Middletown Holidays from £877

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

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

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was £1,151, price is now £877 per person
£877
per person
7 Aug - 12 Aug
found 21 hours ago
Return direct flight included
London (LON) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Unexpected upgrade at check in. Was much appreciated!

Reviewed on 16 May 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £2,611, price is now £1,940 per person
£1,940
per person
29 Jun - 5 Jul
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,184 reviews)
This was the ideal location for exploring the museums, the Capitol, and the monuments. Close to Penn Quarter’s great restaurants. A block Lafayette Square and the White House. Staff were welcoming and accommodating. We enjoyed outdoor dining in addition to a brasserie.

Reviewed on 20 May 2026

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Price was £1,945, price is now £1,460 per person
£1,460
per person
29 Jun - 5 Jul
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (809 reviews)
Amazing room, location, staff, and restaurant. Mek at the bar for happy hour and dinner was terrific. Aaron served a delicious (free!) breakfast each morning at Le Sel. Everything about my stay was perfect. The hotel is centrally located, yet in a quiet area (that is also easy to get ride shares to/from). I’ll be back!

Reviewed on 21 May 2026

Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Price was £1,871, price is now £1,428 per person
£1,428
per person
29 Jun - 5 Jul
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
8.2/10 Very Good! (30 reviews)
The apartment was absolutely gorgeous and amazing! I loved how close it was to the metro and easily accessible.

Reviewed on 14 May 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Price was £1,994, price is now £1,533 per person
£1,533
per person
29 Jun - 5 Jul
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,006 reviews)
If you're looking at this hotel, go ahead and book it! Not only is it luxurious and friendly, but you'll find at least 5 taxis by it at any time (a definite plus when certain Metro lines are being repaired). Added bonus: the signature house fragrance is unspeakably delicious. You will love your stay here!

Reviewed on 29 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.

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
See all 808 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

Explore a world of travel with Expedia

* 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.