Title: Middletown Holidays 2026 from £719 | 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 £719 ## 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. ![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 found 1 day ago 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 1 day 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 1 day 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 ## 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 £81 2 Mar - 3 Mar includes taxes & fees 8.6/10 Excellent! (1,000 reviews) Yes Reviewed on 20 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&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 £88 16 Feb - 17 Feb includes taxes & fees 9.2/10 Wonderful! (968 reviews) Clean room Reviewed on 3 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=16%2F02%2F2026&endDate=17%2F02%2F2026&selected=4098&PinnedHotelID=4098&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 26 Feb - 27 Feb includes taxes & fees 8.4/10 Very Good! (1,000 reviews) Staff was friendly and efficient. Bed comfy, super quiet & safe. I stayed only to sleep for a few hours during a snowstorm to be close to the hospital down the road so I didn’t have to drive far in the snow. It was expensive but worth the safe commute to work. Their parking lot was plowed and ... Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=281932&PinnedHotelID=281932&HadPinnedHotel=true®ionId=8864) [See all 1,478 properties in Middletown](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®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 - 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[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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