Title: Middletown Vacation Packages 2026 from $437 | 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 $437 ## 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. ![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 $437 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 9.4/10 Exceptional! (1,340 reviews) Would gladly come back. Not as many vegetarian food options at the restaurants/bar but that is ok. Reviewed on Mar 24, 2026 ![Hotel Hive](https://images.trvl-media.com/lodging/17000000/16120000/16111700/16111647/b0ea67b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Hive Northwest Save 100% on your flight $631 per person Apr 29 - May 4 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 9.2/10 Wonderful! (1,379 reviews) I rarely write reviews but I felt this needed to be done for other travelers. The parking was less than ideal, no valet parking. Parking was down the street, you had to drop your bags at the door then go park the car then walk back. The rates however for parking were very rea Reviewed on Mar 24, 2026 ![Hotel AKA Washington Circle](https://images.trvl-media.com/lodging/1000000/20000/16800/16726/2f5bd693_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel AKA Washington Circle Downtown Washington D.C. Save 100% on your flight $520 per person May 6 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Washington (DCA) 9/10 Wonderful! (1,244 reviews) We had a wonderful stay overall. The room itself was beautiful—clean, modern, and thoughtfully designed, with comfortable bedding and a relaxing atmosphere. The location was also a huge plus, making it easy to get around and explore the area. That said, the walls were quite thin, and we could clearly hear noise from neighboring rooms, including a TV that stayed on late into the night. It did take away from an otherwise peaceful experience. On a positive note, the front desk staff were very responsive and addressed concerns quickly, which we really appreciated. Reviewed on Mar 23, 2026 ![Placemakr Buzzard Point](https://images.trvl-media.com/lodging/114000000/113170000/113163000/113162985/4d19de4c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Placemakr Buzzard Point Southwest Save 100% on your flight $1,409 per person May 31 - Jun 6 found 14 hours ago Roundtrip flight included Dallas (DAL) to Washington (DCA) 9.2/10 Wonderful! (157 reviews) I loved my stay there. The staff was so nice and helpful. I would definitely stay again. Reviewed on Mar 5, 2026 ![Kimpton Hotel Monaco Washington DC by IHG](https://images.trvl-media.com/lodging/1000000/880000/871400/871361/587350fd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Hotel Monaco Washington DC by IHG Downtown Washington D.C. Save 100% on your flight $991 per person May 24 - May 31 found 4 hours ago Roundtrip flight included Boston (BOS) to Washington (DCA) 8.4/10 Very Good! (1,002 reviews) Very nice hotel. Rooms are on the smaller side. Very convenient location. Reviewed on Mar 21, 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/2026-04-24/2026-05-01/?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%2F7%2F2026&endDate=4%2F8%2F2026&selected=80238842&PinnedHotelID=80238842&HadPinnedHotel=true®ionId=6351200) [](https://expedia.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%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 14 - Apr 15 Total with taxes and fees 8.2/10 Very Good! (1,277 reviews) This hotel is exceptional, my room was very clean, the property is in excellent condition and well maintained. It has a very home like feel throughout the building and the bathroom was the cleanest and most updated I’ve seen in a long time, even better than the high end expensive establishments I’ve ... Reviewed on Mar 24, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F14%2F2026&endDate=4%2F15%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%2F25%2F2026&endDate=3%2F26%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/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