Title: Middletown Holidays 2026 | 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 ## 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. ## 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 18 Jan - 19 Jan 2026 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) Everything was just fine, except our check in process. It seems that our reservation was given to someone else and then they could not find ours. It took about 20-30 mins to figure it out, but we finally got a room. The front desk person was very kind and tried to work out the issue. We presented ... Reviewed on 19 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=16700177&PinnedHotelID=16700177&HadPinnedHotel=true®ionId=8864) ![Hampton Inn by Hilton Middletown](https://images.trvl-media.com/lodging/1000000/290000/282000/281932/8c9a3fbd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn by Hilton Middletown 20 Crystal Run Crossing Middletown NY Fully refundableReserve now, pay when you stay £70 4 Jan - 5 Jan 2026 includes taxes & fees 8.4/10 Very Good! (1,007 reviews) Room was not vacuumed, especially the bathroom area, several hairs were on the toilet and floor. Reviewed on 22 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=281932&PinnedHotelID=281932&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 £85 11 Jan - 12 Jan 2026 includes taxes & fees 8.4/10 Very Good! (1,004 reviews) Hotel was clean and in good condition. Convenient location. On;y provided one regular and one decaf coffee pouch even though two people in room. Did not have staff in breakfast area to take order. Had to have front desk call out to public area. Annoying to have to wait for person to take order at ... Reviewed on 21 Dec 2025 [](https://expedia.co.uk/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=921424&PinnedHotelID=921424&HadPinnedHotel=true®ionId=8864) [See all 1,481 properties in Middletown](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F12%2F2025&endDate=27%2F12%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) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - [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) - [Cuddebackville Hotels ](https://www.expedia.co.uk/Cuddebackville-Hotels.d3000448273.Travel-Guide-Hotels) - [Orange County Hotels ](https://www.expedia.co.uk/Destinations-In-Orange-County.d553248635083901431.Hotel-Destinations) - [Town of Crawford Hotels ](https://www.expedia.co.uk/Destinations-In-Town-Of-Crawford.d553248635976002380.Hotel-Destinations) - [Florida Hotels ](https://www.expedia.co.uk/Florida-Hotels.d553248634999145056.Travel-Guide-Hotels) - [Hotels near Galleria at Crystal Run ](https://www.expedia.co.uk/Galleria-At-Crystal-Run-Hotels.0-l6225666-0.Travel-Guide-Filter-Hotels) - [Godeffroy Hotels ](https://www.expedia.co.uk/Godeffroy-Hotels.d3000350896.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Goshen ](https://www.expedia.co.uk/Goshen-Hotels-Gay-Friendly-Hotel.0-0-d8005-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Goshen Hotels ](https://www.expedia.co.uk/Goshen-Hotels.d8005.Travel-Guide-Hotels) - [Howells Hotels ](https://www.expedia.co.uk/Howells-Hotels.d3000350946.Travel-Guide-Hotels) - [Hotels near LEGOLAND® New York ](https://www.expedia.co.uk/LEGOLAND-New-York-Hotels.0-l553248635997928006-0.Travel-Guide-Filter-Hotels) - [Maybrook Hotels ](https://www.expedia.co.uk/Maybrook-Hotels.d10173.Travel-Guide-Hotels) - [Mechanicstown Hotels ](https://www.expedia.co.uk/Mechanicstown-Hotels.d553248634999219206.Travel-Guide-Hotels) - [Monroe Hotels ](https://www.expedia.co.uk/Monroe-Hotels.d6171715.Travel-Guide-Hotels) - [Montgomery Hotels ](https://www.expedia.co.uk/Montgomery-Hotels.d8728.Travel-Guide-Hotels) - [New Hampton Hotels ](https://www.expedia.co.uk/New-Hampton-Hotels.d177852.Travel-Guide-Hotels) - [New York Hotels ](https://www.expedia.co.uk/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Pine Bush Hotels ](https://www.expedia.co.uk/Pine-Bush-Hotels.d183706.Travel-Guide-Hotels) - [Port Jervis Hotels ](https://www.expedia.co.uk/Port-Jervis-Hotels.d9382.Travel-Guide-Hotels) - [Rock Tavern Hotels ](https://www.expedia.co.uk/Rock-Tavern-Hotels.d3000351202.Travel-Guide-Hotels) - [Sugar Loaf Hotels ](https://www.expedia.co.uk/Sugar-Loaf-Hotels.d6171726.Travel-Guide-Hotels) - [Hotels near The Rock Sports Complex ](https://www.expedia.co.uk/The-Rock-Sports-Complex-Hotels.0-l553248624556330411-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Walden ](https://www.expedia.co.uk/Walden-Hotels-Gay-Friendly-Hotel.0-0-d6361117-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Walden Hotels ](https://www.expedia.co.uk/Walden-Hotels.d6361117.Travel-Guide-Hotels) - [Walker Valley Hotels ](https://www.expedia.co.uk/Walker-Valley-Hotels.d183730.Travel-Guide-Hotels) - [B&B in Warwick ](https://www.expedia.co.uk/Warwick-Bed-And-Breakfasts.d6053474-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Sports Hotels in Warwick ](https://www.expedia.co.uk/Warwick-Hotels-Adventure-Sport-Hotel.0-0-d6053474-tAdventureSportHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Warwick ](https://www.expedia.co.uk/Warwick-Hotels-Gay-Friendly-Hotel.0-0-d6053474-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Warwick Hotels ](https://www.expedia.co.uk/Warwick-Hotels.d6053474.Travel-Guide-Hotels) - [Washingtonville Hotels ](https://www.expedia.co.uk/Washingtonville-Hotels.d6171701.Travel-Guide-Hotels) - [Westtown Hotels ](https://www.expedia.co.uk/Westtown-Hotels.d553248635975871783.Travel-Guide-Hotels) - [Wurtsboro Hotels ](https://www.expedia.co.uk/Wurtsboro-Hotels.d12107.Travel-Guide-Hotels) - [Flights to New York ](https://www.expedia.co.uk/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights to Otisville ](https://www.expedia.co.uk/Cheap-Flights-To-Otisville.d3000449366.Travel-Guide-Flights) - [Flights to Warwick ](https://www.expedia.co.uk/Cheap-Flights-To-Warwick.d6053474.Travel-Guide-Flights) - [Flights from Maybrook ](https://www.expedia.co.uk/lp/flights/10173/flights-from-maybrook) - [Flights from Pine Island ](https://www.expedia.co.uk/lp/flights/181397/flights-from-pine-island) - [Flights from Bullville ](https://www.expedia.co.uk/lp/flights/3000350713/flights-from-bullville) - [Flights from Rock Tavern ](https://www.expedia.co.uk/lp/flights/3000351202/flights-from-rock-tavern) - [Flights from Unionville ](https://www.expedia.co.uk/lp/flights/553248634998689600/flights-from-unionville) - [Flights from Warwick ](https://www.expedia.co.uk/lp/flights/6053474/flights-from-warwick) - [Flights from Slate Hill ](https://www.expedia.co.uk/lp/flights/6325187/flights-from-slate-hill) - [Flights from Walden ](https://www.expedia.co.uk/lp/flights/6361117/flights-from-walden) - [Flights from Washington (IAD) to Montgomery (MGJ) ](https://www.expedia.co.uk/lp/flights/iad/mgj/washington-to-montgomery) - [Flights from New York (JFK) to Montgomery (MGJ) ](https://www.expedia.co.uk/lp/flights/jfk/mgj/new-york-to-montgomery) - [Flights from New York (NYC) to Montgomery (MGJ) ](https://www.expedia.co.uk/lp/flights/nyc/mgj/new-york-to-montgomery) - [Beacon Holidays ](https://www.expedia.co.uk/Beacon.d6173904.Holidays-City-Breaks) - [Bear Mountain Holidays ](https://www.expedia.co.uk/Bear-Mountain.d183639.Holidays-City-Breaks) - [Visit Blooming Grove ](https://www.expedia.co.uk/Blooming-Grove.dx3000448042) - [Brotherhood Winery ](https://www.expedia.co.uk/Brotherhood-Winery-Washingtonville.d6171741.Attraction) - [Chadwick Lake Park ](https://www.expedia.co.uk/Chadwick-Lake-Park-Newburgh.d553248621558786480.Attraction) - [Cornwall Holidays ](https://www.expedia.co.uk/Cornwall.d6052301.Holidays-City-Breaks) - [David Crawford House ](https://www.expedia.co.uk/David-Crawford-House-Newburgh.d553248621558786489.Attraction) - [Gardiner Holidays ](https://www.expedia.co.uk/Gardiner.d6046703.Holidays-City-Breaks) - [Goshen Holidays ](https://www.expedia.co.uk/Goshen.d8005.Holidays-City-Breaks) - [Visit Goshen ](https://www.expedia.co.uk/Goshen.dx8005) - [Greenwood Lake Holidays ](https://www.expedia.co.uk/Greenwood-Lake.d183678.Holidays-City-Breaks) - [Harriman Plaza Shopping Center ](https://www.expedia.co.uk/Harriman-Plaza-Shopping-Center-Harriman.d553248621558038866.Attraction) - [Holiday Mountain Ski and Fun Park ](https://www.expedia.co.uk/Holiday-Mountain-Ski-And-Fun-Park-Rock-Hill.d6217489.Attraction) - [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) - [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) - [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. 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