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 & Accommodations

Econo Lodge Inn & Suites in Middletown
+1-888-389-4121
91 Reliance Rd., Middletown, VA 22645 +1-888-389-4121
  • Low Cost hotel
  • Comp. Breakfast
Fairfield Inn & Suites Strasburg Shenandoah Valley - Strasburg
+1-888-675-2083
33760 Old Valley Pike, Strasburg, VA 22657 +1-888-675-2083 ~3.58 miles west of Middletown
  • Mid-scale Rural hotel
  • Check in time: 3:00 PM
From$104
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Strasburg - 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
  • Gym / Fitness Center Available
From$63
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Stephens City - Winchester South : 167 Town Run Lane
+1-800-805-5223
167 Town Run Lane, Stephens City, VA 22655 +1-800-805-5223 ~5.03 miles northeast of Middletown
  • Midscale Highway property
  • Check-in time: 3:00pm
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express
+1-888-965-1860
165 Town Run Ln, Stephens City, VA 22655 +1-888-965-1860 ~5.04 miles northeast of Middletown
  • Mid-scale Rural property
  • Fitness + Health Center
From$68
Very Good 4.0 /5 Read 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
  • 3-star Mountain hotel
  • 8 suites in hotel
From$40
Average 3.5 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Front Royal Blue Ridge Shadows
+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
  • Fitness center on property
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Towneplace Stes Front Marriott in Front Royal
+1-888-311-4278
85 Caroline Dr., Front Royal, VA 22630 +1-888-311-4278 ~6.60 miles southeast of Middletown
  • Mid-scale property
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Front Royal
+1-888-469-4795
9800 Winchester Rd., Front Royal, VA 22630 +1-888-469-4795 ~6.64 miles southeast of Middletown
  • Mid-scale Suburban hotel
  • 4 floors in hotel
From$107
Very Good 4.0 /5 Review Score 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
  • Two star property
  • Check-in: 2:00 PM
From$60
Average 3.0 /5 Latest Reviews 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
  • Two star Suburban hotel
  • Check in time: 3:00pm
From$60
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Winchester Va
+1-888-455-5160
141 Kernstown Commons Blvd., Winchester, VA 22602 +1-888-455-5160 ~8.00 miles northeast of Middletown
  • Midscale Suburban property
  • Hotel has a green policy See more
From$85
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Front Royal Near Shenandoah National Park in Front Royal
+1-888-965-8297
10 South Commerce Ave., Front Royal, VA 22630 +1-888-965-8297 ~9.20 miles southeast of Middletown
  • Inexpensive Suburban property
  • Check-in: 3:00 PM
From$60
Average 3.0 /5 Read 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 property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Winchester Va - Winchester
+1-888-749-6785
2951 Valley Ave., Winchester, VA 22601 +1-888-749-6785 ~9.58 miles northeast of Middletown
  • Low priced Suburban property
  • Hotel has 2 floors
From$60
Average 3.0 /5 Review Score 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
  • 5 meeting rooms in property
From$69
Very Good 4.0 /5 Recent Reviews 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
  • Low priced Suburban property
  • Fitness center on property
From$60
Very Good 4.0 /5 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
  • Three Star Suburban hotel
  • 22 suites in hotel
From$88
Very Good 4.0 /5 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
  • 3-star Highway property
  • 5 floors in hotel
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Winchester in Winchester
+1-800-716-8490
160 Front Royal Pike, Winchester, VA 22602 +1-800-716-8490 ~11.34 miles northeast of Middletown
  • Economy Suburban property
  • 5 meeting rooms in property
From$49
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn & Conference Center - Winchester
+1-800-805-5223
711 Millwood Ave., Winchester, VA 22601 +1-800-805-5223 ~11.43 miles northeast of Middletown
  • Economy Highway property
  • Check-in: 11:00
From$55
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Winchester, VA
+1-888-965-1860
991 Millwood Pike, Winchester, VA 22602 +1-888-965-1860 ~11.44 miles northeast of Middletown
  • Economical Suburban hotel
  • 97 rooms in property
From$47
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Winchester University / Mall Area : 640 East Jubal Early Dr.
+1-888-788-5576
640 East Jubal Early Dr., Winchester, VA 22601 +1-888-788-5576 ~11.45 miles northeast of Middletown
  • Mid-scale Highway hotel
  • Gym / Fitness Center Available
From$82
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Winchester VA
+1-888-897-9207
1077 Millwood Pike, Winchester, VA 22602 +1-888-897-9207 ~11.49 miles northeast of Middletown
  • 2 star hotel
  • Check in time: 11:00 AM
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Winchester
+1-888-311-4278
1055 Millwood Pike, Winchester, VA 22602 +1-888-311-4278 ~11.49 miles northeast of Middletown
  • 2 star Suburban hotel
  • 6 floors in property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Winchester, an IHG Hotel in Winchester
+1-888-469-4795
1135 Millwood Pike, Winchester, VA 22602 +1-888-469-4795 ~11.51 miles northeast of Middletown
  • Low-priced Suburban property
  • Hotel has 70 rooms
From$60
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Winchester - Winchester
+1-888-734-9421
300 Marriott Dr., Winchester, VA 22603 +1-888-734-9421 ~12.18 miles north of Middletown
  • 3 star Suburban hotel
  • Hotel has 136 rooms
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites : 30 Wolfe St. Apt 2e
+1-888-841-5292
30 Wolfe St. Apt 2e, Winchester, VA 22601 +1-888-841-5292 ~12.38 miles northeast of Middletown
  • Economy property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Winchester in Winchester
+1-888-455-5160
150 Faraday Plaza, Winchester, VA 22603 +1-888-455-5160 ~12.61 miles northeast of Middletown
  • Low Cost Highway property
  • Free comp. breakfast
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
  • Mid-scale Downtown hotel
  • Check-in time: 4:00pm
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Apm Inn & Suites
+1-888-906-6358
1347 Berryville Ave., Winchester, VA 22601 +1-888-906-6358 ~13.22 miles northeast of Middletown
  • 2-star hotel
  • Check in: 3:00 PM
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Winchester N/Conference Center, VA
+1-888-749-6785
1204 Berryville Ave., Winchester, VA 22601 +1-888-749-6785 ~13.30 miles northeast of Middletown
  • Midscale Highway hotel
  • 100 rooms in property
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott Winchester - Winchester
+1-888-878-9982
170 Getty Ln, Winchester, VA 22603 +1-888-878-9982 ~13.67 miles northeast of Middletown
  • 3-star Suburban property
  • Access to gym on-site
From$74
Very Good 4.0 /5 Recent 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
  • 3-star Rural property
  • Hotel has 25 suites
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn in Winchester
+1-888-389-4121
1601 Martinsburg Pike, Winchester, VA 22603 Website +1-888-389-4121 ~14.99 miles northeast of Middletown
  • 2-star Highway hotel
  • 2 floors in property
From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Winchester
+1-888-675-2083
1593 Martinsburg Pike, Winchester, VA 22603 +1-888-675-2083 ~15.11 miles northeast of Middletown
  • 2-star Highway property
  • Check-in: 2:00 PM
From$45
Average 3.5 /5 Recent Reviews Call BookMore Details
TRU by Hilton Winchester - Winchester
+1-800-716-8490
118 Mercedes Court, Winchester, VA 22603 +1-800-716-8490 ~15.17 miles northeast of Middletown
  • 3-star hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites Winchester : 280 Market St.
+1-800-805-5223
280 Market St., Winchester, VA 22603 +1-800-805-5223 ~15.64 miles northeast of Middletown
  • 3-star Suburban hotel
  • Hotel has a green policy Read more
From$80
Average 3.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Winchester in 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
Comfort Inn Woodstock Shenandoah : 1011 Motel Dr.
+1-888-788-5576
1011 Motel Dr., Woodstock, VA 22664 Website +1-888-788-5576 ~16.91 miles southwest of Middletown
  • Low priced Highway hotel
  • Comp. Breakfast
From$81
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Comfort Inn Woodstock Shenandoah
+1-888-897-9207
1101 Motel Dr., Woodstock, VA 22664 +1-888-897-9207 ~17.02 miles southwest of Middletown
  • Inexpensive Highway hotel
  • 3 floors in property
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Woodstock
+1-888-311-4278
1130 Motel Dr., Woodstock, VA 22664 +1-888-311-4278 ~17.06 miles southwest of Middletown
  • Affordable Highway property
  • Hotel has 3 suites
From$70
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites - Woodstock
+1-888-469-4795
1150 Motel Dr., Woodstock, VA 22664 +1-888-469-4795 ~17.26 miles southwest of Middletown
  • Three Star Highway property
  • Gym is available on property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Woodstock - Shenandoah Valley I-81
+1-888-734-9421
1290 South Main St., Woodstock, VA 22664 +1-888-734-9421 ~17.56 miles southwest of Middletown
  • Two star Highway hotel
  • 40 rooms in hotel
From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Luray Shenandoah
+1-888-841-5292
138 Whispering Hill Rd., Luray, VA 22835 +1-888-841-5292 ~25.41 miles south of Middletown
  • 2-star Mountain property
  • 100 sleeping rooms in hotel
From$107
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Mount Jackson Va Shenandoah in Mount Jackson
+1-888-455-5160
250 Conicville Rd., Mount Jackson, VA 22842 +1-888-455-5160 ~26.30 miles southwest of Middletown
  • Low Cost Mountain hotel
  • Hotel has 2 floors
From$55
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn Martinsburg South-Inwood in Inwood
+1-888-965-8297
4758 Gerrardstown Rd., Inwood, WV 25428 +1-888-965-8297 ~26.32 miles northeast of Middletown
  • 3-star Rural hotel
  • Free complimentary breakfast
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn in Luray
+1-888-906-6358
410 West Main St., Luray, VA 22835 +1-888-906-6358 ~26.91 miles south of Middletown
  • Affordable Downtown property
  • 40 rooms in property
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Big Meadows Lodge
+1-888-749-6785
Skyline Dr. Mile 51, Shenandoah Natl Park, VA 22835 +1-888-749-6785 ~27.15 miles south of Middletown
  • Three Star property
  • Check in: 15:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Goodstone Inn & Restaurant : 36205 Snake Hill Rd.
+1-888-878-9982
36205 Snake Hill Rd., Middleburg, VA 20117 +1-888-878-9982 ~28.47 miles east of Middletown
  • Midscale property
From$300
Average 3.0 /5 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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