Middletown Holidays from £877

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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

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown
Sofitel Washington DC Lafayette Square
Kimpton Banneker Hotel by IHG
Landing at Bridge District
Fairmont Washington, D.C., Georgetown

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.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown MD
The price is £150 per night from 25 May to 26 May
£150
25 May - 26 May
includes taxes & fees
9.6/10 Exceptional! (115 reviews)
"This was the perfect place for a little quiet retreat. It was cozy and comfortable. It felt rustic and away from the world, but was still a good place to get some remote work done (good WiFi). Couldn’t recommend more."

Reviewed on 9 May 2026

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Fully refundable
The price is £82 per night from 31 May to 1 Jun
£82
31 May - 1 Jun
includes taxes & fees
8.2/10 Very Good! (1,300 reviews)
"Definitely needs a few repairs and upgrades but it was clean, safe, the staff was great and breakfast was decent. Great area."

Reviewed on 23 May 2026

Country Inn & Suites by Radisson, Frederick, MD
Fairfield Inn & Suites by Marriott Hagerstown

Fairfield Inn & Suites by Marriott Hagerstown

3 out of 5
89 ALL STAR COURT Hagerstown MD
Fully refundableReserve now, pay when you stay
The price is £83 per night from 31 May to 1 Jun
£83
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (653 reviews)
"The room was very clean. The breakfast was good. The staff was friendly."

Reviewed on 19 May 2026

Fairfield Inn & Suites by Marriott Hagerstown
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.

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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.