Middletown Holidays from £928
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Your Middletown Holiday
Say goodbye to the stress of planning and hello to a Middletown holiday package. With everything organised 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, Maryland National Golf Club and Washington Monument State Park 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 holiday plans in motion!
Top Middletown Flight + Hotel Deals
The Royal Sonesta Washington DC Dupont Circle
Reviewed on 28 Mar 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Reviewed on 5 Apr 2026
Lyle Washington D.C.
Reviewed on 6 Apr 2026
Hotel AKA Alexandria
Reviewed on 5 Apr 2026
Middletown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Hagerstown Regional Airport (HGR) |
Population | 4,500 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Orchid Cellar Winery, Musket Ridge Golf Course and Maryland National Golf Club |
Top hotels in Middletown
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!
Reviewed on 1 Apr 2026
Countryside Cabin with Mountain Views near Surreybrooke Gardens
cast iron skillets would work better at times.
Reviewed on 3 Apr 2026
Country Inn & Suites by Radisson, Frederick, MD
The staff was very helpful and the room and bath were clean, but nothing fancy.
Reviewed on 2 Apr 2026
Popular places to visit
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.
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* 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.
