Title: Poughkeepsie Vacation Packages & Trips 2026 from CA $658 | Expedia.ca

[Poughkeepsie Travel Guide](https://expedia.ca/Poughkeepsie.dx6056317)[Hotels in Poughkeepsie](https://expedia.ca/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)[Vacation Rentals in Poughkeepsie](https://expedia.ca/Poughkeepsie-Vacation-Rentals.d6056317.Travel-Guide-VacationRentals)[Flights to Poughkeepsie](https://expedia.ca/Cheap-Flights-To-Poughkeepsie.d6056317.Travel-Guide-Flights)[Things to do in Poughkeepsie](https://expedia.ca/Things-To-Do-In-Poughkeepsie.d6056317.Travel-Guide-Activities)[Poughkeepsie Car Rentals](https://expedia.ca/Car-Rentals-In-Poughkeepsie.d6056317.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6056317/b54ae4d1-dcfa-4a46-8a76-6b729e3e9856.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Poughkeepsie Vacation Packages

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

- ##  
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Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
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- ###  
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#### Your Poughkeepsie Vacation

Design your ideal adventure with a Poughkeepsie vacation package tailored to your needs and preferences. Rich history, cultural experiences and spectacular views are just a few of the things that await you in this historic city. Any trip to Poughkeepsie needs a well-designed itinerary. Fill yours with big-name attractions like [Marist College](https://www.expedia.ca/Marist-College-Poughkeepsie.d6158002.Vacation-Attraction), [Vassar College](https://www.expedia.ca/Vassar-College-Poughkeepsie.d6085394.Vacation-Attraction) and [Culinary Institute of America](https://www.expedia.ca/Culinary-Institute-Of-America-Hyde-Park.d6093745.Vacation-Attraction). A couple of clicks is all it takes to create the perfect Poughkeepsie vacation on Expedia.

## Top Poughkeepsie Vacation Deals

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

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hampton Inn & Suites Yonkers

Northwest Yonkers

CA $658

per person

Apr 3 - Apr 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8.2/10 Very Good! (1,621 reviews)

We had a GREAT stay! Huge room with lots of room for everyone. Can’t overemphasize how awesome it is to have a spacious room while visiting NY. Comfy beds. Breakfast choices were good. Eggs weren’t the best but the waffles you can make yourself are always a win. My son has a dairy allergy and the kitchen staff was very helpful in identifying things that had milk so we knew what he could eat .

Reviewed on Jan 16, 2026

![Courtyard by Marriott Newburgh Stewart Airport](https://images.trvl-media.com/lodging/1000000/50000/42700/42673/7494afa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Courtyard by Marriott Newburgh Stewart Airport

CA $675

per person

Mar 15 - Mar 19

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to Newburgh (SWF)

8.2/10 Very Good! (691 reviews)

it was great room and i would go back

Reviewed on Jan 14, 2026

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta White Plains Downtown

CA $902

per person

Mar 15 - Mar 19

found 6 hours ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8.8/10 Excellent! (1,114 reviews)

Clean room ready check in

Reviewed on Jan 25, 2026

![The Armon Stamford Hotel & Conference](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

CA $758

per person

Mar 20 - Mar 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to White Plains (HPN)

7.8/10 Good! (674 reviews)

Breakfast was good, needed just more variety of protein.

Reviewed on Jan 11, 2026

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Royal Regency Hotel

Northwest Yonkers

CA $690

per person

Apr 3 - Apr 5

found 1 day ago

Roundtrip flight included

Toronto (YTO) to White Plains (HPN)

8.4/10 Very Good! (2,359 reviews)

Breakfast was good . Room and areas always clean and staff great is my always option .

Reviewed on Jan 20, 2026

## Where to stay in Poughkeepsie

Find the best Poughkeepsie areas and neighborhoods for the activities you enjoy most. [Learn more about Poughkeepsie](https://expedia.ca/Poughkeepsie.dx6056317)

![view of the mid hudson bridge to poughkeepsie, new york from highland (suspension bridge over river crossing) scenic landmark](https://images.trvl-media.com/place/553248634999249867/f2c24c28-5e70-4413-8013-f4424bebc55d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Crown Heights

 Visitors to Crown Heights enjoy its coffeehouses, and if you want to do some exploring, Hudson River is worth a stop. 

[Find hotel + flight trips in Crown Heights](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Crown%20Heights&DestID=553248634999249867&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)

### Arlington

1 out of top 10 points of interest in this area

 You'll enjoy the coffeehouses and art galleries in Arlington. You might want to make time for a stop at Frances Lehman Loeb Art Center or Vassar Golf Course. 

[Find hotel + flight trips in Arlington](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Arlington&DestID=553248634999048383&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Mid-Hudson Bridge featuring a bay or harbour, tranquil scenes and a sunset](https://images.trvl-media.com/place/6093747/4b1a6750-92e5-4848-a246-4eb589961272.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Poughkeepsie Waterfront

1 out of top 10 points of interest in this area

 You'll enjoy the restaurants and riverfront in Poughkeepsie Waterfront. You might want to make time for a stop at Mid-Hudson Bridge or Walkway Over the Hudson State Historic Park. 

[Find hotel + flight trips in Poughkeepsie Waterfront](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Poughkeepsie%20Waterfront&DestID=6338910&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Poughkeepsie Journal Building - New York](https://images.trvl-media.com/place/944697092109320192/28bf0e70-d274-45f1-b83f-0dad2ad39a5f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Poughkeepsie

2 out of top 10 points of interest in this area

 If you're spending some time in Downtown Poughkeepsie, Bardavon 1869 Opera House and Mid-Hudson Civic Center are top sights worth seeing. 

[Find hotel + flight trips in Downtown Poughkeepsie](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Poughkeepsie&DestID=944697092109320192&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![panoramic view of mid hudson bridge over hudson river valley](https://images.trvl-media.com/place/553248634998900489/43dfaefc-f04f-45b7-bc35-40574f714c7b.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Red Oaks Mill

 The river views, waterfalls, and breweries are just a few things travelers enjoy about Red Oaks Mill. If you want to experience more of the area, check out Locust Grove or Poughkeepsie Galleria. 

[Find hotel + flight trips in Red Oaks Mill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Red%20Oaks%20Mill&DestID=553248634998900489&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Poughkeepsie?

Choose your dates

## Poughkeepsie Hotel Deals

![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 $122

CA $138 total

Feb 8 - Feb 9

includes taxes & fees

8.8/10 Excellent! (1,010 reviews)

Friendly staff and updated & very clean room

Reviewed on Jan 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true&regionId=6056317)

![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Poughkeepsie Convention Center

40 Civic Center Plz Poughkeepsie NY

Fully refundableReserve now, pay when you stay

CA $116

CA $136 total

Feb 24 - Feb 25

includes taxes & fees

8.2/10 Very Good! (1,003 reviews)

Clean

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=14563&PinnedHotelID=14563&HadPinnedHotel=true&regionId=6056317)

![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 $125

CA $145 total

Feb 20 - Feb 21

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Relaxing

Reviewed on Jan 20, 2026

[](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true&regionId=6056317)

[See all 2,490 properties in Poughkeepsie](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&regionId=6056317)

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)

### Discover the most popular places to visit in Poughkeepsie

![Springwood Estate - FDR Home](https://images.trvl-media.com/place/6156532/478bf03e-7c48-4738-a32e-08c4f77cf315.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Eleanor Roosevelt National Historic Site

You can find out about the history of Haviland with a stop at Eleanor Roosevelt National Historic Site. While you're in the area, stroll along the riverfront. 

[](https://expedia.ca/Eleanor-Roosevelt-National-Historic-Site-Poughkeepsie.d6156532.Vacation-Attraction)

### What to do in Poughkeepsie

![Bear Mountain State Park+ BeaconTown 1-Day Tour From NY](https://mediaim.expedia.com/localexpert/50302489/1ceb0837-f410-471c-80a4-908b6cbc0dd2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Bear Mountain State Park+ BeaconTown 1-Day Tour From NY

CA $131

per adult

[](https://expedia.ca/things-to-do/bear-mountain-state-park-beacontown-1-day-tour-from-ny.a50302489.activity-details)

[See all activities in Poughkeepsie](https://expedia.ca/things-to-do/search?rid=6056317)

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- [Car rental Highland ](https://www.expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)

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