Middletown Vacations

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Your Middletown Vacation

Spend less time planning and more time having thrilling adventures with a Middletown vacation package. The neighborhood of Shawnee Land, which is great for hiking and nature, will make an excellent base for your city escape. A trip to Middletown is a superb opportunity to take in the sights. Be sure to visit renowned attractions like Blue Ridge Shadows Golf Club, Belle Grove Plantation and Cedar Creek and Belle Grove National Historical Park. Your perfect Middletown vacation is only clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your style.

Middletown Essential Information

Language
English
Currency
U.S dollars
Population
1,300
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Skyline Caverns, Shenandoah River State Park and Cedar Creek and Belle Grove National Historical Park

Middletown Hotel Deals

Wayside Inn
Wayside Inn
3.5 out of 5
7783 Main St, Middletown, VA
The price is $105 per night from May 19 to May 20
$105
$116 total
includes taxes & fees
May 19 - May 20
9.2/10 Wonderful! (330 reviews)
Unique and lovely inn
"What a unique inn!!!! It was very comfortable and the staff was wonderful to the point where the woman at the front desk walked me to my room, pointed out various things in the room as well as, when I went down to dinner, gave me a tour of the various dining rooms. I will definitely stay at the Wayside ..."

Reviewed on May 12, 2024

Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is $118 per night from May 21 to May 22
$118
$128 total
includes taxes & fees
May 21 - May 22
8.8/10 Excellent! (1,325 reviews)
"Very nice, newly constructed, hotel convenient and comfortable"

Reviewed on May 16, 2024

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is $84 per night from May 21 to May 22
$84
$92 total
includes taxes & fees
May 21 - May 22
8.8/10 Excellent! (763 reviews)
Change the breakfast
"I loved everything but the continental breakfast. The pancakes were horrible and way toooooo soft and I wish there would have been some type of meat to eat like sausage"

Reviewed on May 16, 2024

Microtel Inn & Suites by Wyndham Winchester
See all 547 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Kid Friendly Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
Discover the best of Middletown from just . Choose from a wonderful selection of rental cars, hotels and flights to suit every budget. You can pick up even more discounts when you add a couple of sightseeing tours to your vacation package.
How do I get a cheap travel package to Middletown?
Browse and book everything in the one place with our Middletown vacation packages. You’ll discover deals on flights, hotels and more that’ll keep your hip pocket happy and your sense of adventure alive. And, with more than 550 air carriers and 1,000,000 properties around the world to pick from, there are endless opportunities to mix and match all you want.
Where should I stay in Middletown?
With loads to explore in Middletown, we suggest you book a hotel near its attractions. Belle Grove Plantation, Jacksons Chase Golf Course and Cedar Creek and Belle Grove National Historical Park are some popular ones to put on your must-see list.
What are the top hotels in Middletown?
If this will be your first visit to Middletown, secure a room at Wayside Inn or Econo Lodge Inn & Suites. Both hotels have good amenities and are popular options with many travelers.
How far in advance should I book my Middletown vacation?
Savvy travelers often reserve their seats as early as possible. You can normally look up international airfares on Expedia up to a year before your flight. If you’re purchasing your ticket at the last minute, don’t worry. Bargain prices sometimes become available just weeks prior to departure.
What does an Expedia Middletown travel package include?
From hotels and airfares to car rentals, Expedia can help you create a Middletown package that fits you. Heading away for a week or two? Check out a rental car, hotel and flight bundle. If you can only manage a quick getaway, a hotel and airfare deal may suit you better. Experiences can also be added after you’ve booked. Our travel packages make it easy to plan and save.
What should I know before booking a Middletown travel package?
Booking all the parts of your trip together is a simple way to save. Combine your car rentals, flights and hotels into a convenient package. But hotels aren’t your only option. Expedia has all sorts of properties, including vacation rentals such as beachside villas and city apartments. You’ve got choices galore!
Can I choose my airline with a Middletown Expedia vacation package?
The choice is all yours! Expedia has access to more than 550 airlines worldwide, so you can customize your Middletown getaway according to your travel needs.
If I'm not able to travel, can I cancel my Middletown vacation package?
It’s good to know that you can cancel your Middletown booking if your travel plans have changed. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Middletown

Image for Belle Grove Plantation

Belle Grove Plantation

3.5/5(3 reviews)

Learn about the local history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.

Belle Grove Plantation
Image for Cedar Creek Battlefield Foundation

Cedar Creek Battlefield Foundation

4.5/5(2 reviews)

You can find out about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area.

Cedar Creek Battlefield Foundation
Image for Cedar Creek and Belle Grove National Historical Park

Cedar Creek and Belle Grove National Historical Park

Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.

Cedar Creek and Belle Grove National Historical Park

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.