Title: Middletown Vacation Packages 2026 from $771 | Expedia.com [Middletown Travel Guide](https://expedia.com/Middletown.dx6351200)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d6351200.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.com/Middletown-Vacation-Rentals.d6351200.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d6351200.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d6351200.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middletown Vacations from $771 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Plan, book, and manage your trip all in one place ## Your Middletown Vacation Say goodbye to the stress of planning and hello to a Middletown vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Downtown Frederick, which is great for cafes, bars and pubs and culture. Make your trip to Middletown even more fulfilling by going sightseeing. [Musket Ridge Golf Course](https://www.expedia.com/Musket-Ridge-Golf-Course-Myersville.d6127324.Vacation-Attraction), [Maryland National Golf Club](https://www.expedia.com/Maryland-National-Golf-Club-Middletown.d553248621532662573.Vacation-Attraction) and [Washington Monument State Park](https://www.expedia.com/Washington-Monument-State-Park-Maryland.d553248621532662508.Vacation-Attraction) are among the popular attractions you'll want to explore. Stop daydreaming and start doing. Browse the wide range of options on Expedia today and finally put your Middletown vacation plans in motion! ## The Latest Middletown vacation packages Price found within the past 48 hours. Click for updated prices. ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. Save 100% on your flight $771 per person Apr 29 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Cleaning staff amazing Reviewed on Mar 20, 2026 ![Pendry Baltimore](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/89cd8abe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Baltimore Fells Point Save 100% on your flight $866 per person Jun 7 - Jun 10 found 22 hours ago Roundtrip flight included Atlanta (ATL) to Baltimore (BWI) 9.4/10 Exceptional! (1,001 reviews) One of best hotels I’ve stayed in. Staff, the rooms, and hotel bars are top notch! Reviewed on Mar 11, 2026 ![Rosewood Washington, D.C.](https://images.trvl-media.com/lodging/6000000/5490000/5487000/5486908/c0d38507_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rosewood Washington, D.C. Northwest Save 100% on your flight $2,615 per person May 31 - Jun 7 found 23 hours ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.2/10 Wonderful! (201 reviews) My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience. From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax. The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations. Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning! Reviewed on Feb 19, 2026 ![Arlo Washington DC](https://images.trvl-media.com/lodging/107000000/106090000/106087200/106087178/8cf67881_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Washington DC Northwest Save 100% on your flight $989 per person Jun 13 - Jun 19 found 1 day ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (1,340 reviews) Loved this hotel! I would definitely stay here again. The only complaint I have, is the lighting in the room. The light over the headboard wasn’t too bright. Overall, I enjoyed my stay. The hotel was nice and spotless, the staff were very friendly. Not to mention, it is close to Union Station. Reviewed on Mar 22, 2026 ![Riggs Washington DC](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/5bbd818e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Riggs Washington DC Downtown Washington D.C. Save 100% on your flight $1,285 per person May 31 - Jun 7 found 23 hours ago Roundtrip flight included Atlanta (ATL) to Washington (DCA) 9.4/10 Exceptional! (1,427 reviews) Exceeded expectations!! Reviewed on Mar 17, 2026 Don't see what you're looking for? See all available trips from Columbus to Middletown [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-23/2026-04-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=IAD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Middletown #### Maryland National Golf Club Enjoy a round of golf in Middletown at Maryland National Golf Club. Discover the coffeehouses and its festivals while you're in the area. [](https://expedia.com/Maryland-National-Golf-Club-Middletown.d553248621532662573.Vacation-Attraction) #### Orchid Cellar Winery You can enjoy a tasting or tour at Orchid Cellar Winery during your travels to Middletown. Discover the area's festivals, or seek out its golf courses. [](https://expedia.com/Orchid-Cellar-Winery-Middletown.d553248621532662572.Vacation-Attraction) ## Middletown Hotel Deals ![Countryside Cabin with Mountain Views near Surreybrooke Gardens](https://images.trvl-media.com/lodging/81000000/80240000/80238900/80238842/dc116b78_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Countryside Cabin with Mountain Views near Surreybrooke Gardens Middletown MD 10/10 Exceptional! (133 reviews) We absolutely loved our stay & hope to return! So charming & peaceful. Close enough to dining, shopping, & historic sites. Reviewed on Feb 19, 2026 [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=80238842&PinnedHotelID=80238842&HadPinnedHotel=true®ionId=6351200) [](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=80238842&PinnedHotelID=80238842&HadPinnedHotel=true®ionId=6351200) ![Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. Middletown MD $234 nightly $248 total Apr 1 - Apr 2 Total with taxes and fees 9.6/10 Exceptional! (111 reviews) Good stay. Would visit again. Reviewed on Jan 11, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=36380283&PinnedHotelID=36380283&HadPinnedHotel=true®ionId=6351200) ![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Frederick, MD 5579 Spectrum Dr Frederick MD Fully refundable $84 nightly $93 total Apr 12 - Apr 13 Total with taxes and fees 8.2/10 Very Good! (1,276 reviews) Breakfast was very good. Cleanliness superb. Reviewed on Mar 21, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F12%2F2026&endDate=4%2F13%2F2026&selected=59588&PinnedHotelID=59588&HadPinnedHotel=true®ionId=6351200) [See all 811 properties in Middletown](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F24%2F2026&endDate=3%2F25%2F2026®ionId=6351200) 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. ## Find the Best Middletown Vacation Packages ## Middletown Essential Information | Language | English | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Hagerstown Regional Airport (HGR) | | Population | 4,500 | | Max Temp Winter | 40ºF | | Max Temp Summer | 85ºF | | Top Sights | [Orchid Cellar Winery](https://www.expedia.com/Orchid-Cellar-Winery-Middletown.d553248621532662572.Vacation-Attraction), [Musket Ridge Golf Course](https://www.expedia.com/Musket-Ridge-Golf-Course-Myersville.d6127324.Vacation-Attraction) and [Maryland National Golf Club](https://www.expedia.com/Maryland-National-Golf-Club-Middletown.d553248621532662573.Vacation-Attraction) | ## More vacations you might like ![](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 Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Middletown vacation package cost? ### What are the cheapest months to go to Middletown? ### How many days is enough for Middletown? ### How to find the best Middletown package deals? ### Is it cheaper to book a Middletown vacation as a package? ### When to book a vacation package to Middletown? ### Does Expedia offer Book Now, Pay Later Middletown vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on 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