Middletown Holidays from £1,222

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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.
Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Price was £1,692, price is now £1,222 per person
£1,222
per person
26 Apr - 3 May
found 1 day ago
Return direct flight included
Bristol (BRS) to Washington (DCA)
7.6/10 Good! (1,022 reviews)
The room was comfortable, clean and the staff were friendly.

Reviewed on 6 Feb 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £2,204, price is now £1,481 per person
£1,481
per person
26 Apr - 3 May
found 1 day ago
Return direct flight included
Bristol (BRS) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Everyone who worked at the hotel was so nice and so accommodating! We had a great stay!

Reviewed on 8 Feb 2026

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Price was £1,906, price is now £1,386 per person
£1,386
per person
26 Apr - 3 May
found 1 day ago
Return direct flight included
Bristol (BRS) to Washington (DCA)
9/10 Wonderful! (1,002 reviews)
No problems, good service

Reviewed on 2 Feb 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was £1,638, price is now £1,229 per person
£1,229
per person
26 Apr - 3 May
found 1 day ago
Return direct flight included
Bristol (BRS) to Washington (DCA)
9.2/10 Wonderful! (1,093 reviews)
The cleanliness, city view, discount, and free breakfast. Staff were pleasant as well.

Reviewed on 1 Feb 2026

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Price was £1,722, price is now £1,293 per person
£1,293
per person
26 Apr - 3 May
found 1 day ago
Return direct flight included
Bristol (BRS) to Washington (DCA)
8/10 Very Good! (1,002 reviews)
The doorman was really nice, and Arthur at the front desk made check-in a breeze. My only issue was with the restaurants. The service was extremely slow, and the food was burnt on several occasions. However, the best person was a younger bartender, whose name I unfortunately cannot remember. He was conversational and attentive, so I kept coming back to his bar during my time there.

Reviewed on 25 Jan 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

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Middletown MD
10/10 Exceptional! (132 reviews)
Fantastic cabin for a weekend getaway! Very nice setup, incredibly gracious host, and beautiful view! Can’t wait to book again next year!

Reviewed on 4 Jan 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 refundable
The price is £63 per night from 27 Feb to 28 Feb
£63
27 Feb - 28 Feb
includes taxes & fees
8.2/10 Very Good! (1,241 reviews)
The room was really nice. A little bit nervous about the white cover for the bed. I have a dog and making sure the dog stayed off the bed. Breakfast was GREAT!!! we have no complain at all.

Reviewed on 5 Feb 2026

Country Inn & Suites by Radisson, Frederick, MD
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
Fully refundableReserve now, pay when you stay
The price is £80 per night from 16 Feb to 17 Feb
£80
16 Feb - 17 Feb
includes taxes & fees
9.2/10 Wonderful! (746 reviews)
The young lady at the desk was outstanding. She needs a raise.

Reviewed on 28 Jan 2026

SpringHill Suites by Marriott Frederick
See all 809 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.
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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.