Book Exclusive Middletown Vacation Packages

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Middletown flight + hotel packages

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
Jul. 12 - Jul. 15
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
Stay at this aparthotel in Washington. Enjoy free WiFi, breakfast, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Smithsonian's National Zoo and White House are located nearby. Discover genuine guest reviews for Glover Park - Georgetown, in Northwest neighborhood, along with the latest prices and availability – book now.
The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
May 28 - Jun. 4
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
Stay at this 4-star business-friendly hotel in Washington. Enjoy breakfast, room service, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions White House and Lincoln Memorial are located nearby. Discover genuine guest reviews for The St. Gregory Hotel, in Downtown Washington D.C. neighborhood, along with the latest prices and availability – book now.
Residence Inn Arlington Capital View

Residence Inn Arlington Capital View

3 out of 5
Crystal City
per person
Jun. 13 - Jun. 17
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Stay at this 3-star business-friendly hotel in Arlington. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Arlington National Cemetery and Lincoln Memorial are located nearby. Discover genuine guest reviews for Residence Inn Arlington Capital View, in Crystal City neighborhood, along with the latest prices and availability – book now.
The LINE Hotel DC

The LINE Hotel DC

4.5 out of 5
Northwest
per person
Jun. 13 - Jun. 17
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
Stay at this 4.5-star luxury hotel in Washington. Enjoy free WiFi, breakfast, and 24-hour room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Smithsonian's National Zoo and White House are located nearby. Discover genuine guest reviews for The LINE Hotel DC, in Northwest neighborhood, along with the latest prices and availability – book now.
Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
per person
Jul. 12 - Jul. 15
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
Stay at this 5-star luxury hotel in Washington. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions National Museum of African American History and Culture and National Mall are located nearby. Discover genuine guest reviews for Salamander Washington DC, in Southwest neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Middletown hotels deals

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Countryside Cabin with Mountain Views near Surreybrooke Gardens

Get rates
Stay at this cabin in Middletown. Enjoy free WiFi, onsite parking, and a garden. Popular attractions Maryland National Golf Club and Orchid Cellar Winery are located nearby. Discover genuine guest reviews for Countryside Cabin with Mountain Views near Surreybrooke Gardens along with the latest prices and availability – book now.
Fireplace
Pet-friendly
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

The price is CA $124 per night
CA $124
per night
Apr. 21 - Apr. 22
Stay at this cabin in Middletown. Enjoy WiFi, onsite parking, and barbecue grills. Popular attractions Orchid Cellar Winery and Willow Oaks Craft Cider and Wine are located nearby. Discover genuine guest reviews for Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location. along with the latest prices and availability – book now.
Fireplace
Pet-friendly
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
The price is CA $139 per night
CA $139
per night
May 5 - May 6
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westview Promenade and Francis Scott Key Mall are located nearby. Discover genuine guest reviews for Hilton Garden Inn Frederick along with the latest prices and availability – book now.
Pet-friendly
Pool
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
The price is CA $109 per night
CA $109
per night
Apr. 21 - Apr. 22
Stay at this business-friendly hotel in Frederick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Francis Scott Key Mall and Westview Promenade are located nearby. Discover genuine guest reviews for Country Inn & Suites by Radisson, Frederick, MD along with the latest prices and availability – book now.
Pet-friendly
Breakfast 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
The price is CA $139 per night
CA $139
per night
Apr. 21 - Apr. 22
Stay at this golf hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Harpers Ferry National Historical Park and Hollywood Casino at Charles Town Races are located nearby. Discover genuine guest reviews for Clarion Inn Harpers Ferry - Charles Town along with the latest prices and availability – book now.
Pet-friendly
Pool
Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

2 out of 5
16805 Blake Rd, I 70 & I 81, Hagerstown, MD
Free cancellation
Reserve now, pay when you stay
The price is CA $85 per night
CA $85
per night
May 12 - May 13
Stay at this business-friendly motel in Hagerstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hagerstown Roundhouse Museum and Washington County Museum of Fine Arts are located nearby. Discover genuine guest reviews for Super 8 by Wyndham Hagerstown/Halfway Area along with the latest prices and availability – book now.
Pet-friendly
Breakfast included
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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

Image for Maryland National Golf Club

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
Image for Orchid Cellar Winery

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
Image for Willow Oaks Craft Cider and Wine

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

Middletown Vacations

We know, geography isn't everyone's strong suit. If you're unsure where Middletown sits on a map, it's wise to familiarize yourself with its location before you dash off!

You'll discover this Frederick neighborhood 9 miles (14 kilometers) west of the center of the city.

Ready to meet some of the locals? 65,000 people call Frederick home.

Places to visit in Middletown

Ready to venture outdoors and have a little fun? The wider region has some terrific activities to throw yourself into, such as hiking. If you're hungry for even more, jump at the opportunity to go shore fishing as well.

Where do you fly into for Middletown?

All set to kick-start your next awesome escape? Well, Middletown is about 35 miles (56 kilometers) from Washington Dulles International Airport (IAD).

Frequently asked questions

How much are vacation packages to Middletown?
Get ready to be pleasantly surprised — you can unwind in Middletown for a paltry CA $913. Here at Travelocity, we save you money and stress with our vacation packages. With flights, hotels and tours all available at our one-stop shop, what are you waiting for?
Where can I get the best vacation package deals for Middletown?
You can snap up terrific Middletown package deals with Travelocity. Pick from 400 air carriers and 665,000 properties worldwide and turn those travel fantasies into a reality.
Why should I purchase my Middletown vacation bundle with Travelocity?
Incredible savings, loads of inspiring destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest assured knowing that you’ll always score the best possible deal with Travelocity.
Can I save on my Middletown car rental if I book it with my hotel or flight?
You sure can — and if you also add an experience or activity to your Middletown vacation package, you’ll make even more savings. With a package, you can find things to do in the area that interest you. Then, jump in your rental car and work your way through the list. White House is one terrific attraction to check out. You’ll find it 76 kilometersfrom Middletown.
What is the best time of year to go to Middletown?
That all depends on whether you prefer to save cash or visit Middletown at its most exciting. The quietest time to see this part of the world is . But if you’d like to experience this destination in peak season, consider . Want to save your hard-earned cash? The cheapest month is . typically has the highest prices.
What is there to do in Middletown?
Musket Ridge Golf Course and Washington Monument State Park are loved by so many travelers. Tick these sights off your Middletown itinerary and find out what the hype is about.
Where should I stay when visiting Middletown?
You’re sure to have a restful night’s sleep at the Indulge-fresh Flowers,baked Goods, Memory Foam Mattress. Take a look now to see what’s on offer for your dates.
Can I go on vacation to Middletown at this time?
Our team has the local know-how to ensure your travel dreams a reality, so before planning your trip to Middletown, read through our Covid-19 Travel Advisor. Here you’ll discover the latest info about travel restrictions, quarantine policies and much more.