Middletown Holidays from £1,001

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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.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £1,308, price is now £1,001 per person
£1,001
per person
4 Aug - 9 Aug
found 18 hours ago
Return direct flight included
Manchester (MAN) to Baltimore (BWI)
9/10 Wonderful! (1,177 reviews)
Everything was perfect, a very nice surprise.

Reviewed on 8 May 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was £1,645, price is now £1,164 per person
£1,164
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Bristol (BRS) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
Parking detached from the actual hotel. Location setting is excellent and close to many shops and local

Reviewed on 12 May 2026

The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Price was £1,792, price is now £1,346 per person
£1,346
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Bristol (BRS) to Baltimore (BWI)
8.8/10 Excellent! (1,382 reviews)
The gym was excellent and the staff were prompt and very accomodating and thoughtful

Reviewed on 12 May 2026

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was £1,772, price is now £1,342 per person
£1,342
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Bristol (BRS) to Baltimore (BWI)
9.4/10 Exceptional! (1,682 reviews)
We absolutely loved the Lyle Hotel. Our room was very comfortable with so many well thought out details. The interior design was unique and beautiful. We also loved the neighborhood and location. This is definitely the place to stay in DC!

Reviewed on 10 May 2026

Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Price was £1,865, price is now £1,418 per person
£1,418
per person
1 Jul - 8 Jul
found 1 day ago
Return direct flight included
Bristol (BRS) to Baltimore (BWI)
8.2/10 Very Good! (27 reviews)
I really enjoyed my stay at this property. It had everything I needed for a comfortable work and vacation trip in DC.

Reviewed on 10 May 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.

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

Middletown MD
The price is £157 per night from 19 May to 20 May
£157
19 May - 20 May
includes taxes & fees
9.6/10 Exceptional! (114 reviews)
Really cool historic cabin! Close to the Middletown main street. Me and my wife cooked in the cabin just about every night, pots plates and silverware stocked. Gas fireplace was powerful and heated the whole cabin easily on cold nights. Great antiques items scattered around the cabin. Was very quiet ...

Reviewed on 13 Apr 2026

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Countryside Cabin with Mountain Views near Surreybrooke Gardens

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown MD
10/10 Exceptional! (142 reviews)
Very peaceful

Reviewed on 9 May 2026

Get rates
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
Fully refundableReserve now, pay when you stay
The price is £81 per night from 31 May to 1 Jun
£81
31 May - 1 Jun
includes taxes & fees
8.2/10 Very Good! (1,302 reviews)
Easy and close to downtown Frederick

Reviewed on 11 May 2026

Country Inn & Suites by Radisson, Frederick, MD
See all 806 properties in Middletown
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.

Orchid Cellar Winery

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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.