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Go beyond your typical stay in Middletown


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Our top choices for Middletown hotels

1. Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2. Wayside Inn
Wayside Inn
4. Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
5. Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
6. The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
7. DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
8. La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
9. Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
10. Hampton Inn Front Royal
Hampton Inn Front Royal
11. TRU By Hilton Winchester
TRU By Hilton Winchester
12. Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester South
13. TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
14. Spark by Hilton Winchester
Spark by Hilton Winchester
15. Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
16. Mimslyn Inn Historic Hotels Of America
Mimslyn Inn Historic Hotels Of America
17. Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
18. Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
19. Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park
20. Motel 6 Winchester, VA
Motel 6 Winchester, VAWhere to stay near Middletown

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 Middletown attractions
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.


































































































