Title: Milton Vacation Packages & Trips 2026 from CA $919 | Expedia.ca

[Hotels in Milton](https://expedia.ca/Milton-Hotels.d6288971.Travel-Guide-Hotels)[Vacation Rentals in Milton](https://expedia.ca/Milton-Vacation-Rentals.d6288971.Travel-Guide-VacationRentals)[Flights to Milton](https://expedia.ca/Cheap-Flights-To-Milton.d6288971.Travel-Guide-Flights)[Milton Car Rentals](https://expedia.ca/Car-Rentals-In-Milton.d6288971.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)

# Milton 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 Milton Vacation

The welcoming locals and rich traditions are just the beginning of the things Milton has going for it. Experience the best of this interesting city your way with a personalized Milton vacation package. [Benmarl Vineyards and Winery](https://www.expedia.ca/Benmarl-Vineyards-And-Winery-Marlboro.d553248621532664678.Vacation-Attraction), [Live At The falcon](https://www.expedia.ca/Live-At-The-Falcon-Marlboro.d553248621532664687.Vacation-Attraction) and [Gomez Mill House](https://www.expedia.ca/Gomez-Mill-House-Marlboro.d553248621532664679.Vacation-Attraction) are just a few of the many sights you'll want to check out during your trip to Milton. A couple of quick clicks is all it takes to build your perfect Milton vacation on Expedia.

## Top Milton Vacation Deals

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

![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza New York Times Square

Manhattan

CA $919

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)

9/10 Wonderful! (2,790 reviews)

Room was great. Buffet breakfast was amazing with so many options. Love the fact that a bar and coffee shop are downstairs next to the lobby.

Reviewed on Feb 24, 2026

![Hotel Riu Plaza Manhattan Times Square](https://images.trvl-media.com/lodging/61000000/60680000/60677500/60677495/0bd08347_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Plaza Manhattan Times Square

Manhattan

CA $945

per person

Apr 17 - Apr 20

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)

9.2/10 Wonderful! (3,348 reviews)

The room size was excellent and very clean. The breakfast each day was great and well organised. Perfect location as Times Square is just around the corner. Would definitely stay here again.

Reviewed on Feb 25, 2026

![The Fifth Avenue Hotel](https://images.trvl-media.com/lodging/97000000/96480000/96472700/96472655/d0a5c1e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Fifth Avenue Hotel

Manhattan

CA $2,274

per person

May 14 - May 17

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

9.6/10 Exceptional! (159 reviews)

EVERYTHIING WAS 👌. 6 stars! Thank you Karla and the wonderful team.

Reviewed on Feb 21, 2026

![JW Marriott Essex House New York](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/04695212_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### JW Marriott Essex House New York

Manhattan

CA $1,167

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Newark Liberty Intl. Airport (EWR)

8.8/10 Excellent! (1,001 reviews)

Great location - expensive for your return.

Reviewed on Feb 16, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_6288971)

## Ready to book your vacation to Milton?

Choose your dates

## Milton Hotel Deals

![Buttermilk Falls Inn](https://images.trvl-media.com/lodging/96000000/95420000/95417200/95417155/12599772_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Buttermilk Falls Inn

220 N Rd Milton NY

CA $553

CA $681 total

Mar 11 - Mar 12

includes taxes & fees

9.2/10 Wonderful! (42 reviews)

Management was rude and unprofessional. There were issues with my room (running toilet, broken fireplace) and no attempt was made to rectify the issue. What is advertised on the website is not what the actual experience will be. The worst part was the inability to contact someone in charge because ...

Reviewed on Feb 17, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=95417155&PinnedHotelID=95417155&HadPinnedHotel=true&regionId=6288971)

![Courtyard by Marriott Poughkeepsie](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Courtyard by Marriott Poughkeepsie

2641 South Road/Route 9 Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $144

CA $162 total

Mar 17 - Mar 18

includes taxes & fees

8.8/10 Excellent! (1,018 reviews)

Easy check-in/out. Staff very personable. Clean.

Reviewed on Feb 23, 2026

[](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true&regionId=6288971)

![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton Inn & Suites Poughkeepsie

2361 South Rd Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $128

CA $149 total

Mar 14 - Mar 15

includes taxes & fees

9/10 Wonderful! (1,002 reviews)

All overall good experience. Thank you,

Reviewed on Feb 26, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true&regionId=6288971)

[See all 1,115 properties in Milton](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&regionId=6288971)

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)

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- [Stormville Airport Antique Show & Flea Market ](https://www.expedia.ca/Stormville-Airport-Antique-Show-Flea-Market-Stormville.d553248621532664682.Vacation-Attraction)
- [Trevor Zoo ](https://www.expedia.ca/Trevor-Zoo-Millbrook.d553248621532664783.Vacation-Attraction)
- [Vanderbilt Mansion National Historic Site ](https://www.expedia.ca/Vanderbilt-Mansion-National-Historic-Site-Hyde-Park.d6093743.Vacation-Attraction)
- [West Point Vacations ](https://www.expedia.ca/West-Point.d9700.Destination-Travel-Guides)
- [World's Second Largest Garden Gnome ](https://www.expedia.ca/Worlds-Second-Largest-Garden-Gnome-Kerhonkson.d553248621555565639.Vacation-Attraction)

- [Car rental Poughkeepsie ](https://www.expedia.ca/Car-Rentals-In-Poughkeepsie.d6056317.Car-Rental-Guide)
- [Hertz Rental Cars in Poughkeepsie ](https://www.expedia.ca/Hertz-Car-Rentals-In-Poughkeepsie.d6056317-c40.Car-Rental-Guide-Suppliers)
- [Rent A Wreck Rental Cars in Poughkeepsie ](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Poughkeepsie.d6056317-c33.Car-Rental-Guide-Suppliers)

- [Things to do in Poughkeepsie ](https://www.expedia.ca/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)

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

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