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Top Middletown hotels

Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $105 total per night from Jul 27 to Jul 28
$105 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
"Bed was comfortable. Had reasonable breakfast. Able to walk to restaurants and grocery store in same parking lot."

Reviewed on Jul 20, 2025

Comfort Inn & Suites
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $121 total per night from Jul 27 to Jul 28
$121 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Trip North 2025
"Great accommodation for a traveling couple, spacious, easy to check in, use of luggage cart made it easy to get our belongings to and from the room on the 3rd floor. Good stores nearby (Target) and restaurant (Texas Roadhouse)."

Reviewed on Jul 21, 2025

SpringHill Suites by Marriott Winchester
Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St, Middletown, VA
$107 nightly
The price is $118 total per night from Aug 3 to Aug 4
$118 total
Aug 3 - Aug 4
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a ...
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere."

Reviewed on Jul 7, 2025

Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $113 total per night from Jul 27 to Jul 28
$113 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Very nice stay. Clean and conveniently located to the interstate."

Reviewed on Jul 22, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
$92 nightly
The price is $100 total per night from Jul 27 to Jul 28
$100 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"I loved this hotel! The property is very clean and the employees are professional, willing to go above and beyond for their customers and kind which can be a rarety these days. I liked the restaurant on site Kem's, the food is good and the employees are nice and helpful. The only two things that ..."

Reviewed on Jul 20, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
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
$82 nightly
The price is $90 total per night from Aug 17 to Aug 18
$90 total
Aug 17 - Aug 18
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests ...
DA BOMB
"IT WAS A VERY NICE HOTEL. GREAT LOCATION & LIKE BRAND NEW (OPEN 3YRS BUT NO WEAR & TEAR).)"

Reviewed on Jul 21, 2025

Microtel Inn & Suites by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
$99 nightly
The price is $108 total per night from Jul 27 to Jul 28
$108 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"."

Reviewed on Jul 21, 2025

Country Inn & Suites by Radisson, Winchester, VA
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $75 total per night from Jul 27 to Jul 28
$75 total
Jul 27 - Jul 28
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock ...
"This was a perfect one night stop on my road trip. The room was large and clean. However, I think the cleaner they use for the floor leaves a residue. I dared to walk on it barefoot and it was a tad slippery, so I recommend wearing slippers. It was quiet and pet friendly! There is a $15 pet fee."

Reviewed on Jul 21, 2025

Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Jul 27 to Jul 28
$79 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"They have one electric vehicle car charging station in the parking lot here but it is not free You have to pay I think it's 59 cents per kilowatt hour. It's often in use since there's only one. The hotel was very nice and staff was very friendly and there's an on-site restaurant attached to the ..."

Reviewed on Jul 18, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
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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.

Cheap Middletown hotels

Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

91 Reliance Road, Middletown, VA
$59 nightly
The price is $65 total per night from Jul 30 to Jul 31
$65 total
Jul 30 - Jul 31
Total includes taxes and fees
5.6/10 (283 reviews)
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.

Middletown Hotel & Travel Guide

You'll find a number of rooms on Travelocity to select from when it's time to start dreaming about your adventure in Middletown. Right now, Travelocity's easy-to-use guide features 10 accommodation options within easy driving distance of Middletown's downtown area.

Middletown's town center is within roaming distance of hotels such as Wayside Inn and Econo Lodge Inn & Suites.

The The George Washington Hotel, A Wyndham Grand Hotel is about 13 miles (21 kilometers) outside of the town center of Middletown. Another alternative is the Hampton Inn Front Royal, which is about 6 miles (9 kilometers) away. You could also make a booking at the Hampton Inn - Winchester N/Convention Center or the Holiday Inn & Suites Front Royal Blue Ridge Shadows.

Why don't you explore more of the valleys and rolling hills found in Shenandoah Valley? You can take a little while in some other parts of Shenandoah Valley. Go hiking and caving or visit the region's local cultural and scenic sights. Great Travelocity-registered hotels await you.

Strasburg is found 8 miles (13 kilometers) to the southeast of Middletown. While here, you can spend some time at the Skyline Caverns. Front Royal is where you can find a range of good Travelocity-registered hotels. If you're after another option, visitors can stay at Strasburg, which is found 6 miles (9 kilometers) to the west of Middletown. While you are there, check out the Cedar Creek and Belle Grove National Historical Park. Travelocity-listed hotel establishments in Strasburg include the Fairfield Inn & Suites Strasburg Shenandoah Valley and Hotel Strasburg.

Give yourself a serving of local sport by making the voyage to Old Dominion Speedway, which is located 50 miles (77 kilometers) to the southeast of Middletown. Wise travelers that want to find a Travelocity-listed hotel close to the action can read about the Best Western Manassas or the Super 8 Manassas.

Situated 45 miles (72 kilometers) away from central Middletown is Washington Dulles International Airport. Stay nearby at Embassy Suites Dulles Airport or Washington Dulles Airport Marriott.

Top reasons for your vacation to Middletown

  • Shenandoah National Park: Explore hiking trails and enjoy stunning views of the Blue Ridge Mountains.
  • Belle Grove Plantation: Visit this historic site with federal-style architecture and beautiful gardens.
  • Cedar Creek and Belle Grove National Historical Park: Explore this park that commemorates the Civil War.
  • Outdoor Recreation: Enjoy fishing and boating on the nearby Shenandoah River.
  • Local Affinities and Vibes: Immerse yourself in the local experiences, from entertainment to historical sites, churches, and theaters.

Find your favorite hotels in Middletown

If you're planning an outdoor vacation in Middletown, Virginia, you'll find a range of hotel accommodations to suit your needs. Whether you're looking for a luxurious hotel with suites or a more budget-friendly motel room, there are options available. Popular hotels in or near Middletown offer comfortable and convenient stays, providing a great base for exploring the area. For assistance in finding the best hotel for your family, you can refer to a hotel map or consult online reviews for recommendations.

Hotel nameTypeStarsDescription
Wayside InnHotel3.5This 3.5-star rated hotel is a great option for your outdoor vacation in Middletown. It is conveniently located close to the theater, historical sites, and wedding venues. The hotel offers various amenities including a library, smoking area, bar, and friendly staff. Start your day with a delicious breakfast, which is included in your stay. Additionally, the hotel is pet-friendly, allowing you to bring your furry family members along.
Econo Lodge Inn & SuitesHotel2.0If you are looking for a budget-friendly option, the 2.0-star rated Econo Lodge Inn & Suites is a good choice. It is located in an urban area with easy access to attractions like theaters and a swimming pool. The hotel offers amenities such as an indoor pool, sofa bed, free breakfast, bar, business facilities, and is pet-friendly.

Explore the best activities and sights in Middletown

Middletown, Virginia offers a range of outdoor activities and attractions suitable for a family vacation. Must-visit destinations include the nearby Shenandoah National Park, where you can explore hiking trails and enjoy stunning views of the Blue Ridge Mountains. For a guided tour, visit Belle Grove Plantation, a historic site with federal-style architecture and beautiful gardens. History buffs will enjoy exploring the Cedar Creek and Belle Grove National Historical Park, which commemorates the Civil War. Additionally, Middletown offers opportunities for outdoor recreation, such as fishing and boating on the nearby Shenandoah River.

  1. Belle Grove Plantation: Explore the rich history and captivating beauty of Belle Grove Plantation. This historic house transports you to a bygone era with its stunning architecture and picturesque river views. Immerse yourself in the culture as you wander through the halls adorned with hockey memorabilia. Marvel at the breathtaking scenery surrounding the plantation, with its towering skyscrapers and vibrant entertainment scene. Don't miss the chance to visit the nearby urban churches and cathedral, offering a serene escape from the bustling city. For nature enthusiasts, the nearby mountain provides a perfect backdrop for outdoor adventures. Belle Grove Plantation is a must-visit for those seeking a unique cultural experience.
  2. Cedar Creek Battlefield Foundation: Step back in time at Cedar Creek Battlefield Foundation, a historic place that offers a glimpse into the past. Explore the rich history of the area as you stroll along the river, taking in the scenic views. Marvel at the towering skyscrapers that surround the battlefield, showcasing the vibrant entertainment scene. The nearby churches offer a peaceful retreat for reflection and contemplation. Don't miss the opportunity to catch a show at the urban theater, showcasing local talent. But what truly sets Cedar Creek Battlefield Foundation apart is the warm and friendly people who make every visit memorable. Immerse yourself in the culture and history of this incredible place.
  3. Cedar Creek and Belle Grove National Historical Park: Embark on an adventure at Cedar Creek and Belle Grove National Historical Park, a national state park that promises unforgettable experiences. Immerse yourself in the beauty of the river as you explore the historical sites. Feel the thrill of hockey as you learn about the area's significance in the sport's history. Marvel at the scenic views that surround the park, with its towering skyscrapers and vibrant entertainment scene. The nearby churches and cathedral offer a serene escape for reflection and contemplation. Catch a show at the theater or engage with the friendly people who call this park home. Whether you're seeking adventure, scenic beauty, or outdoor experiences, Cedar Creek and Belle Grove National Historical Park has it all.

Where to stay in Middletown

For your outdoor vacation in Middletown, Virginia, get ready to immerse yourself in the local affinities and vibes that will make your trip truly memorable. Located in close proximity to entertainment, churches, theaters, cathedrals, and historical sites, Middletown offers a variety of experiences for you and your family. Explore the nearby secluded lake for a peaceful and serene getaway, visit the captivating historic destinations to learn about the area's rich history, and take in the breathtaking views of the beautiful ridge that surrounds Middletown. Get ready for an adventure-filled vacation in the heart of Virginia's natural beauty.

  1. Luray: Luray is a charming city located 26.8 miles away from Middletown. It is known for its rich history and offers a unique experience with its museums and historical sites. Families can explore the city's hiking trails and immerse themselves in nature, surrounded by breathtaking mountain views. Luray also offers shopping opportunities and picturesque scenery, perfect for capturing beautiful family photos. The city is home to natural parks where families can enjoy picnics or take part in outdoor excursions. With its cozy cafes and welcoming atmosphere, Luray provides a delightful destination for an outdoor vacation with your family.
  2. Winchester: Winchester, only 12.4 miles away from Middletown, is a city filled with historical charm and urban ambiance. Families can immerse themselves in the city's rich history by visiting its historical sites and monuments. Winchester also offers stunning scenery and skyscrapers, providing a unique blend of natural beauty and urban architecture. The city is family-friendly, with plenty of shopping and dining options to cater to everyone's tastes. Families can enjoy a visit to cafes and theaters for entertainment. Winchester's vibrant atmosphere and diverse attractions make it a worthwhile destination for an outdoor vacation with your family.
  3. Front Royal: Located just 8.9 miles away from Middletown, Front Royal is a city that offers a mix of urban and natural experiences. Families can admire the city's skyscrapers and urban landscape while also enjoying the beauty of the nearby mountains and river. Front Royal is perfect for outdoor enthusiasts, as it provides opportunities for hiking and exploring nature. The city's historical sites and monuments offer a glimpse into the past, making it an educational and enjoyable destination for families. With its family-friendly atmosphere, Front Royal is a great choice for an outdoor vacation with your loved ones.

Best times to go to Middletown

The travel seasons of Middletown

Trips to Middletown show no change in popularity throughout the year. The peak season to visit is from July to September, with July being the highest month. Off-peak season starts from November to January, and December sees the least travelers.

Food and dining in Middletown

When visiting Middletown, Virginia, you must indulge in the local cuisine. One popular restaurant in the area is Italian Touch, a highly rated and highly popular pizzeria. They serve delicious Italian dishes made with fresh ingredients. If you're looking for farm-to-table eateries, Middletown has a few options that offer locally sourced and organic meals. For a delightful brunch experience, check out the various restaurants in Middletown that serve a range of breakfast and lunch options. Whether you're a senior citizen or visiting with one, Middletown has dining options suitable for all ages. Additionally, if you're willing to explore beyond Middletown, Shepherdstown, VA also offers some great dining destinations.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation. Explore our extensive collection of family-friendly hotels, distinguished by a special badge indicating their extra amenities for children. Our tailored filters allow you to effortlessly refine your search, focusing on accommodations in close proximity to renowned attractions, offering enhanced cleaning measures, all while staying within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules require hassle-free trips. Our aim is to ensure stress-free travel every time you and your family make a booking with us, so you can spend less time worrying and more time creating cherished memories. With our assistance, you can discover and plan your ideal trip, benefit from transparent pricing and reliable reviews, and enjoy 24/7 customer support guaranteed before, during, and after your vacation.

How can I save money on my trip to Middletown?

When planning your trip to Middletown, Virginia, consider visiting during the less popular season from November to January to save on travel expenses. Bundle your flights, hotel, and car bookings together to take advantage of discounted prices. Inexpensive local attractions include visiting historical sites, exploring the nearby river, and enjoying affordable dining options. By taking advantage of these tips, you can have a budget-friendly family trip to Middletown.

Frequently asked questions

What are the top kid-friendly hotels in Middletown?
Take some of the hassles out of traveling with little ones by choosing a family-friendly Middletown hotel. From well-thought-out amenities to additional services, these properties come with perks that'll help make your visit run smoothly: Your entourage will enjoy staying at Shenandoah River-hiking, fishing, wineries, breweries & more. Animal viewing activities and a king bed are a few of the things that help make this property a winner. Also check out the deals at Riverfront Oasis with Mountain Views, close to town. It offers a playground, animal viewing activities and lots of opportunities to spend time together.
Where can I find cheap hotels in Middletown?
At Travelocity you'll find really nice hotels in Middletown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middletown rather than in Middletown. We may find you even better rates, too.
How do I find the best Middletown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middletown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middletown?
The cheapest hotel in Middletown is $65. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middletown?
There are 597 hotels in Middletown on Travelocity.
What are the best hotels in Middletown?
Middletown has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middletown for you!
When is the best time to visit Middletown?
If you want the joy of a fun-filled trip in peak season, visit Middletown during May, June and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, March and December.
When is the cheapest time to stay in Middletown?
Based on historic data is usually the cheapest month to visit Middletown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middletown?
There are multiple hotels in Middletown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middletown. We have plenty of kid-friendly hotels in Middletown to choose from on Travelocity!
Why book a hotel in Middletown through Travelocity?
Because we have the top hotels in Middletown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middletown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middletown hotel reviews by fellow wanderers

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice stay. Clean and conveniently located to the interstate. "
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
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