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Our top choices for Middletown hotels

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,000 reviews)
"Parking is always safe and easy, staff is friendly and breakfast is good"
United States
Talia
$81 nightly
The price is $90
May 10 - May 11
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (573 reviews)
"Clean"
United States
Padmanabhan
$129 nightly
The price is $142
May 17 - May 18
Total with taxes and fees
TownePlace Suites by Marriott Front Royal

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Hotel was clean and the staff very friendly. The location is convenient, close to the highway and places to eat nearby as well. "
United States
Christine L
$113 nightly
The price is $126
May 10 - May 11
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (428 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
$131 nightly
The price is $144
May 10 - May 11
Total with taxes and fees
Wayside Inn

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,265 reviews)
"Hotel was clean, staff were attentive and breakfast was good."
Canada
Sandra
$116 nightly
The price is $126
May 4 - May 5
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,103 reviews)
"Neat place and excellent stay"
United States
Anoop
$103 nightly
The price is $112
May 24 - May 25
Total with taxes and fees
Comfort Inn & Suites Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice hotel! Great for an overnight stop."
United States
Marlies
$118 nightly
The price is $130
May 10 - May 11
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
" Try nice hotel and a great location. "
United States
Steven
$130 nightly
The price is $148
May 10 - May 11
Total with taxes and fees
The George Washington Hotel, A Wyndham Grand Hotel

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Staff are so nice and everything was good"
United States
Osama
$92 nightly
The price is $100
May 24 - May 25
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,008 reviews)
"Staff couldn’t be more pleasant, hotel updated,breakfast, coffee was a great self serve. Hotel was a stone throw from Shenandoah National park!"
United States
AMY
$110 nightly
The price is $122
May 10 - May 11
Total with taxes and fees
Hampton Inn Front Royal

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
$96 nightly
The price is $104
May 10 - May 11
Total with taxes and fees
Holiday Inn Winchester Se-Historic Gateway by IHG

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,003 reviews)
"clean room,great staff,nice parking lot,average breakfast."
United States
John
$77 nightly
The price is $86
May 4 - May 5
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very Good, (1,000 reviews)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
$68 nightly
The price is $77
May 3 - May 4
Total with taxes and fees
Motel 6 Winchester, VA

Skyland

Skyland
2.0 star property
Luray
8.8 out of 10, Excellent, (1,004 reviews)
"The cabin room was generally clean (no protective covers on the pillows), had everything needed, and in good working order. If you like 60s decor then the cabin and amenities are perfect for you. I think it needs updating so you can really appreciate the amazing views from the rooms and dining room."
United States
Amanda
$193 nightly
The price is $222
Jun 1 - Jun 2
Total with taxes and fees
Skyland

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (305 reviews)
"A bit pricey for the quality "
Canada
Louis
$62 nightly
The price is $68
May 10 - May 11
Total with taxes and fees
Econo Lodge Inn & Suites Middletown - Winchester South

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America
3.0 star property
Luray
9.0 out of 10, Wonderful, (1,009 reviews)
"Very nice property and nice to walk around the grounds. Great to be able to have dinner and breakfast at the hotel ."
United States
Ron
$95 nightly
The price is $110
May 10 - May 11
Total with taxes and fees
Mimslyn Inn Historic Hotels Of America

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (853 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
$101 nightly
The price is $110
May 10 - May 11
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,443 reviews)
"Great breakfast with a good selection. Friendly staff and the rooms are clean."
Canada
Sandra
$90 nightly
The price is $98
May 10 - May 11
Total with taxes and fees
Microtel Inn & Suites by Wyndham Winchester

Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (657 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
$84 nightly
The price is $92
May 24 - May 25
Total with taxes and fees
Quality Inn Stephens City - Winchester South

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (886 reviews)
"Location was excellent"
United States
Jennie
$107 nightly
The price is $122
May 10 - May 11
Total with taxes and fees
Hampton Inn Winchester N/Conference Center, VA
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Where to stay near Middletown

Middletown beckons with its rich history and scenic outdoor adventures. Explore the charm of central Middletown after a day of wine country tours, or venture into nearby towns for family-friendly activities and romantic escapes. Enjoy a vacation where adventure and history merge beautifully.

Winchester

Discover Winchester, a charming destination perfectly suited for adventurous families and culture enthusiasts who will appreciate its rich history and scenic beauty. With attractions like the Shenandoah University, the Museum of the Shenandoah Valley, and the Shenandoah Valley Discovery Museum, there's plenty to explore and enjoy. Located about 14 miles by car from Middletown, Winchester offers easy access to outdoor recreation and cultural experiences, making it a smart choice for your stay.

Front Royal

Experience the charm of Front Royal, an excellent hub for weekend getaway enthusiasts and families who want to immerse themselves in nature and adventure. With attractions like the scenic Shenandoah River, the intriguing Skyline Caverns, and the historic Belle Boyd Cottage, Front Royal offers a blend of outdoor activities and cultural experiences. Located about 9 miles by car from Middletown, this destination makes for a smart choice for travelers seeking a memorable escape.

Strasburg

Make the most of your visit by staying in Strasburg, a haven for history enthusiasts and nature lovers thanks to its rich heritage and stunning scenery. Explore the historic Belle Grove Plantation, wander along the scenic Shenandoah River, and delve into the past at the Strasburg Museum. Located about 5 miles by car from Middletown, Strasburg offers easy access to outdoor adventures and family-friendly activities year-round, making it a smart choice for your vacation stay.

Stephens City

Optimized for families and outdoor enthusiasts, Stephens City stands out as a prime spot for travelers interested in adventure and scenic experiences. With attractions like the historic Shenandoah University, the whimsical Dinosaur Land theme park, and the picturesque Shenandoah River, there's plenty to explore. Located about 5 miles by car from Middletown, this charming city offers easy access to recreational areas and shopping. Booking a stay in Stephens City ensures a delightful base for your Virginia getaway.

Canterburg

Travelers visiting the area often choose Canterburg as their ideal base, especially those with a love for history, family, and nature. This charming village offers easy access to scenic spots like the Shenandoah River, the whimsical Dinosaur Land theme park, and the historic Shenandoah University. With its picturesque marina and lake, Canterburg provides a perfect backdrop for outdoor adventures or a romantic getaway. Located about 10 miles by car from Middletown, it’s a smart choice for a memorable stay.

Stay near popular attractions in and around Middletown

Nestled in the heart of the Shenandoah Valley, Middletown offers a blend of outdoor adventure and rich history. Explore scenic river trails, historic sites, and family-friendly activities that make this charming town an ideal destination for culture seekers and nature lovers alike.

Learn more about Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

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Hotels in Middletown with star-rating

Find out more about Middletown

Top reasons to visit Middletown

  • Outdoor Adventures: Middletown offers scenic hiking trails and recreational areas perfect for nature lovers and adventure seekers.
  • Rich History: Explore historic sites, including the oldest inn and fascinating houses that reflect the area's heritage.
  • Cultural Experiences: Enjoy a vibrant downtown with delightful shopping and local events that highlight the community's culture.
  • Family-Friendly Activities: Middletown is ideal for families, offering various attractions suitable for all ages.
  • Convenient Location: Just an hour from Washington, D.C., making it a great spot for weekend getaways.

Find great hotels near Middletown

Discover a range of accommodations in Middletown, Virginia, perfect for every traveler. From pet-friendly motels to welcoming hotels, you’ll find options tailored to business trips and leisurely getaways alike. Experience a warm, inclusive atmosphere, ideal for LGBTQIA visitors, while enjoying the comforts of home in our well-appointed suites. Explore the best hotels in Middletown for a memorable stay.

  • Travelodge by Wyndham Winchester: A budget-friendly motel with a guest rating of 8.6, Travelodge by Wyndham Winchester is an excellent choice for travelers seeking a pet-friendly experience. Located 11 miles from Middletown, this motel caters to those traveling with furry companions, offering specific amenities such as pet restrictions, service animal fee waivers, and designated pet areas. Guests appreciate the comfortable rooms and convenient location, making it a practical option for a restful stay.
  • Country Inn & Suites by Radisson, Winchester, VA: With a guest rating of 8.8, this 3-star hotel is located 8 miles from Middletown and is ideal for families and business travelers alike. Country Inn & Suites provides thoughtful amenities for children, including free cribs, ensuring a family-friendly atmosphere. The property also welcomes pets, featuring pet-friendly policies and facilities, making it a versatile choice for various types of travelers. Guests enjoy the welcoming ambiance and the convenience of on-site services.
  • Ramada by Wyndham Strasburg/Shenandoah Valley: A budget-friendly option with a guest rating of 8.4, Ramada by Wyndham Strasburg/Shenandoah Valley is located 4 miles from Middletown. This property is suitable for pet-friendly and business travelers, offering essential amenities for both. Guests can bring their pets with certain restrictions, ensuring a comfortable stay for everyone. The lodge's cozy atmosphere and helpful staff contribute to a pleasant experience, making it a solid choice for those visiting the Shenandoah Valley.

Where to stay near Middletown

Middletown, Virginia, is a charming destination perfect for outdoor and adventure enthusiasts. Explore the historic downtown area, where you'll find the oldest inn and delightful shopping hotspots. Just an hour from Washington, D.C., Middletown offers a family-friendly atmosphere and stunning scenery, making it an ideal spot for a memorable vacation. Immerse yourself in the rich history and vibrant urban vibe while enjoying the natural beauty of the surrounding region.

  • Winchester: Located 12 miles from Middletown, Winchester is a charming city that offers a delightful mix of outdoor adventure and scenic beauty. Known for its vibrant community, visitors flock to Winchester year-round, with peak arrivals in July to August and October. The area boasts a variety of recreational opportunities, from hiking in the nearby national parks to enjoying the serene lakes. History enthusiasts can explore local landmarks and educational venues, making it a perfect destination for those seeking both adventure and knowledge.
  • Front Royal: Just 9 miles away from Middletown, Front Royal is a picturesque city that serves as the gateway to the Shenandoah National Park. With a steady stream of visitors, particularly in April, July, and September, Front Royal is a haven for outdoor lovers. The city is renowned for its stunning scenery, recreational areas, and exciting ski fields. Whether you're hiking through scenic trails or enjoying a winter getaway on the slopes, Front Royal promises a memorable experience filled with natural wonders and thrilling activities.
  • Strasburg: A mere 5 miles from Middletown, Strasburg is a quaint city that embodies the spirit of adventure and scenic exploration. With peak tourist traffic during the summer months, visitors are drawn to its beautiful parks, educational attractions, and outdoor activities. The proximity to national parks and recreational areas makes Strasburg an ideal spot for families and adventure seekers alike. Whether you're skiing in the winter or enjoying a leisurely stroll through the parks, Strasburg offers a perfect blend of relaxation and excitement for every traveler.

Things to do in Middletown

Middletown, Virginia, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore its scenic hiking trails, enjoy recreational areas, and play a round of golf. With ample opportunities for sightseeing and weekend getaways, Middletown also offers diverse entertainment options to enhance your experience, making it a perfect spot for a memorable vacation.

Shopping

Middletown offers quaint shops like The Antique Mall for unique gifts and local crafts. If you're up for a drive, head to the Apple Blossom Mall in Winchester for a variety of retail options, including popular department stores and specialty shops.

Recreation

In Middletown, experience tranquility at the Shenandoah Spa, where you can indulge in rejuvenating massages and holistic treatments. For outdoor relaxation, visit the nearby Shenandoah National Park, offering hiking trails with breathtaking views, perfect for a refreshing escape into nature.

Adventure

Explore the scenic trails at the Cedar Creek Battlefield for hiking and historical insights. For a thrilling experience, try zip-lining at the nearby Shenandoah Valley Adventure Park, where you can soar through the treetops and enjoy panoramic views of the valley.

Nightlife

Middletown, Virginia, offers a cozy nightlife atmosphere with local bars like The Village Inn, where you can enjoy craft beers and live music. Nearby, the Shenandoah Valley offers charming taverns for a relaxed evening, making it a perfect spot to unwind after a day of exploring.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middletown

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middletown are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middletown is Tuesday. The most expensive day to stay in Middletown is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, make sure to arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Middletown hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions in and around Middletown

Middletown, Virginia, offers a delightful mix of outdoor adventures and cultural experiences for travelers. Explore scenic rivers, historic houses, and intriguing caves that showcase the area's rich heritage and natural beauty. Whether you're seeking family-friendly activities or thrilling outdoor excursions, Middletown provides a perfect backdrop for an unforgettable vacation.

  • Belle Grove Plantation: Step back in time at Belle Grove Plantation, a historic house that showcases the rich culture and history of Virginia. Explore the beautifully restored rooms and learn about the plantation's role in American history, offering a unique glimpse into the past.
  • Shenandoah River: Enjoy the stunning scenery along the Shenandoah River, located 8 miles from Middletown. This picturesque river is perfect for outdoor activities like kayaking, fishing, and hiking, allowing you to soak in the natural beauty of the Shenandoah Valley.
  • Skyline Caverns: Venture 9 miles from Middletown to discover Skyline Caverns, where adventure awaits in the stunning underground formations. Guided tours reveal breathtaking stalactites and stalagmites, making it an exciting experience for nature lovers and thrill-seekers alike.

Best time to go to Middletown

The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
February35.1°F (1.7°C)Light RainMostly SunnySlightly LowSlightly Low
March42.6°F (5.9°C)Light RainMostly SunnyAverageAverage
April53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
May62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly High
June70.9°F (21.6°C)Light RainMostly SunnySlightly HighSlightly High
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighAverage
August73.4°F (23.0°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October55.6°F (13.1°C)Light RainMostly SunnyAverageSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December36.7°F (2.6°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Middletown

When traveling to Middletown, Virginia, you have several airport options. Washington, DC (DCA-Ronald Reagan Washington National) is 68 miles away, with nearby hotels like InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 2 miles from the airport. Washington, DC (IAD-Washington Dulles Intl.) is 45 miles away, offering hotels such as The Westin Washington Dulles Airport and Hyatt Regency Dulles, both just 1 mile from the airport. Additionally, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 87 miles away, with luxury options like Pendry Baltimore and Four Seasons Hotel Baltimore, both 8 miles from BWI, providing convenient transportation services.

Frequently asked questions

What is the best area to stay in Middletown?
The best area to stay in Middletown is the historic downtown area, particularly around Main Street.

This area is the heart of Middletown, characterized by its well-preserved 18th and 19th-century buildings and a relaxed pace. Main Street is where you'll find local shops, eateries, and a sense of the town's heritage. The Belle Grove Plantation, a National Historic Landmark, is just a short drive away, offering a glimpse into the Shenandoah Valley's past.

Couples looking for a quiet getaway will appreciate the charm of downtown Middletown. It offers a relaxed setting for strolls, enjoying local dining, and easy access to historic sites. The area provides a peaceful escape from busier destinations, superb for connecting and unwinding.

For travelers interested in history and local culture, staying near Main Street provides direct access to Middletown's heritage.
What are the best hotels in Middletown that travelers recommend?
For highly recommended hotels in Middletown, consider the Wayside Inn and the Econo Lodge Inn & Suites.

The Wayside Inn is a 3.5-star hotel with an excellent 9.2 review rating. Guests consistently praise its comfortable and clean rooms, incredible and amazing food, and helpful staff. The hotel also features evening entertainment and provides a beautiful decor. It is conveniently located just 1.2 miles from Cedar Creek and Belle Grove National Historical Park.

Another option is the Econo Lodge Inn & Suites. This hotel is noted by guests for its clean and spotless rooms. It offers amenities including air conditioning and free self-parking for cars, RVs, buses, and trucks, with accessible parking options available.
What are the best family hotels in Middletown?
For family-friendly hotels in Middletown, consider the Wayside Inn.

The 3.5-star Wayside Inn, with an impressive 9.2 rating, is an excellent choice for families. Guests consistently praise its comfortable and clean rooms, incredible food, and the very friendly and helpful staff. The hotel offers rollaway extra beds and highchairs for children, ensuring a comfortable stay for everyone. Additionally, it is conveniently located just 1.2 miles from Cedar Creek and Belle Grove National Historical Park, making it easy to explore local attractions. Find more child-friendly accommodations in Middletown
What are the top pet-friendly hotels in Middletown?
For travelers seeking pet-friendly accommodations in Middletown, the Econo Lodge Inn & Suites is a suitable option.

This hotel explicitly permits pets, making it convenient for those traveling with their animal companions. Guests often describe the rooms as clean and spotless, ensuring a comfortable stay. Additional amenities include free WiFi and complimentary self-parking, adding to the convenience. The hotel also offers free cribs and early check-in, suiting a variety of traveler needs. See more pet-friendly hotels in Middletown
What are the best budget hotels in Middletown?
For a budget-friendly stay in Middletown, consider the Econo Lodge Inn & Suites.

The Econo Lodge Inn & Suites offers free WiFi and complimentary self-parking, providing good value for travelers. Guests often mention that the rooms are clean and spotless, ensuring a comfortable stay. If needed, a crib is available free of charge, and early check-in can be arranged for a fee. View all budget hotels in Middletown
What are the most romantic hotels in Middletown for couples?
For a romantic getaway in Middletown, the Wayside Inn is an excellent choice for couples.

The 3.5-star Wayside Inn, with a 9.2 rating, is highly regarded by guests for its romantic appeal. Couples frequently praise the incredible and amazing food, with dedicated couples dining options available. The comfortable and clean rooms, along with the beautiful decor, contribute to a pleasant stay. The staff is consistently described as very friendly and helpful, ensuring a welcoming experience. Additionally, the hotel offers convenient amenities such as free WiFi and complimentary self-parking, including extended duration parking. It is also conveniently located just 1.2 miles from Cedar Creek and Belle Grove National Historical Park, offering a nearby attraction for couples to explore. See all romantic hotels in Middletown
What are the best hotels in Middletown near Cedar Creek and Belle Grove National Historical Park?
For a highly-rated hotel in Middletown near Cedar Creek and Belle Grove National Historical Park, consider the Wayside Inn.

The 3.5-star Wayside Inn, with an impressive 9.2 rating, is conveniently located just 1.2 miles from the historical park. Guests consistently praise its comfortable and clean rooms, as well as the incredible food. The staff are frequently described as friendly and helpful, contributing to a pleasant stay. The hotel also offers complimentary rollaway extra beds and highchairs for children, making it a great choice for families. Early check-in is available, and the on-site bar is a popular feature.
When is the best time to go to Middletown?
The best times to visit Middletown, Virginia, are during the shoulder seasons of spring (April to May) and fall (September to October) due to the pleasant weather and a variety of local activities.

Spring in Middletown brings mild temperatures, typically ranging from the low 50s to upper 60s Fahrenheit, making it comfortable for exploring the outdoors. This season is ideal for couples interested in scenic drives through the Shenandoah Valley and visiting local vineyards. Many of the area's gardens are in bloom, offering picturesque settings.

Fall also provides agreeable weather, with temperatures often in the 60s and 70s Fahrenheit, alongside stunning fall foliage. This period is particularly good for families looking to experience local harvest festivals, apple picking at nearby orchards, and outdoor historical reenactments, such as those at Belle Grove Plantation.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middletown.
How can I save on a Middletown hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Middletown hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Middletown hotel?
Prices for hotels in Middletown often vary, but you can find a great deal from $62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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