Middletown Holidays from £741

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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!

The Latest Middletown Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
3 Sept - 9 Sept
found 10 hours ago
Return flight included
Glasgow (GLA) to Washington (DCA)
8.8/10 Excellent! (2,464 reviews)
Clean, excellent quality, friendly stuff. Restaurant is of an excellent quality, although maybe a little more expensive that I would expect. Good location for the purpose of my visit. Relatively far from the subway stations though; however buses are coming near.

Reviewed on 19 Jun 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
10/10 Exceptional! (2 reviews)
My husband and I stayed here for our anniversary and it did not disappoint. We will definitely be coming back. The staff, the hotel, the restaurants- all absolutely amazing.

Reviewed on 22 Jun 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
3 Sept - 9 Sept
found 10 hours ago
Return flight included
Glasgow (GLA) to Washington (DCA)
9.4/10 Exceptional! (1,477 reviews)
Clean and convenient

Reviewed on 24 Jun 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
9.4/10 Exceptional! (1,444 reviews)
Perfect hotel and area.

Reviewed on 22 Jun 2025

Willard InterContinental Washington by IHG

Willard InterContinental Washington by IHG

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
9.4/10 Exceptional! (1,001 reviews)
Staff were responsive to request we made to ensure our kiddos were comfortable during our stay. Dinner from the hotel was great. Will definitely stay again!

Reviewed on 18 Jun 2025

The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
per person
18 Aug - 25 Aug
just found
Return direct flight included
London (LON) to Washington (DCA)
8.8/10 Excellent! (1,663 reviews)
The best hotel in Washington DC.

Reviewed on 14 Jun 2025

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

Our pick of the best Middletown Hotel Deals

Country Inn & Suites by Radisson, Frederick, MD
Country Inn & Suites by Radisson, Frederick, MD
3 out of 5
5579 Spectrum Dr, Frederick, MD
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,025 reviews)
"Management great & helpful. Lukewarm water for bath/shower."

Reviewed on 23 Jun 2025

Country Inn & Suites by Radisson, Frederick, MD
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the restaurant ...
8/10 Very Good! (1,009 reviews)
"Older hotel and needs updating. Fit what we needed."

Reviewed on 20 Jun 2025

Clarion Inn Harpers Ferry - Charles Town
Days Inn by Wyndham Frederick
Days Inn by Wyndham Frederick
2 out of 5
5646 Buckeystown Pike, Frederick, MD
Stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
7/10 Good! (1,000 reviews)
"Everything"

Reviewed on 22 Jun 2025

Days Inn by Wyndham Frederick
See all 768 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

Frequently asked questions

How much does a Middletown travel package cost?
Browse and book everything in one place with our Middletown travel packages, which start from only £741. Choose the hotels and flights that suit your style. Then, add on some tours or experiences to round off your unique adventure.
If I'm not able to travel, can I cancel my Middletown travel package?
Yes, you can. We understand that things don't always go to plan, so we're happy to help if you need to make changes to your Middletown travel package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Middletown?
Imagine all the amazing things you could do in Middletown with a wad of extra cash in your pocket. Watch your savings stack up when you combine your flights and hotel into a Middletown travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 properties around the world. Whether you're heading off with the family or travelling solo, exploring Middletown is better with a package.
Does Expedia offer Book Now, Pay Later Middletown holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Middletown?
If you're interested in visiting Maryland National Golf Club, forget about commuting and book a hotel nearby. It's one of the best attractions in Middletown.
What are the top hotels in Middletown?
Hampton Inn & Suites Frederick-Fort Detrick and Country Inn & Suites by Radisson, Frederick, MD are a couple of the most well-known properties in Middletown. Why not have a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Middletown holiday?
Travellers are usually able to compare international fares on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to score an affordable ticket just weeks before your flight.
What does an Expedia Middletown travel package include?
Expedia has all you need to plan your Middletown trip, but what goes into your package is your choice. Choose from a combination of rental cars, hotels and flights. Looking for some activities to keep you on the move? Once you've made your booking, you can add them too. No matter your style, there's a package to suit your needs.
What should I know before booking a Middletown travel package?
Our prices are always low. However, you'll score an even better deal when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and a great range of choice.
Can I choose my airline with a Middletown Expedia travel package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply choose the carrier you want and put together the perfect Middletown holiday.

Discover the most popular places to visit in Middletown

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

* 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.