Maryland may have travel restrictions in place, including self-quarantine, due to COVID-19.

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Middletown Vacation Packages

Choose one or more items to build your trip:

Middletown Vacation: Coronavirus Information

Most Middletown hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.

For more information about the impact of COVID-19 on your Middletown trip, please visit our Coronavirus Information page (opens in new window).

Top Middletown Flight + Hotel Deals

Viceroy Washington DC
W Washington D.C.
The Westin Alexandria Old Town
Riggs Washington DC
AC Hotel by Marriott Washington DC Convention Center

2021 Middletown vacation deals

Thompson Washington D.C.
The Virginia Lodge
Red Roof Inn PLUS+ Washington DC - Alexandria 
W Washington D.C.
Red Roof Inn PLUS+ Washington DC - Oxon Hill 

Top Hotels in Middletown

Vintage Cabin in the of Middletown , MD. Pet Friendly and Prime Location
Vintage Cabin in the of Middletown , MD. Pet Friendly and Prime Location
Middletown, MD
The price is $125 per night from Jan 24 to Jan 25
4.9/5Exceptional! (29 reviews)
Back in time lovely cabin

"Heather is a very organized and responsive owner of this very cute and quaint cabin in the heart of Middletown, MD!!! It’s a very romantic and cozy place to call home for a weekend getaway with your partner!!!"…"

Reviewed on Nov 29, 2020

Vintage Cabin in the of Middletown , MD. Pet Friendly and Prime Location
Inn at Stone Manor
Inn at Stone Manor
4 out of 5
5820 Carroll Boyer Road, Middletown, MD
The price is $200 per night from Jan 17 to Jan 18
4.6/5Wonderful! (27 reviews)

"Zach was a great host! Beautiful Inn. Looking forward to returning for a longer stay."…"

Reviewed on Oct 20, 2020

Inn at Stone Manor
Middletown, MD
Get Rates
5/5Exceptional! (4 reviews)

"Wonderful host. Left flowers and baked goodies for us to enjoy, files with brochures for local amenities, a super well stocked kitchen, and every item one could possibly need in the restroom. Would redommend."…"

Reviewed on Dec 31, 2020

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.

Top things to do in Middletown

Frequently asked questions

How much does a Middletown vacation package cost?
From as little as $327, you can handcraft your own Middletown package the way you want. Simply combine hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Middletown vacation package?
You can always change or cancel a booking, but whether or not you’ll incur a fee depends on what and when you booked. If you’ve locked in a Middletown vacation package in the last 24 hours, you may be able to change your itinerary for free. For later changes, your hotel, airline or car rental company may impose additional charges. Take a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Middletown?
Bundling your hotel and flight with Expedia won’t just save precious time — it’ll save you a few dollars too. Up to $583, as a matter of fact! A Middletown vacation package makes it easy to organize the perfect trip. With more than 550 airlines across the world to choose from, finding flights that fit your schedule won’t be hard. Not only that, we’ve got over 1,000,000 hotels globally to pick from. Now that’s what you call choice. No matter who you are, Expedia will help show you the world.
Where should I stay in Middletown?
With popular attractions such as Musket Ridge Golf Course and Maryland National Golf Club in this neighborhood, look for a hotel located near either one. Washington Monument State Park is another sight in Middletown that travelers flock to.
What are the top hotels in Middletown?
The Inn at Stone Manor is one of Middletown’s most popular properties. Check in to a room here and you can sleep soundly knowing you’re in good hands.
When is the best time of year to visit Middletown?
If you love the excitement that comes with peak season, head to Middletown in June, July, October. If you’re after a more relaxed vibe, March, January, February will suit you better. Don’t want to spend an arm and a leg? Perhaps avoid April, when things like hotels and flights go up in price. February is generally when you’ll land the best deals.
How far in advance should I book my Middletown vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. Many air carriers display prices up to a year in advance. This is usually the cheapest time to book. If circumstances have left you booking late, great deals to Middletown sometimes occur a few weeks before departure.
What does an Expedia Middletown travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply choose your favorite bundle and gain access to great discounts. Once you’ve made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to planning your Middletown getaway, the choice is all yours!
What should I know before booking a Middletown travel package?
We already have low prices. However, you’ll snap up even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and loads of choice.
Does Expedia offer Book Now, Pay Later Middletown vacation packages?
If the reason for your travel has come up unexpectedly, Expedia can help to reduce any financial strain. Working in partnership with online lender Affirm, we offer a Book Now, Pay Later option for all vacation packages. It’s easy to set up a payment arrangement for your trip that works for you.
Can I choose my airline with a Middletown Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’re looking to fly to Middletown in coach or first class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.