Middletown Holidays from £981
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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
Kimpton Hotel Monaco Washington DC by IHG
Reviewed on 21 Mar 2026
YOTEL Washington DC
Reviewed on 27 Mar 2026
Pendry Baltimore
Reviewed on 11 Mar 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.
Good stay. Would visit again.
Reviewed on 11 Jan 2026
Countryside Cabin with Mountain Views near Surreybrooke Gardens
This cabin was super relaxing, and everything we needed. Highly reccomend to anyone trying to escape to a comfy calm place.
Reviewed on 25 Mar 2026
Country Inn & Suites by Radisson, Frederick, MD
I was okay with everything and enjoyed my stay with my family.
Reviewed on 24 Mar 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.
