Middletown
Travel Guide
Visit Middletown
Wayside Inn
7783 Main St Middletown VA
The price is CA $167 per night from May 24 to May 25
CA $167
CA $198 total
May 24 - May 25
includes taxes & fees
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Cedar ...
9.2/10 Wonderful! (433 reviews)
"was nice and my gf enjoyed it"
Reviewed on May 17, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
The price is CA $122 per night from May 31 to Jun 1
CA $122
CA $138 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,002 reviews)
"Staff were on top of everything, very roomy rooms, clean, and the hotel it self was clean. The morning meals was basic but plenty and fresh."
Reviewed on May 18, 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is CA $145 per night from Jun 3 to Jun 4
CA $145
CA $158 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (871 reviews)
"Room very clean .. great to play pool .. but at breakfast had to ask for more oatmeal as it was empty even though the woman was standing right there. She was not paying attention to what was needed"
Reviewed on May 20, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located ...
9.8/10 Exceptional! (324 reviews)
"Very nice cabin and everything worked. They provide free firewood as well, I would recommend they cover the firewood up with something so it stays dry. Really cool place."
Reviewed on May 14, 2026
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
Rileyville VA
Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley ...
9.8/10 Exceptional! (312 reviews)
"Cabin was super cozy, hot tub felt amazing and was clean. Can’t wait to return"
Reviewed on May 4, 2026
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Front Royal VA
Stay at this cabin in Front Royal. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Glen Manor Vineyards and Shenandoah ...
9.6/10 Exceptional! (392 reviews)
"The home was just as described - a rustic feel with an amazing view! The sunsets are incredible here and it is quite peaceful. Definitely worth a visit - great place to disconnect."
Reviewed on May 19, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Belle Grove Plantation
Learn about the local history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
Cedar Creek Battlefield Foundation
After visiting Cedar Creek Battlefield Foundation, make a plan to see the other sights and activities in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues.
Cedar Creek and Belle Grove National Historical Park
Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.
