Middletown Holidays from £778
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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.
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
Quality Inn Harpers Ferry - Charles Town
25 Union St Harpers Ferry WV
Fully refundable
£80
26 Oct - 27 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The hotel is an older hotel that has been renovated. There was no elevator and we were on the second floor. The stairs were narrow and felt unsafe carrying luggage up and down. There were hand rails on each side of the stairs. The bed was excellent as well as the shower with lots of hot water and ..."
Reviewed on 26 Sept 2026
Best Western Historic Frederick
420 Prospect Blvd Frederick MD
Fully refundableReserve now, pay when you stay
£64
4 Oct - 5 Oct
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Traveling between Antietam and Gettysburg looking for place to stay. Options seemed limited and reviews on this hotel seemed"
Reviewed on 24 Sept 2026
Fairfield Inn & Suites by Marriott Hagerstown
89 ALL STAR COURT Hagerstown MD
Fully refundableReserve now, pay when you stay
£86
4 Oct - 5 Oct
includes taxes & fees
9.4/10 Exceptional! (763 reviews)
"Tout était très bien. Un seul petit,mais très petit commentaire négatif...Il y a une petite lumière dans la chambre dans le compartiment du café qui reste allumée toute la nuit."
Reviewed on 26 Sept 2026
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.
Stay near popular Middletown attractions
Maryland National Golf Club
Designed by Arthur Hills, this par-71 course features dramatic elevation changes and views of the Catoctin Mountains. Enjoy the challenging fairways and relax at the full-service clubhouse after your round.
Orchid Cellar Winery
9.0/10 (2 reviews)
Orchid Cellar crafts diverse meads in a hand-built log cabin tasting room with mountain views. Enjoy a flight on the wrap-around deck while watching resident bees and chickens or roasting s'mores by the fire pit.
Willow Oaks Craft Cider and Wine
Maryland's first certified organic farm offers barrel-aged craft ciders and port-style wines from its 35-acre orchard. Savour a tasting on the deck overlooking the apple trees while browsing local art in the gallery.
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 £778. 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.
* 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.
