMarker=gvAVChiN_czkimHKYYg8Jl5SmQXlFe0nW_WNZ_VYu1sttXNBlqlXIIbmZe2PFv6Y)

## Where to stay in Westchester

Find the best Westchester areas and neighborhoods for the activities you enjoy most. [Learn more about Westchester](https://expedia.ca/Miami-Westchester.dx553248635975847513)

![South Beach showing landscape views, swimming and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22681-South-Beach.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### South Beach

2 out of top 10 points of interest in this area

4.5/5(1,171 area reviews)

Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.

[Find hotel + flight trips in South Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20Beach&DestID=6138745&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339657-Downtown-Miami.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Miami

2 out of top 10 points of interest in this area

4/5(331 area reviews)

An urban city center with a rich cultural scene, Downtown Miami offers shopping at Flagler Street, Bayside Marketplace, and Mary Brickell Village. Explore Pérez Art Museum Miami, Miami Children's Museum, and enjoy the pedestrian-friendly area with extensive public transit options.

[Find hotel + flight trips in Downtown Miami](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Miami&DestID=800070&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://mediaim.expedia.com/destination/1/88732f873c91826fc05821d70bfb538b.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Brickell

4/5(8 area reviews)

A dense, high-rise residential area with upscale condos, Brickell boasts popular Miami restaurants, shops, and art galleries. Explore Mary Brickell Village or catch the Metromover for easy transportation.

[Find hotel + flight trips in Brickell](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Brickell&DestID=6240961&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Doral

A noteworthy feature of Doral is its popular shops. While you're in town, be sure to stop and check out CityPlace Doral and Miami International Mall.

[Find hotel + flight trips in Doral](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Doral&DestID=6060126&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/21000/21372-South-Beach.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Flamingo/Lummus

If you're spending some time in Flamingo/Lummus, Collins Avenue Shopping Area and Espanola Way and Washington Avenue are top sights worth seeing.

[Find hotel + flight trips in Flamingo/Lummus](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Flamingo/Lummus&DestID=553248635975724424&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Westchester Hotel Deals

![Fontainebleau Miami Beach](https://images.trvl-media.com/lodging/2000000/1200000/1190600/1190549/4c5e4651_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fontainebleau Miami Beach

4441 Collins Avenue, Miami Beach, FL

CA $421

CA $563 total

Sep 21 - Sep 22

includes taxes & fees

8/10 Very Good! (7,091 reviews)

"I really liked it there."

Reviewed on Sep 16, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=1190549&PinnedHotelID=1190549&HadPinnedHotel=true&regionId=553248635975847513)

![Hyatt Regency Miami](https://images.trvl-media.com/lodging/1000000/10000/1100/1068/7a2ee36e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Regency Miami

400 Se 2nd Ave, Miami, FL

Fully refundableReserve now, pay when you stay

CA $186

CA $210 total

Sep 23 - Sep 24

includes taxes & fees

8.6/10 Excellent! (2,003 reviews)

"Everyone was so nice and the VIP concierge ladies were extremely helpful and got us to our cruise port and pick us up… they were amazing!"

Reviewed on Sep 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F09%2F2025&endDate=24%2F09%2F2025&selected=1068&PinnedHotelID=1068&HadPinnedHotel=true&regionId=553248635975847513)

![citizenM Miami Worldcenter](https://images.trvl-media.com/lodging/71000000/70970000/70961000/70960921/3d377e4d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

citizenM Miami Worldcenter

700 NE 2ND AVENUE, Miami, FL

Fully refundableReserve now, pay when you stay

CA $123

CA $139 total

Sep 21 - Sep 22

includes taxes & fees

9.2/10 Wonderful! (5,229 reviews)

"The room was a little on the compact side but a great location for the bayside harbour area before a cruise"

Reviewed on Sep 19, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&selected=70960921&PinnedHotelID=70960921&HadPinnedHotel=true&regionId=553248635975847513)

[See all 12,528 properties in Westchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=21%2F09%2F2025&endDate=22%2F09%2F2025&regionId=553248635975847513)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Westchester vacation package cost?

> Live it up in Westchester from as low as CA $709. 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 vacation 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 vacation 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](https://www.expedia.ca/Miami-Hotels-Modern-New-11-Beautiful.h61502327.Hotel-Information) and [Modern And New, Excellent Location Miami 2](https://www.expedia.ca/Miami-Hotels-21-MODERN-NEW-Beautiful.h63330936.Hotel-Information) 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 vacation?

> 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 vacation 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 vacation package?

> Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Westchester vacation 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](https://www.expedia.ca/service/?langid=4105). We'll help you every step of the way.

### Things to do

![Miami: 1-hour Jetcar Rental](https://mediaim.expedia.com/localexpert/47902524/9112c1d7-3216-4e5b-9537-19d16415e57a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Miami: 1-hour Jetcar Rental

CA $69

per traveller

[](https://expedia.ca/things-to-do/miami-1-hour-jetcar-rental.a47902524.activity-details)

![Miami Skyline Evening Cruise on Biscayne Bay ](https://mediaim.expedia.com/localexpert/3923918/02bb221c-aab3-4277-863c-c6c4202db22a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Miami Skyline Evening Cruise of Biscayne Bay on luxury yacht

CA $36

per adult

[](https://expedia.ca/things-to-do/miami-skyline-evening-cruise-of-biscayne-bay-on-luxury-yacht.a3923918.activity-details)

![Official Miami Millionaires Sightseeing Cruise](https://mediaim.expedia.com/localexpert/47651805/d837c9c9-7509-4573-ae41-ee7d70f5d5f3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Official Miami Millionaires Sightseeing Cruise

CA $25

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/official-miami-millionaires-sightseeing-cruise.a47651805.activity-details)

[See all activities in Miami](https://expedia.ca/things-to-do/search?rid=553248635975847513)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.