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

Econo Lodge Inn & Suites in Middletown
+1-888-389-4121
91 Reliance Rd., Middletown, VA 22645 +1-888-389-4121
  • Cheap property
  • Free complimentary breakfast
From$49
Poor 2.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites Strasburg Shenandoah Valley : 33760 Old Valley Pike
+1-888-675-2083
33760 Old Valley Pike, Strasburg, VA 22657 +1-888-675-2083 ~3.58 miles west of Middletown
  • Affordable Rural property
  • Hotel has 84 rooms
From$104
Very Good 4.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Strasburg/Shenandoah Valley in Strasburg
+1-800-716-8490
21 Signal Knob Dr., Strasburg, VA 22657 +1-800-716-8490 ~3.85 miles west of Middletown
  • Two-star Rural hotel
  • Free complimentary breakfast
From$63
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Winchester South-Stephens City, an IHG Hotel in Stephens City
+1-800-805-5223
165 Town Run Lane, Stephens City, VA 22655 +1-800-805-5223 ~4.99 miles northeast of Middletown
  • 3 star Rural property
  • Gym is available on property
From$65
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Stephens City : 167 Town Run Lane
+1-888-965-1860
167 Town Run Lane, Stephens City, VA 22655 Website +1-888-965-1860 ~5.03 miles northeast of Middletown
  • 3-star Highway hotel
  • Fitness center on property
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Strasburg
+1-888-788-5576
213 South Holliday St., Strasburg, VA 22657 +1-888-788-5576 ~5.17 miles southwest of Middletown
  • Mid-scale Mountain property
  • Free comp. breakfast
From$40
Average 3.5 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Front Royal Blue Ridge Shadows : 111 Hospitality Dr.
+1-888-897-9207
111 Hospitality Dr., Front Royal, VA 22630 +1-888-897-9207 ~6.00 miles east of Middletown
  • 3 star Golf Course hotel
  • Check-in: 4:00 pm
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Stes Front Marriott : 85 Caroline Dr.
+1-888-311-4278
85 Caroline Dr., Front Royal, VA 22630 +1-888-311-4278 ~6.60 miles southeast of Middletown
  • Mid-scale hotel
  • 4 floors in hotel
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Front Royal - Front Royal
+1-888-469-4795
9800 Winchester Rd., Front Royal, VA 22630 +1-888-469-4795 ~6.64 miles southeast of Middletown
  • 3-star Suburban property
  • Check in: 03:00 PM
From$107
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Motel 6 Front Royal, VA : 141 West 15th St.
+1-888-734-9421
141 West 15th St., Front Royal, VA 22630 +1-888-734-9421 ~7.69 miles southeast of Middletown
  • 2-star property
  • Check in time: 2:00 PM
From$60
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Winchester
+1-888-841-5292
195 Kernstown Commons Blvd., Winchester, VA 22602 Website +1-888-841-5292 ~7.83 miles northeast of Middletown
  • 2 star Suburban property
  • 33 suites in property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va : 141 Kernstown Commons Blvd.
+1-888-455-5160
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-455-5160 ~8.00 miles northeast of Middletown
  • Three Star Suburban property
  • 34 suites in hotel
From$85
Very Good 4.5 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park
+1-888-965-8297
10 South Commerce Ave., Front Royal, VA 22630 +1-888-965-8297 ~9.20 miles southeast of Middletown
  • Inexpensive Suburban hotel
  • 72 rooms in hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Front Royal
+1-888-906-6358
111 South St., Front Royal, VA 22630 +1-888-906-6358 ~9.31 miles southeast of Middletown
  • Two-star Mountain hotel
  • Check in: 2.00 Pm
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Winchester, VA
+1-888-749-6785
2951 Valley Ave., Winchester, VA 22601 +1-888-749-6785 ~9.59 miles northeast of Middletown
  • Low-priced Suburban hotel
  • Check in time: 1:00 PM
From$43
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Winchester Se Historic Gateway An Ihg Hotel
+1-888-878-9982
333 Front Royal Pike, Winchester, VA 22602 +1-888-878-9982 ~10.94 miles northeast of Middletown
  • Midscale Suburban hotel
  • Check in time: 3:00pm
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites - Winchester
+1-888-389-4485
140 Costello Dr., Winchester, VA 22602 +1-888-389-4485 ~11.09 miles northeast of Middletown
  • Economy Suburban property
  • 72 sleeping rooms in hotel
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Winchester
+1-888-389-4121
250 Front Royal Pike, Winchester, VA 22601 +1-888-389-4121 ~11.11 miles northeast of Middletown
  • Midscale Suburban hotel
  • Free breakfast
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Winchester
+1-888-675-2083
120 Wingate Dr., Winchester, VA 22601 +1-888-675-2083 ~11.31 miles northeast of Middletown
  • Mid-scale Highway hotel
  • Check in: 3:00 PM
From$90
Very Good 4.5 /5 Review Score Call BookMore Details
Wingate by Wyndham
+1-800-716-8490
150 Wingate Dr., Winchester, VA 22601 +1-800-716-8490 ~11.34 miles northeast of Middletown
  • 3-star Downtown hotel
  • Check in: 3:00 PM
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Winchester
+1-800-805-5223
160 Front Royal Pike, Winchester, VA 22602 +1-800-805-5223 ~11.34 miles northeast of Middletown
  • Low Cost Suburban hotel
  • Free breakfast
From$49
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn & Conference Center - Winchester
+1-888-965-1860
711 Millwood Ave., Winchester, VA 22601 +1-888-965-1860 ~11.43 miles northeast of Middletown
  • Low Cost Highway hotel
  • 139 sleeping rooms in hotel
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Winchester Va - Winchester
+1-888-788-5576
991 Millwood Pike, Winchester, VA 22602 +1-888-788-5576 ~11.44 miles northeast of Middletown
  • Low Cost Suburban hotel
  • Check in: 3:00 pm
From$47
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area
+1-888-897-9207
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-897-9207 ~11.45 miles northeast of Middletown
  • Mid-scale Highway property
  • Fitness + Health Center
From$82
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA : 1077 Millwood Pike
+1-888-311-4278
1077 Millwood Pike, Winchester, VA 22602 +1-888-311-4278 ~11.49 miles northeast of Middletown
  • Low-priced property
  • Check-in time: 11:00 AM
From$60
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-469-4795
1055 Millwood Pike, Winchester, VA 22602 +1-888-469-4795 ~11.49 miles northeast of Middletown
  • Cheap Suburban hotel
  • Hotel has a green policy See more
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel - Winchester
+1-888-734-9421
1135 Millwood Pike, Winchester, VA 22602 +1-888-734-9421 ~11.51 miles northeast of Middletown
  • Low-priced Suburban property
  • 70 rooms in property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Winchester - Winchester
+1-888-841-5292
300 Marriott Dr., Winchester, VA 22603 +1-888-841-5292 ~12.18 miles north of Middletown
  • Three Star Suburban property
  • 5 floors in property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites in Winchester
+1-888-455-5160
30 Wolfe St. Apt 2e, Winchester, VA 22601 +1-888-455-5160 ~12.38 miles northeast of Middletown
  • Low Cost property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
The George Washington a Wyndham Grand Hotel
+1-888-965-8297
103 East Piccadilly St., Winchester, VA 22601 +1-888-965-8297 ~12.63 miles northeast of Middletown
  • 3 star Downtown property
  • 6 floors in hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Apm Inn & Suites - Winchester
+1-888-906-6358
1347 Berryville Ave., Winchester, VA 22601 +1-888-906-6358 ~13.22 miles northeast of Middletown
  • Two star hotel
  • Hotel has 100 rooms
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA : 1204 Berryville Ave.
+1-888-749-6785
1204 Berryville Ave., Winchester, VA 22601 +1-888-749-6785 ~13.30 miles northeast of Middletown
  • Affordable Highway property
  • Fitness + Health Center
From$84
Very Good 4.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester : 170 Getty Ln
+1-888-878-9982
170 Getty Ln, Winchester, VA 22603 +1-888-878-9982 ~13.67 miles northeast of Middletown
  • Affordable Suburban property
  • 4 floors in hotel
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites in Winchester
+1-888-389-4485
142 Fox Ridge Lane, Winchester, VA 22603 +1-888-389-4485 ~14.77 miles northeast of Middletown
  • Mid-scale Rural hotel
  • 3 floors in property
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-888-389-4121
1601 Martinsburg Pike, Winchester, VA 22603 Website +1-888-389-4121 ~14.99 miles northeast of Middletown
  • Two star Highway property
  • Check in time: 1500
From$77
Very Good 4.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester - Winchester
+1-888-675-2083
150 Faraday Plz, Winchester, VA 22603 +1-888-675-2083 ~15.01 miles northeast of Middletown
  • Low priced Highway hotel
  • 78 rooms in property
From$65
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Winchester
+1-800-716-8490
1593 Martinsburg Pike, Winchester, VA 22603 +1-800-716-8490 ~15.11 miles northeast of Middletown
  • Cheap Highway property
  • Check in: 2:00 PM
From$45
Average 3.5 /5 Read Reviews Call BookMore Details
TRU by Hilton Winchester - Winchester
+1-800-805-5223
118 Mercedes Court, Winchester, VA 22603 +1-800-805-5223 ~15.17 miles northeast of Middletown
  • Midscale hotel
  • 3 floors in property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Winchester
+1-888-965-1860
280 Maket St., Winchester, VA 22603 +1-888-965-1860 ~15.64 miles northeast of Middletown
  • 3 star property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites Winchester - Winchester
+1-888-788-5576
280 Market St., Winchester, VA 22603 +1-888-788-5576 ~15.64 miles northeast of Middletown
  • 3-star Suburban hotel
  • Access to gym on-site
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn Woodstock Shenandoah in Woodstock
+1-888-897-9207
1011 Motel Dr., Woodstock, VA 22664 Website +1-888-897-9207 ~16.91 miles southwest of Middletown
  • Economical Highway hotel
  • Hotel has 66 rooms
From$81
Very Good 4.5 /5 Read Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-311-4278
1101 Motel Dr., Woodstock, VA 22664 +1-888-311-4278 ~17.02 miles southwest of Middletown
  • Inexpensive Highway property
  • Hotel has 3 floors
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Woodstock : 1130 Motel Dr.
+1-888-469-4795
1130 Motel Dr., Woodstock, VA 22664 +1-888-469-4795 ~17.06 miles southwest of Middletown
  • Affordable Highway property
  • Hotel has 3 floors
From$70
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-734-9421
1150 Motel Dr., Woodstock, VA 22664 +1-888-734-9421 ~17.26 miles southwest of Middletown
  • Midscale Highway hotel
  • Hotel has 8 meeting rooms
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Woodstock - Shenandoah Valley I-81 : 1290 South Main St.
+1-888-841-5292
1290 South Main St., Woodstock, VA 22664 +1-888-841-5292 ~17.56 miles southwest of Middletown
  • Low Cost Highway hotel
  • Hotel has an eco-friendly policy Read more
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Luray Shenandoah in Luray
+1-888-455-5160
138 Whispering Hill Rd., Luray, VA 22835 +1-888-455-5160 ~25.41 miles south of Middletown
  • Low priced Mountain property
  • 8 suites in hotel
From$107
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Mount Jackson Va Shenandoah - Mount Jackson
+1-888-965-8297
250 Conicville Rd., Mount Jackson, VA 22842 +1-888-965-8297 ~26.30 miles southwest of Middletown
  • Low priced Mountain hotel
  • Hotel has 100 rooms
From$55
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Martinsburg South-Inwood : 4758 Gerrardstown Rd.
+1-888-906-6358
4758 Gerrardstown Rd., Inwood, WV 25428 +1-888-906-6358 ~26.32 miles northeast of Middletown
  • 3-star Rural hotel
  • Check-in: 3:00 PM
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn : 410 West Main St.
+1-888-749-6785
410 West Main St., Luray, VA 22835 +1-888-749-6785 ~26.91 miles south of Middletown
  • Three Star Downtown hotel
  • 40 sleeping rooms in hotel
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Big Meadows Lodge : Skyline Dr. Mile 51
+1-888-878-9982
Skyline Dr. Mile 51, Shenandoah Natl Park, VA 22835 +1-888-878-9982 ~27.15 miles south of Middletown
  • Three Star hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details

Next: See My Middletown Hotels with Pricing

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.

"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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