Title: Middletown Holidays 2025 from £649 | Expedia.co.uk [Hotels in Middletown](https://expedia.co.uk/Middletown-Hotels.d8864.Travel-Guide-Hotels)[Holiday Rentals in Middletown](https://expedia.co.uk/Middletown-Holiday-Rentals.d8864.Travel-Guide-HolidayRentals)[Middletown Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Middletown.d8864.Car-Hire-Guide) ![](https://images.trvl-media.com/place/8005/8b2c54c4-af30-4521-9b56-3bdf0a8d1a15.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middletown Holidays from £649 ## Book a Hotel + Flight or Car together to unlock savings Photo by Vincent Ramundo - ## 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 Middletown Holiday Our Middletown holiday packages allow you to create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this fabulous city. [Orange County Fair Speedway](https://www.expedia.co.uk/Orange-County-Fair-Speedway-Middletown.d6182288.Attraction), [Galleria at Crystal Run](https://www.expedia.co.uk/Galleria-At-Crystal-Run-Middletown.d6225666.Attraction) and [Orange County Fairgrounds](https://www.expedia.co.uk/Orange-County-Fairgrounds-Middletown.d6225664.Attraction) are just a few of the many sights you'll want to see during your trip to Middletown. Your ultimate Middletown holiday is just clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style. ## Top Middletown Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![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 £649 per person 25 Jan - 30 Jan found 21 hours ago Return direct flight included Manchester (MAN) to Newburgh (SWF) 8.2/10 Very Good! (685 reviews) Great location and it felt pretty safe overall. The only downside was that the room didn’t have proper humidity ventilation, and the hallway AC made it cold, so we had to use the heater to balance the temperature. Other than that, the staff was super friendly, and the property was very well maintained. Reviewed on 30 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-25/2026-01-30/?FromAirport=MAN&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=42673&paandie=true&dealMarker=7kC3jKf3y2dsElbYQrze4GQ_SlDIHaGwHfjPGA8QVsPvXW_P8V1O7FMftoAwDy3T) ![Hampton Inn & Suites Newburgh Stewart Airport](https://images.trvl-media.com/lodging/18000000/17270000/17262200/17262186/3df08b3c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Newburgh Stewart Airport £687 per person 19 Jan - 24 Jan found 1 day ago Return flight included Manchester (MAN) to Newburgh (SWF) 9.2/10 Wonderful! (953 reviews) The hotel is very clean and updated. Reviewed on 8 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-19/2026-01-24/?FromAirport=MAN&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17262186&paandie=true&dealMarker=V0g0QMdJBZkQRfZcj4bxcTQEa2cwajI3jZkyzLqX1eu6E5PxMrnut3UbEVzAHQcl) ![Homewood Suites Stewart Airport](https://images.trvl-media.com/lodging/2000000/1770000/1764800/1764709/771d3275_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Homewood Suites Stewart Airport £685 per person 19 Jan - 24 Jan found 1 day ago Return flight included Manchester (MAN) to Newburgh (SWF) 9.2/10 Wonderful! (1,004 reviews) I was pleasantly surprised at how convenient the hotel was and would definitely stay here again. I really liked that there was a living room area as well as a bedroom area divided by a door and I was able to keep my cat in the living room area, which gave her space to move around. Honestly, the only cons where that the bed was a bit hard and the pillow was pretty flat other than that everything was pretty good including the water pressure. Reviewed on 24 Oct 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-19/2026-01-24/?FromAirport=MAN&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1764709&paandie=true&dealMarker=V0g0QMdJBZkQRfZcj4bxcTQEa2cwajI3jZkyzLqX1et_kYb4kOXowrCTk5YfaU3r) ![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 £867 per person 26 Dec - 30 Dec found 3 hours ago Return direct flight included London (LHR) to Newburgh (SWF) 8.4/10 Very Good! (1,014 reviews) Very nice front desk people Reviewed on 7 Nov 2025 [](https://expedia.co.uk/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=LHR&Destination=SWF&NumRoom=1&NumAdult=2&NumChild=0&hotelId=875625&paandie=true&dealMarker=USkI3_A5DyJoxCSYYe7rxUZxc7_RfJbJfEttfRG4CZ7YTxz7m79z6HBCfZZjRNb-) ## Middletown Essential Information | Language | English | | --- | --- | | Currency | U.S dollars | | Closest Airport | Stewart Intl. Airport (SWF) | | Population | 27,800 | | Max Temp Winter | 2ºC | | Max Temp Summer | 27ºC | | Top Sights | [Warwick Valley Winery and Distillery](https://www.expedia.co.uk/Warwick-Valley-Winery-And-Distillery-Warwick.d6087223.Attraction), [Castle Fun Centre](https://www.expedia.co.uk/Castle-Fun-Center-Chester.d6209270.Attraction) and [Harness Racing Museum and Hall of Fame](https://www.expedia.co.uk/Harness-Racing-Museum-And-Hall-Of-Fame-Goshen.d6225670.Attraction) | ## Top hotels in Middletown ![Sleep Inn & Suites Middletown - Goshen](https://images.trvl-media.com/lodging/17000000/16710000/16700200/16700177/1b0779e7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sleep Inn & Suites Middletown - Goshen 3491 Route 6, Middletown, NY Fully refundable £91 1 Dec - 2 Dec includes taxes & fees 8.4/10 Very Good! (1,007 reviews) This was the best hotel stay I have had in a while. I booked based of reviews and the proximity to Legoland and it did not disappoint. Service was impeccable, everytime I ran into someone from the desk they checked in with me on my stay. The pool was heated and the breakfast was unmatched! Breakfast ... Reviewed on 2 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F12%2F2025&endDate=02%2F12%2F2025&selected=16700177&PinnedHotelID=16700177&HadPinnedHotel=true®ionId=8864) ![La Quinta Inn & Suites by Wyndham Middletown-Goshen](https://images.trvl-media.com/lodging/1000000/10000/4100/4098/77a42b8a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Middletown-Goshen 551 Route 211 E, Middletown, NY Fully refundableReserve now, pay when you stay £101 3 Dec - 4 Dec includes taxes & fees 9.2/10 Wonderful! (890 reviews) Nicest hotel we had on our trip. Clean ,good breakfast, newly renovated Reviewed on 5 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=4098&PinnedHotelID=4098&HadPinnedHotel=true®ionId=8864) ![Courtyard by Marriott Middletown Goshen](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Middletown Goshen 24 Crystal Run Xing, Middletown, NY Fully refundableReserve now, pay when you stay £79 3 Dec - 4 Dec includes taxes & fees 8.4/10 Very Good! (1,015 reviews) Clean nice hotel in a very cute area with restaurants in walking distance away Reviewed on 5 Nov 2025 [](https://expedia.co.uk/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=921424&PinnedHotelID=921424&HadPinnedHotel=true®ionId=8864) [See all 1,456 properties in Middletown](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F11%2F2025&endDate=10%2F11%2F2025®ionId=8864) 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) ### What to do in Middletown ![BEST LEGOLAND New York 1-Day Tour from New York](https://mediaim.expedia.com/localexpert/44739327/c4e40aff-289c-46ae-a739-4a29ebf1ebed.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### BEST LEGOLAND New York 1-Day Tour from New York £137 per adult [](https://expedia.co.uk/things-to-do/best-legoland-new-york-1-day-tour-from-new-york.a44739327.activity-details) [See all activities in Middletown](https://expedia.co.uk/things-to-do/search?rid=8864) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes ### Accommodation - [Bellvale Hotels](https://www.expedia.co.uk/Bellvale-Hotels.d3000350681.Travel-Guide-Hotels) - [Blooming Grove Hotels](https://www.expedia.co.uk/Blooming-Grove-Hotels.d3000448042.Travel-Guide-Hotels) - [Bloomingburg Hotels](https://www.expedia.co.uk/Bloomingburg-Hotels.d3000448043.Travel-Guide-Hotels) - [Hotels near Brotherhood Winery](https://www.expedia.co.uk/Brotherhood-Winery-Hotels.0-l6171741-0.Travel-Guide-Filter-Hotels) - [Bullville Hotels](https://www.expedia.co.uk/Bullville-Hotels.d3000350713.Travel-Guide-Hotels) - [Campbell Hall Hotels](https://www.expedia.co.uk/Campbell-Hall-Hotels.d6338665.Travel-Guide-Hotels) - [Cabin Rentals in Chester](https://www.expedia.co.uk/Chester-Cabins.d6046665-aaCabins.Travel-Guide-Accommodation) - [Hotels with Entertainment in Chester](https://www.expedia.co.uk/Chester-Hotels-Hotel-With-Entertainment.0-0-d6046665-thotelwithentertainment.Travel-Guide-Filter-Hotels) - [Chester Hotels](https://www.expedia.co.uk/Chester-Hotels.d6046665.Travel-Guide-Hotels) - 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[Kerhonkson Holidays](https://www.expedia.co.uk/Kerhonkson.d183688.Holidays-City-Breaks) - [Legoland® New York](https://www.expedia.co.uk/LEGOLAND-New-York-Goshen.d553248635997928006.Attraction) - [Visit Monroe](https://www.expedia.co.uk/Monroe.dx6171715) - [Visit Montgomery](https://www.expedia.co.uk/Montgomery.dx8728) - [Monticello Holidays](https://www.expedia.co.uk/Monticello.d6055784.Holidays-City-Breaks) - [Motorcyclepedia Museum](https://www.expedia.co.uk/Motorcyclepedia-Museum-Newburgh.d553248621532664656.Attraction) - [Visit New Hampton](https://www.expedia.co.uk/New-Hampton.dx177852) - [New Windsor Holidays](https://www.expedia.co.uk/New-Windsor.d10021.Holidays-City-Breaks) - [New York Military Academy](https://www.expedia.co.uk/New-York-Military-Academy-Cornwall.d6182285.Attraction) - [New York Holidays](https://www.expedia.co.uk/New-York.d178293.Holidays-City-Breaks) - [Newburgh Holidays](https://www.expedia.co.uk/Newburgh.d6023343.Holidays-City-Breaks) - [Visit Otisville](https://www.expedia.co.uk/Otisville.dx3000449366) - [Visit Pine Bush](https://www.expedia.co.uk/Pine-Bush.dx183706) - [Rock Hill Holidays](https://www.expedia.co.uk/Rock-Hill.d152288.Holidays-City-Breaks) - [Sam's Point Preserve](https://www.expedia.co.uk/Sams-Point-Preserve-Cragsmoor.d553248621532664620.Attraction) - [Slate Hill Holidays](https://www.expedia.co.uk/Slate-Hill.d6325187.Holidays-City-Breaks) - [Visit Slate Hill](https://www.expedia.co.uk/Slate-Hill.dx6325187) - [South Fallsburg Hebrew Association Synagogue](https://www.expedia.co.uk/South-Fallsburg-Hebrew-Association-Synagogue-South-Fallsburg.d553248621558012069.Attraction) - [Sterling Forest State Park](https://www.expedia.co.uk/Sterling-Forest-State-Park-New-York.d6093765.Attraction) - [Sugar Loaf Holidays](https://www.expedia.co.uk/Sugar-Loaf.d6171726.Holidays-City-Breaks) - [Walden Holidays](https://www.expedia.co.uk/Walden.d6361117.Holidays-City-Breaks) - [Walker Valley Holidays](https://www.expedia.co.uk/Walker-Valley.d183730.Holidays-City-Breaks) - [Warwick Holidays](https://www.expedia.co.uk/Warwick.d6053474.Holidays-City-Breaks) - [Visit Warwick](https://www.expedia.co.uk/Warwick.dx6053474) - [Woodbury Common Premium Outlets](https://www.expedia.co.uk/Woodbury-Common-Premium-Outlets-Central-Valley.d6127054.Attraction) - [World Headquarters of Jehovah's Witnesses](https://www.expedia.co.uk/World-Headquarters-Of-Jehovahs-Witnesses-Tuxedo-Park.d621368178940952576.Attraction) - [Visit Yankee Lake](https://www.expedia.co.uk/Yankee-Lake.dx553248635975868809) ### Cars - [Car hire Florida](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Florida.d553248634999145056.Car-Hire-Guide) - [Car hire Monroe](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Monroe.d6171715.Car-Hire-Guide) - [Rental cars Orange County airport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Orange-County.d6030039.Car-Hire-Guide) - [Car hire Pine Bush](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Pine-Bush.d183706.Car-Hire-Guide) ### Holiday Homes - [Pine Bush Holiday Rentals](https://www.expedia.co.uk/Pine-Bush-Holiday-Rentals.d183706.Travel-Guide-HolidayRentals) - [Washingtonville Holiday Rentals](https://www.expedia.co.uk/Washingtonville-Holiday-Rentals.d6171701.Travel-Guide-HolidayRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)