Middletown Virginia Hotels & Motels

Only hotels in Middletown are listed below. Find cheap and discounted hotel/motel rates in or nearby Middletown, VA for your upcoming personal or group travel. Discover the most favored Middletown, Virginia hotel and motel rooms. Browse the Middletown area hotels to find the perfect lodging! Please use the provided map of the Middletown hotels. Group booking? Search Middletown Group Hotel Rates

The Middletown center is about 4 miles southwest of The Family Drive In and 11 miles southwest of Abram's Delight Museum.

Witness the allure of Middletown, Virginia, a quaint, historic destination in the beautiful Shenandoah Valley. A visit to Middletown is like stepping back in time, where heritage buildings and the rich local past weave a fascinating tale that captivates all who wander its scenic streets. For history buffs, Middletown's well-preserved Civil War sites offer an immersive glimpse into the past. Nature lovers will delight in the town's spectacular trails, perfect for hiking and biking, while the nearby Shenandoah River beckons for an afternoon of fishing or canoeing. Middletown's vivid community hosts festivals and events annually, showing visitors a taste of local culture, arts, and entertainment. Foodies can indulge in the delightful array of dining options, from farm-to-table eateries to local wine tastings, ensuring a culinary journey that satisfies every palate. When it comes to accommodations, Middletown houses a vast range of options. From lovely bed and breakfasts to modern hotels, there's a place to rest for every type of traveler. Each establishment provides a warm, welcoming atmosphere, ensuring your trip is as enjoyable as the town itself. Explore this Virginia destination where culture, nature, and hospitality merge to create an unforgettable travel experience. More from this guide...

Middletown Hotels, Motels & Accommodations

Lansdowne Resort and Spa 44050 Woodridge Pkwy, Leesburg, VA 20176 +1-888-389-4121 ~43.41 miles east of Middletown
  • 4 star Resort property
  • 296 rooms in property
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Excellent 9.1 /10 Review Score Call BookMore Details
Salamander Resort & Spa 500 North Pendleton Street, Middleburg, VA 20117 +1-888-675-2083 ~29.16 miles east of Middletown
  • Luxury Five Star Resort property
  • 4 floors in property
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Excellent 9.5 /10 Guest Reviews Call BookMore Details
Aloft by Marriott Dulles Airport North 22390 Flagstaff Plz, Ashburn, VA 20148 +1-800-716-8490 ~43.02 miles east of Middletown
  • Mid-scale property
  • Check-in: 3:00 PM - anytime
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Very Good 8.4 /10 Guest Reviews Call BookMore Details
Hilton Garden Inn Dulles North 22400 Flagstaff Plaza, Ashburn, VA 20148 +1-800-805-5223 ~43.08 miles east of Middletown
  • 3-star hotel
  • 135 rooms in hotel
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Skyland Skyline Dr. Mile 41.7 & 42.5, Luray, VA 22835 +1-888-965-1860 ~30.46 miles south of Middletown
  • Economical property
  • Pets are Welcome
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Very Good 8.8 /10 Review Score Call BookMore Details
Tru by Hilton Ashburn One Loudoun Va 44732 Endicott Drive, Ashburn, VA 20148 +1-888-788-5576 ~44.57 miles east of Middletown
  • 3-star hotel
  • Fitness / Gym is on-site
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Very Good 8.7 /10 Reviews Call BookMore Details
Mimslyn Inn Historic Hotels of America 401 West Main St, Luray, VA 22835 +1-888-897-9207 ~26.98 miles south of Middletown
  • Midscale property
  • Fitness / Gym is on-site
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
SpringHill Suites by Marriott Ashburn Dulles North 20065 Lakeview Center Plaza, Ashburn, VA 20147 +1-888-311-4278 ~44.61 miles east of Middletown
  • Three Star hotel
  • 132 rooms in hotel
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Chantilly Dulles Airport 43340 Defender Dr, Chantilly, VA 20152 +1-888-469-4795 ~42.43 miles east of Middletown
  • Three Star hotel
  • Gym is available on property
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Dulles North Loudoun 44610 Waxpool Rd, Ashburn, VA 20147 +1-888-734-9421 ~44.08 miles east of Middletown
  • 3 star property
  • Fitness / Gym is on-site
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Very Good 8.6 /10 Review Score Call BookMore Details
Home2 Suites by Hilton Ashburn Va 44870 Lakeview Overlook Plaza, Ashburn, VA 20147 +1-888-841-5292 ~44.82 miles east of Middletown
  • Midscale property
  • Pets Welcome
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Homewood Suites by Hilton Leesburg 115 Fort Evans Rd. Ne, Leesburg, VA 20176 +1-888-455-5160 ~40.04 miles east of Middletown
  • Affordable hotel
  • 4 floors in property
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Dulles-North / Loudoun 44620 Waxpool Rd, Ashburn, VA 20147 +1-888-965-8297 ~43.94 miles east of Middletown
  • Three Star hotel
  • Hotel has 3 floors
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Hilton Garden Inn Haymarket 15001 Washington St, Haymarket, VA 20169 +1-888-906-6358 ~37.76 miles east of Middletown
  • Midscale hotel
  • 4 suites in property
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Excellent 9.6 /10 Latest Reviews Call BookMore Details
Big Meadows Lodge Mile 51.2 Skyline Drive, Luray, VA 22835 +1-888-749-6785 ~36.12 miles south of Middletown
  • 3-star hotel
  • 97 rooms in hotel
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Average 7.8 /10 Latest Reviews Call BookMore Details
The George Washington Hotel a Wyndham Grand Hotel 103 East Piccadilly St, Winchester, VA 22601 +1-888-878-9982 ~12.62 miles northeast of Middletown
  • Three Star hotel
  • Check in: 4:00 PM - anytime
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Excellent 9.1 /10 Reviews Call BookMore Details
Holiday Inn Express & Suites Leesburg - Historic District by IHG 80 Prosperity Ave. Se, Leesburg, VA 20175 +1-888-389-4485 ~39.74 miles east of Middletown
  • Midscale property
  • Check in: 3:00 PM - midnight
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Leesburg 420 Fort Evans Rd. NE, Leesburg, VA 20176 +1-888-389-4121 ~40.65 miles east of Middletown
  • 3 star hotel
  • Pets are Allowed
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Excellent 9.2 /10 Recent Reviews Call BookMore Details
Hotel Laurance 2 South Court Street, Luray, VA 22835 +1-888-675-2083 ~26.88 miles south of Middletown
  • 3-star hotel
  • 2 floors in property
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Very Good 8.9 /10 Review Score Call BookMore Details
Hampton Inn & Suites Leesburg 117 Fort Evans Rd, Leesburg, VA 20176 +1-800-716-8490 ~40.04 miles east of Middletown
  • Affordable hotel
  • Fitness / Gym is on-site
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Very Good 8.6 /10 Read Reviews Call BookMore Details
Best Western Leesburg Hotel & Conference Center 726 East Market St, Leesburg, VA 20176 +1-800-805-5223 ~39.90 miles east of Middletown
  • Affordable property
  • Access to gym on-site
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Very Good 8.0 /10 Latest Reviews Call BookMore Details
Hilton Garden Inn Manassas 7001 INFANTRY RIDGE ROAD, Manassas, VA 20109 +1-888-965-1860 ~43.97 miles east of Middletown
  • Three Star property
  • Check-in time: 3:00 PM - anytime
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Excellent 9.2 /10 Review Score Call BookMore Details
Carradoc Hall Hotel & Conference Center - Leesburg by The Red Collection 1500 East Market St, Leesburg, VA 20176 +1-888-788-5576 ~40.99 miles east of Middletown
  • 3 star property
  • Pets Welcome
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Average 6.6 /10 Read Reviews Call BookMore Details
SpringHill Suites by Marriott Gainesville Haymarket 7921 Gateway Promenade Place, Gainesville, VA 20155 +1-888-897-9207 ~39.99 miles east of Middletown
  • 3-star hotel
  • 110 rooms in property
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Excellent 9.4 /10 Recent Reviews Call BookMore Details
TownePlace Suites by Marriott Front Royal 5 Caroline Drive, Front Royal, VA 22630 +1-888-311-4278 ~6.61 miles southeast of Middletown
  • Midscale hotel
  • Fitness / Gym is on-site
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Manassas Battlefield Park 7345 Williamson Blvd, Manassas, VA 20109 +1-888-469-4795 ~44.25 miles east of Middletown
  • Mid-scale property
  • Free comp. breakfast
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Excellent 9.0 /10 Guest Reviews Call BookMore Details
Holiday Inn Express Woodstock-Shenandoah Valley by IHG 1130 Motel Dr, Woodstock, VA 22664 +1-888-734-9421 ~17.11 miles southwest of Middletown
  • Midscale hotel
  • Hotel has 119 rooms
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
SpringHill Suites by Marriott Winchester 280 MARKET STREET, Winchester, VA 22603 +1-888-841-5292 ~15.73 miles northeast of Middletown
  • 3 star property
  • 4 floors in property
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Hampton Inn & Suites Woodstock VA 1150 Motel Dr, Woodstock, VA 22664 +1-888-455-5160 ~17.26 miles southwest of Middletown
  • 3 star hotel
  • 4 floors in hotel
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Winchester 300 Marriott Drive, Winchester, VA 22603 +1-888-965-8297 ~12.13 miles north of Middletown
  • 3-star hotel
  • Access to gym on-site
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Front Royal Blue Ridge Shadows 111 Hospitality Drive, Front Royal, VA 22630 +1-888-906-6358 ~6.00 miles east of Middletown
  • High-end property
  • Fitness + Health Center
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Hampton Inn by Hilton Gainesville-Haymarket 7300 Atlas Walk Way, Gainesville, VA 20155 +1-888-749-6785 ~39.66 miles east of Middletown
  • 3-star hotel
  • 5 floors in property
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Excellent 9.0 /10 Review Score Call BookMore Details
Hampton Inn Winchester-University / Mall Area 640 East Jubal Early Drive, Winchester, VA 22601 +1-888-878-9982 ~11.45 miles northeast of Middletown
  • Three Star property
  • 100 sleeping rooms in hotel
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Excellent 9.0 /10 Hotel Reviews Call BookMore Details
Hilton Garden Inn Winchester 120 Wingate Drive, Winchester, VA 22601 +1-888-389-4485 ~11.30 miles northeast of Middletown
  • Three Star property
  • Fitness / Gym is on-site
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
TRU by Hilton Winchester 118 Mercedes Court, Winchester, VA 22603 +1-888-389-4121 ~15.17 miles northeast of Middletown
  • Mid-scale hotel
  • Check in: 3:00 PM - midnight
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Excellent 9.2 /10 Guest Reviews Call BookMore Details
Hampton Inn Winchester N / Conference Center VA 1204 Berryville Avenue, Winchester, VA 22601 +1-888-675-2083 ~13.23 miles northeast of Middletown
  • Affordable property
  • 5 floors in property
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Holiday Inn Manassas - Battlefield by IHG 10424 Balls Ford Rd, Manassas, VA 20109 +1-800-716-8490 ~44.41 miles east of Middletown
  • Midscale property
  • 4 floors in property
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Holiday Inn Winchester Se-Historic Gateway by IHG 333 Front Royal Pike, Winchester, VA 22602 +1-800-805-5223 ~10.94 miles northeast of Middletown
  • Affordable property
  • Check in: 3:00 PM - 7:00 AM
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Very Good 8.9 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Warrenton by IHG 410 Holiday Court, Warrenton, VA 20186 +1-888-965-1860 ~34.15 miles southeast of Middletown
  • Midscale property
  • Check in: 3:00 PM
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Very Good 8.8 /10 Latest Reviews Call BookMore Details
Hampton Inn Front Royal 9800 Winchester Rd, Front Royal, VA 22630 +1-888-788-5576 ~6.57 miles southeast of Middletown
  • 3 star property
  • Pets are OK
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Very Good 8.6 /10 Review Score Call BookMore Details
Airlie Hotel 6809 Airlie Road, Warrenton, VA 20187 +1-888-897-9207 ~32.21 miles southeast of Middletown
  • Midscale property
  • Check-in: 3:00 PM - anytime
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express Winchester South-Stephens City by IHG 165 Town Run Ln, Stephens City, VA 22655 +1-888-311-4278 ~5.00 miles northeast of Middletown
  • Midscale property
  • Check-in: 3:00 PM - 5:30 AM
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Fairfield Inn & Suites Strasburg Shenandoah Valley 33760 Old Valley Pike, Strasburg, VA 22657 +1-888-469-4795 ~3.48 miles west of Middletown
  • 3-star property
  • Fitness / Gym is on-site
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Excellent 9.0 /10 Read Reviews Call BookMore Details
Courtyard by Marriott Manassas Battlefield Park 10701 Battleview Pkwy, Manassas, VA 20109 +1-888-734-9421 ~43.87 miles east of Middletown
  • Midscale property
  • 12 suites in property
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Very Good 8.2 /10 Read Reviews Call BookMore Details
Hampton Inn Manassas 7295 Williamson Blvd, Manassas, VA 20109 +1-888-841-5292 ~44.20 miles east of Middletown
  • Midscale property
  • Free breakfast
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Excellent 9.4 /10 Hotel Reviews Call BookMore Details
Hotel Burg 208 South King Street, Leesburg, VA 20175 +1-888-455-5160 ~38.93 miles east of Middletown
  • High end hotel
  • Pets are Allowed
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Excellent 9.6 /10 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Winchester by IHG 142 Foxridge Ln, Winchester, VA 22603 +1-888-965-8297 ~13.65 miles northeast of Middletown
  • Mid-scale property
  • Gym / Fitness Center Available
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Excellent 9.0 /10 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester 250 Front Royal Pike, Winchester, VA 22601 +1-888-906-6358 ~11.12 miles northeast of Middletown
  • 3 star property
  • 85 rooms in property
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Excellent 9.2 /10 Review Score Call BookMore Details
Country Inn & Suites by Radisson Winchester, VA 141 Kernstown Commons Blvd, Winchester, VA 22602 +1-888-749-6785 ~7.93 miles northeast of Middletown
  • Three Star property
  • Check-in time: 3:00 PM - 7:00 AM
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Very Good 8.4 /10 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike Route 50 East, Winchester, VA 22602 +1-888-878-9982 ~11.49 miles northeast of Middletown
  • Midscale hotel
  • Check in: 3:00 PM - midnight
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Excellent 9.2 /10 Recent Reviews Call BookMore Details

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Plan Your Trip to Middletown, VA and Enjoy the Best Time to Visit

Brimming with character, Middletown, Virginia is a destination that features something distinctive every season. As you plan your getaway, it's essential to consider what kind of activities you want to engage in and how the weather might affect them. Middletown is located in a region with a humid subtropical climate. This means it experiences various weather conditions throughout the year, from hot, humid summers to cool winters punctuated by moderate snowfall. Understanding this climatic pattern can help you plan your trip accordingly, ensuring you make the most of what Middletown offers. During summer months, specifically from June to September, Middletown basks in the season's warmth. The average high temperature in July floats around a balmy 86.9 °F, making it ideal for outdoor pastimes. The town comes alive during this period with a host of warm-weather pursuits, from hiking and biking in the scenic Shenandoah Valley to exploring the local farmer's markets and vineyards. It is the most popular time to visit the destination, with travelers flocking to soak up the sun and admire the stunning scenery. Despite their cooler temperatures, the winter months bring their allure to the town. January sees low temperatures of around 22.9 °F, with an average of 23.2 inches of snowfall annually. The area receives a fair amount of rainfall, with an annual average precipitation of 40.2 inches. While this might mean packing an extra umbrella or raincoat, it also contributes to the lush greenery and vivid flora that make Middletown a picturesque place. Whenever you choose to visit, Middletown, with its storied past, diverse attractions, and welcoming community, will leave you with memories to last a lifetime. So, whether you're setting off on a summer adventure or a winter escapade, Middletown, Virginia, awaits to welcome you with open arms.

Big Savings on Hotels in Middletown, VA - Don't Miss Out

Planning a trip to Middletown, VA? Turn to HotelPlanner for the best deals and savings. HotelPlanner offers great price reductions on accommodation bookings for both solo travelers and groups. This is due to ongoing collaborations with various hotels in and around Middletown, facilitating discounted rates that are easy on the wallet. Special rates are also available for military personnel, veterans, and senior citizens, helping these groups save significantly on their stays. The savings don't stop in Middletown. HotelPlanner also extends its great deals to nearby areas, opening up more possibilities for your trip. So, whether you're exploring Middletown's unique offerings, or venturing into nearby localities, let HotelPlanner provide you with a comfortable and affordable stay.

Middletown, VA - Home of History and Natural Beauty

From its picturesque landscapes to its rich past, Middletown presents a perfect blend of old-world and modern-day amenities, making it a must-visit destination. Founded in 1796, its roots trace back to the late 18th century, with German settlers Dr. Peter Senseney and his wife Magdelen making it their home. Originally known as "Senseney Town", Middletown was a piece of land within the 17th Century Fairfax Grant, gifted to allies who sided with England during the civil war. This captivating history is woven throughout the region and can be discovered in well-preserved architecture and historic sites. Just a mile southwest of Middletown, you'll find Belle Grove Plantation, which was first settled around 1750. This plantation's manor house, a hallmark of Federal-style architecture, was completed in 1797 and offers a glimpse into the town's historic legacy. Middletown also holds a significant place in the Civil War narrative, most notably with the Battle of Cedar Creek that played out just to the south. Today, this battlefield is part of the Cedar Creek and Belle Grove National Historical Park. The town takes pride in its Wayside Inn, which is held to be the longest-operating inn in the country, further underscoring Middletown's rich history. Visitors can also explore other historical landmarks such as Fort Bowman, Monte Vista, and St. Thomas Chapel. Middletown's location affords breathtaking views and easy access to surrounding cities. The town lies on a beautiful ridge between Meadow Brook and the tributaries of Molly Booth Run. Its proximity to major transportation routes like US Route 11 and Interstate 81 makes it easily accessible for visitors, with direct links to states like West Virginia, Pennsylvania, Maryland, New York, and Tennessee. The destination's appeal doesn't stop at its past and location; it also boasts an array of recreational facilities. The Middletown Community Park offers an excellent space for outdoor activities. At the same time, the Cedar Creek and Belle Grove National Historical Park provide a fascinating exploration of the area's Civil War period. The Family Drive-In Theatre offers a nostalgic movie-watching experience, and Cousins Paintball Skyline presents an adrenaline-filled activity for the adventurous. So, pack your bags and start planning your trip to Middletown, Virginia where history and modern amenities await you.

What did travelers think of the city of Middletown?

Below are reviews of the city of Middletown, VA from an actual visitor's perspective.

"Nice"
Score 5.0 / 5

Nice, historic sites. Nice little town.

Andreas P., from 31-May-2026
"My daughter has a clinic there"
Score 4.0 / 5

My daughter has a clinic there which is why we were there.

Corrinn S., from 08-May-2026
"Vault and Cellar restaurant was terrific"
Score 4.0 / 5

Andrew H., from 12-Sep-2025
"Peaceful Small Town With Good Italian Restaurant!"
Score 4.0 / 5

Small town, quiet and peaceful. Good food at Italian Touch restaurant!

Miranda W., from 01-Apr-2025
"Beautiful Scenery!"
Score 5.0 / 5

Small roads, very old homes lining the roads. Mountain and valley scenery.

Suzanne C., from 28-Sep-2022
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