Deals on vacations and trips to Middletown

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Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $438, price is now $255 per person
$255
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $1,277, price is now $674 per person
$674
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Save 100% on your flight
Price was $807, price is now $491 per person
$491
per person
Nov 6 - Nov 9
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Save 100% on your flight
Price was $495, price is now $306 per person
$306
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This smoke-free hotel features a marina and 2 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $649, price is now $402 per person
$402
per person
Nov 6 - Nov 9
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Top Middletown hotels deals

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Free Cancellation
$89 nightly
The price is $99 total per night
$99 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Quality Inn

Quality Inn

2.5 out of 5
25 Union St, Harpers Ferry, WV
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Parking included
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
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $103 total per night
$103 total
Nov 3 - Nov 4
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Sleep Inn Frederick - Ballenger Creek

Sleep Inn Frederick - Ballenger Creek

2.5 out of 5
5361 Spectrum Dr, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $75 total per night
$75 total
Nov 2 - Nov 3
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.
Breakfast included
Parking included
Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

2.5 out of 5
7300 Executive Way, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $97 total per night
$97 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.
Breakfast included
Pet friendly
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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.

Popular places to visit

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

Willow Oaks Craft Cider and Wine

You can enjoy a tasting or tour at Willow Oaks Craft Cider and Wine during your travels to Middletown. Amble around the area's riverfront or experience its entertainment venues.

Willow Oaks Craft Cider and Wine

Frequently asked questions

How much are vacation packages to Middletown?
Get ready to be surprised — you can find yourself in Middletown for as little as $255. Here at Travelocity, we save you time and money with our excellent vacation packages. With flights, hotels and tours all available at our one-stop shop, why wait?
How long should my Middletown vacation be?
The majority of people book their hotel for 3 nights in Middletown. But that doesn't necessarily mean you have to do the same. How long you decide to stay boils down to what you want to do during your vacation. If you intend to discover every nook and cranny of this incredible place, treat yourself to another night or two (or even an extra week!).
Where can I get the best vacation package deals for Middletown?
No matter your style, Travelocity can help you score a great Middletown package deal. All you need to do is pick and choose between our 400 partner airlines and 1,000,000 properties across the globe.
Why should I purchase my Middletown vacation bundle via Travelocity?
We make traveling the world easy. Whether you're looking for a new destination to roam around or want to ensure you get the best deal around, we're here to help. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can confidently book with Travelocity.
Can I save money on my Middletown car rental if I book it with hotels and flights?
Combining your flight, hotel and car into a Middletown vacation package is a great way to land the best prices. Plus, having your own car rental gives you total freedom to find your way to all those amazing sights you'd like to explore. Sitting 45 mi away from Middletown, White House is one place that should be on your must-do list. Load up the car and make a day trip of it.
Which airport is best for Middletown?
For many visitors, a trip to Middletown means passing through Ronald Reagan Washington National Airport (DCA). This popular airport is located 50 mi southeast of the downtown area. You could also choose to jet into Washington Dulles Intl. Airport (IAD) (35 mi away from central Middletown) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (50 mi away from central Middletown).
What is there to do in Middletown?
You'll feel a particular magic in the air as you stroll the streets of Middletown. Maryland National Golf Club and Orchid Cellar Winery are just a couple of attractions that make this city so special, so put them at the top of your to-do list.
Where should I stay when visiting Middletown?
Many travelers opt to stay at the Beautiful historical town, 3 bedrooms, countryside. It's sure to be a good base for your Middletown getaway.

Photos of local treasures

Browse Middletown vacation photos for more inspiration

Photo by Doug Kerr
Photo by Doug Kerr
Photo by Ann Sair
Photo by Ann Sair
Photo by Willow Rock
Photo by Willow Rock