Title: Pleasant Valley Holidays 2026 from £722 | 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 £722 ## Book a Hotel + Flight or Car together to unlock savings #### 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. ![Super 8 by Wyndham Newburgh/West Point Near Stewart Airport](https://images.trvl-media.com/lodging/1000000/460000/459800/459793/b66016e5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Super 8 by Wyndham Newburgh/West Point Near Stewart Airport £722 per person 2 May - 5 May found 11 hours ago Return flight included Manchester (MAN) to Newburgh (SWF) 5.4/10 (1,003 reviews) Staffs were extremely kind. Reviewed on 4 Jan 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 £817 per person 2 May - 5 May found 11 hours ago Return flight included Manchester (MAN) to Newburgh (SWF) 8.2/10 Very Good! (712 reviews) I did not like the fact that you advertised a shuttle from the airport, but there was none Reviewed on 28 Mar 2026 ![The Gables of Rhinebeck Inn](https://images.trvl-media.com/lodging/34000000/33370000/33367500/33367430/f271195e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gables of Rhinebeck Inn Rhinebeck Village £1,016 per person 2 May - 5 May found 11 hours ago Return flight included Manchester (MAN) to Newburgh (SWF) 9.2/10 Wonderful! (115 reviews) Bed was very comfortable, lovely huge tub, warm delicious homemade croissants every morning. Kind and helpful proprietors. Reviewed on 29 Oct 2025 ![The Crossroads Hotel, Newburgh](https://images.trvl-media.com/lodging/1000000/20000/14500/14410/464af3b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Crossroads Hotel, Newburgh £763 per person 2 May - 5 May found 11 hours ago Return flight included Manchester (MAN) to Newburgh (SWF) 7/10 Good! (729 reviews) Not too bad a place if you just need to crash & leave early. Comfy beds, a bit outdated though. Even though the rooms were non smoking you could still smell a bit from when you could smoke there in the room & throughout the building. Very spotty WiFi, so if you need to internet to work at all, not ideal. Reviewed on 7 Mar 2026 ![Days Inn by Wyndham Wurtsboro](https://images.trvl-media.com/lodging/1000000/40000/34300/34237/2ebdd972_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Days Inn by Wyndham Wurtsboro £780 per person 2 May - 5 May found 11 hours ago Return flight included Manchester (MAN) to Newburgh (SWF) 7.6/10 Good! (611 reviews) Everything was clean. Reviewed on 20 Mar 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 ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d26fbbb0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Plus Kingston Hotel And Conference Center 503 Washington Ave Kingston NY Fully refundableReserve now, pay when you stay £91 15 Apr - 16 Apr includes taxes & fees 7.6/10 Good! (1,002 reviews) Hotel is very dated 70s, dark, poor lighting everything is dark beige and dark brown, walls doors, carpet. Reviewed on 31 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=6056&PinnedHotelID=6056&HadPinnedHotel=true®ionId=6046250) ![Hampton Inn & Suites Poughkeepsie](https://images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/ee108dad_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Poughkeepsie 2361 South Rd Poughkeepsie NY Fully refundableReserve now, pay when you stay £102 14 Apr - 15 Apr includes taxes & fees 9/10 Wonderful! (1,000 reviews) The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something ... Reviewed on 27 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=1927088&PinnedHotelID=1927088&HadPinnedHotel=true®ionId=6046250) ![Wildflower Farms, Auberge Collection](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wildflower Farms, Auberge Collection 2702 Main St Gardiner NY £999 15 Apr - 16 Apr includes taxes & fees [](https://expedia.co.uk/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=79873064&PinnedHotelID=79873064&HadPinnedHotel=true®ionId=6046250) [See all 1,098 properties in Pleasant Valley](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%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.