Middletown Vacations from $146

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Your Middletown Vacation

Say goodbye to the stress of planning and hello to a Middletown vacation package. With everything organized 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 vacation plans in motion!

The Latest Middletown vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was $310, price is now $146 per person
$146
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
Clean room, good service and safe environment.

Reviewed on Jan 16, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was $727, price is now $255 per person
$255
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
The room needs to be updated, furniture was banged up and the light shades had stains. Hotel staff wasn’t the friendliest. There was an event going on Saturday night, the music was so loud it was shaking the glass (we were on the 4th floor) in our room and even the bed. Thankfully it ended around 11:30pm. Breakfast was good although not free for our stay.

Reviewed on Jan 18, 2026

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Save 100% on your flight
Price was $593, price is now $337 per person
$337
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,002 reviews)
Don’t know did not use it

Reviewed on Jan 18, 2026

Homewood Suites by Hilton Washington, D.C. Downtown

Homewood Suites by Hilton Washington, D.C. Downtown

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $540, price is now $315 per person
$315
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.6/10 Excellent! (1,000 reviews)
Breakfast is served until 10 a.m., and by 8:30 there's nothing to eat. Everything is empty. People have to fight over food. Change this, and your hotel stay will be fantastic.

Reviewed on Jan 9, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $766, price is now $457 per person
$457
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,084 reviews)
Great food at the restaurant- close to everything.

Reviewed on Jan 18, 2026

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Discover the most popular places to visit in Middletown

Maryland National Golf Club

Enjoy a round of golf in Middletown at Maryland National Golf Club. Discover the coffeehouses and its festivals while you're in the area.

Maryland National Golf Club

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

Middletown Hotel Deals

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 Jan 4, 2026

Get rates
Countryside Cabin with Mountain Views near Surreybrooke Gardens
Hampton Inn & Suites Frederick-Fort Detrick

Hampton Inn & Suites Frederick-Fort Detrick

2.5 out of 5
1565 Opossumtown Pike Frederick MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Jan 25 to Jan 26
$93 total
Jan 25 - Jan 26
Total with taxes and fees
8.6/10 Excellent! (1,005 reviews)
I will be back

Reviewed on Jan 12, 2026

Hampton Inn & Suites Frederick-Fort Detrick
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct Frederick MD
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Jan 22 to Jan 23
$106 total
Jan 22 - Jan 23
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Disappointed in available breakfast options compared to years ago.

Reviewed on Jan 13, 2026

Hilton Garden Inn Frederick
See all 799 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.

Find the Best Middletown Vacation Packages

Middletown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Hagerstown Regional Airport (HGR)
Population
4,500
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Orchid Cellar Winery, Musket Ridge Golf Course and Maryland National Golf Club

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Frequently asked questions

How much does a Middletown vacation package cost?
You can snap up a vacation package to this destination from $146 on Expedia. However, how much your vacation to Middletown costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Middletown?
You're likely to find lower rates and better availability in September, October and December. Explore our cheap Middletown vacation packages and you could land some excellent off-season deals.
How many days is enough for Middletown?
With a well-organized schedule, you can easily hit the main Middletown sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Middletown vacation for longer.
How to find the best Middletown package deals?
Use Expedia's handy filters to help you find some great Middletown package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Middletown package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Middletown vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Middletown vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Middletown?
If you've got your Middletown vacation dates confirmed, book as soon as you can to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Middletown trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.