Title: Pleasant Valley Holidays 2026 from £719 | Expedia.co.uk [Hotels in Pleasant Valley](https://expedia.co.uk/Pleasant-Valley-Hotels.d6046250.Travel-Guide-Hotels)[Holiday Rentals in Pleasant Valley](https://expedia.co.uk/Pleasant-Valley-Holiday-Rentals.d6046250.Travel-Guide-HolidayRentals)[Things to do in Pleasant Valley](https://expedia.co.uk/Things-To-Do-In-Pleasant-Valley.d6046250.Travel-Guide-Activities)[Pleasant Valley Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pleasant-Valley.d6046250.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6046250/2171ebd9-dd8f-4602-b20a-452a2bb91ee1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pleasant Valley Holidays from £719 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected #### Your Pleasant Valley Holiday The hassle-free way to experience this interesting city is with a tailor-made Pleasant Valley holiday package. Stay in the neighbourhood of Poughkeepsie Waterfront, which is great for families, history and culture or choose someplace else — our packages are all about you. If your trip to Pleasant Valley includes some sightseeing, visit renowned attractions like [Marist College](https://www.expedia.co.uk/Marist-College-Poughkeepsie.d6158002.Attraction), [Vassar College](https://www.expedia.co.uk/Vassar-College-Poughkeepsie.d6085394.Attraction) and [Culinary Institute of America](https://www.expedia.co.uk/Culinary-Institute-Of-America-Hyde-Park.d6093745.Attraction). Whatever your travel plans or the size of your budget, putting together the ultimate tailored Pleasant Valley holiday is easy with Expedia. ## Top Pleasant Valley Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen £719 per person 14 Apr - 18 Apr just found Return direct flight included London (LHR) to Newburgh (SWF) 9.4/10 Exceptional! (906 reviews) Hot breakfast was a little too late. I missed it the day I needed it before a flight. I waited 20 minutes but had to give up and leave. Coffee was fresh and hot daily and there were a couple of fresh fruit options. Reviewed on 15 Jan 2026 ![Sleep Inn & Suites Monroe - Woodbury](https://images.trvl-media.com/lodging/21000000/20600000/20597600/20597588/0db56af9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleep Inn & Suites Monroe - Woodbury £828 per person 20 Mar - 26 Mar found 12 hours ago Return direct flight included Glasgow (GLA) to Newburgh (SWF) 9.4/10 Exceptional! (1,004 reviews) We had a very nice stay. The room was so clean. The staff was Reviewed on 2 Feb 2026 ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](https://images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point £760 per person 20 Mar - 26 Mar found 12 hours ago Return direct flight included Glasgow (GLA) to Newburgh (SWF) 8.4/10 Very Good! (1,002 reviews) VERY CLEAN FRIENDLY STAFF!!!! Reviewed on 27 Jan 2026 ## Pleasant Valley Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Stewart Intl. Airport (SWF) | | Population | 1,150 | | Max Temp Winter | 2ºC | | Max Temp Summer | 27ºC | | Top Sights | [Millbrook Vineyards and Winery](https://www.expedia.co.uk/Millbrook-Vineyards-And-Winery-Millbrook.d6258674.Attraction), [Wings Castle](https://www.expedia.co.uk/Wings-Castle-Millbrook.d553248621532664779.Attraction) and [Chance Theatre](https://www.expedia.co.uk/Chance-Theater-Poughkeepsie.d6258665.Attraction) | ## Top hotels in Pleasant Valley ![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 £87 18 Feb - 19 Feb includes taxes & fees 8.8/10 Excellent! (1,006 reviews) Room was missing cups for coffee maker, had to go chase some down, but otherwise room was clean and comfortable. Tried to call hotel directly to say I’d. be arriving late and the automated reservation robots kept rerouting me to centralized system. Eventually got to talk to an actual human at the ... Reviewed on 31 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=5910&PinnedHotelID=5910&HadPinnedHotel=true®ionId=6046250) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residence Inn by Marriott Kingston 800 Frank Sottile Boulevard Kingston NY Fully refundableReserve now, pay when you stay £101 1 Mar - 2 Mar includes taxes & fees 8.8/10 Excellent! (834 reviews) Have stayed here many times. they have done a really good job of keeping the property up to date. Very nice people. Reviewed on 25 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=15715238&PinnedHotelID=15715238&HadPinnedHotel=true®ionId=6046250) ![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 £84 1 Mar - 2 Mar includes taxes & fees 8.4/10 Very Good! (1,001 reviews) Room was clean and comfortable. Staff was so friendly. Would definitely stay here again Reviewed on 29 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=14563&PinnedHotelID=14563&HadPinnedHotel=true®ionId=6046250) [See all 1,114 properties in Pleasant Valley](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=6046250) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia \* 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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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