Title: Dutchess County Vacations & Trips 2026 from CA $1,441 | Expedia.ca [Dutchess County Hotels](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Hotel-Destinations)[Vacation Rentals in Dutchess County](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Vacation-Rental-Destinations)[Dutchess County Car Rentals](https://expedia.ca/Destinations-In-Dutchess-County.d553248635083914455.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/6159752/b054d1c2-d3e5-4f56-926b-90ee1922d97a.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Dutchess County Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Geo M - ## 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 Dutchess County Vacation Choose a vacation package to Dutchess County and make planning your adventure easy. With the logistics arranged before you leave, you can focus on enjoying every minute in this exciting destination. With so much to see on a trip to Dutchess County, it can be hard to know where to begin. Kick off your journey in [Poughkeepsie](https://www.expedia.ca/Poughkeepsie.d6056317.Destination-Travel-Guides) at Vanderbilt Mansion National Historic Site and Hyde Park Station — two much-loved attractions here. Another great city worthy of a spot on your itinerary is [Pawling](https://www.expedia.ca/Pawling.d6278767.Destination-Travel-Guides). Be sure not to miss Candlewood Lake and Stormville Airport Antique Show & Flea Market. Find some travel buddies and start packing, because your Dutchess County vacation is only clicks away with Expedia. ## Top vacation destinations in Dutchess County ![Poughkeepsie featuring autumn leaves and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/59000/59985-Poughkeepsie.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Poughkeepsie [](https://expedia.ca/Poughkeepsie.d6056317.Destination-Travel-Guides) ![Rhinebeck featuring a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/92000/92721-Rhinebeck.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rhinebeck [](https://expedia.ca/Rhinebeck.d55927.Destination-Travel-Guides) ## Top Dutchess County Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Arthouse Hotel New York City](https://images.trvl-media.com/lodging/1000000/20000/12200/12117/922bba74_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arthouse Hotel New York City Manhattan CA $1,441 per person Mar 14 - Mar 21 found 2 hours ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,678 reviews) Hip boutique hotel with an industrial cozy vibe. Rooms are sumple but have everything you need. The libby bar and cafe are nice. Attached to Serafina restaurant. Great lication overall and parking across the street. Reviewed on Feb 6, 2026 ![1 Hotel Central Park](https://images.trvl-media.com/lodging/10000000/9220000/9215600/9215515/524d3c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Central Park Manhattan CA $2,010 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9/10 Wonderful! (1,001 reviews) Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby. Reviewed on Feb 2, 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 $2,194 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Newark Liberty Intl. Airport (EWR) 9.6/10 Exceptional! (159 reviews) Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping. Reviewed on Jan 3, 2026 ![Fouquet's New York](https://images.trvl-media.com/lodging/89000000/88280000/88270900/88270883/aba7521d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fouquet's New York Manhattan CA $2,853 per person Mar 11 - Mar 16 found 1 day ago Roundtrip flight included Toronto (YTO) to New York (JFK) 9.6/10 Exceptional! (60 reviews) Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time. Reviewed on Oct 10, 2025 ![Hyatt Regency Jersey City on the Hudson](https://images.trvl-media.com/lodging/1000000/890000/880300/880227/6f887cd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Regency Jersey City on the Hudson Downtown Jersey City CA $2,049 per person Apr 26 - May 2 found 1 hour ago Roundtrip flight included Toronto (YYZ) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,565 reviews) We loved to stay here but hotel wifi is too mush slow and some the telephone doesn’t work.all other the staff was so good and nice rooms. Reviewed on Feb 8, 2026 ## Dutchess County 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 $144 CA $162 total Feb 17 - Feb 18 includes taxes & fees 8.8/10 Excellent! (1,008 reviews) Very friendly, kind staff and clean room Reviewed on Feb 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true®ionId=553248635083914455) ![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 $139 CA $163 total Feb 21 - Feb 22 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) Room was clean and comfortable. Staff was so friendly. Would definitely stay here again Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=14563&PinnedHotelID=14563&HadPinnedHotel=true®ionId=553248635083914455) ![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 $122 CA $142 total Feb 20 - Feb 21 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) 👍 Reviewed on Feb 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F02%2F2026&endDate=21%2F02%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true®ionId=553248635083914455) [See all 3,859 properties in Dutchess County](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=553248635083914455) 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 Dutchess County vacation package cost? ### How do I get a cheap travel package to Dutchess County? ### What are the top hotels in Dutchess County? ### How far in advance should I book my Dutchess County vacation? ### What does an Expedia Dutchess County travel package include? ### What should I know before booking a Dutchess County travel package? ### Can I choose my airline with a Dutchess County Expedia vacation package? ### If I'm not able to travel, can I cancel my Dutchess County vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app