Middletown, VA
Travel Guide
Visit Middletown
Wayside Inn
7783 Main St Middletown VA
$131 nightly
The price is $144 total per night from Jun 22 to Jun 23
$144 total
Jun 22 - Jun 23
Total with taxes and 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! (438 reviews)
"A historical inn with charming features and friendly, helpful staff."
Reviewed on Jun 15, 2026
Econo Lodge Inn & Suites Middletown - Winchester South
91 Reliance Road Middletown VA
$62 nightly
The price is $68 total per night from Jun 28 to Jun 29
$68 total
Jun 28 - Jun 29
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Cedar Creek and Belle Grove National Historical ...
5.8/10 (315 reviews)
"Check-in took almost 30 minutes. Dogs on property without leash, barking consistently in and outside of the facility. Staff went into my room while I was still checked in and left door wide open with my valuables inside. Absolutely unacceptable."
Reviewed on Jun 16, 2026
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
$88 nightly
The price is $99 total per night from Jul 6 to Jul 7
$99 total
Jul 6 - Jul 7
Total with taxes and 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! (1,007 reviews)
"Quick & easy."
Reviewed on Jun 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.
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...
10/10 Exceptional! (362 reviews)
"Dek is a sweet heart. We had car trouble and had to have our car towed to a dealership back home. He offered to take my husband and I to Enterprise to pick up a rental car. Communication was excellent. This cabin is perfect for reconnect. This was our anniversary trip. We visit the Shenandoah Vally ..."
Reviewed on Jun 15, 2026
"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! (327 reviews)
"Spacious yet cozy. Beautiful peaceful area with lots to do within a 15-30 min drive. Highly recommend and hope to be back. Derek answered my questions and whole trip was smooth and relaxing."
Reviewed on Jun 18, 2026
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
10/10 Exceptional! (366 reviews)
"Perfect place to get away didn’t see one person ,very very peaceful!"
Reviewed on May 28, 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.
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- Hotels near Wayside Theater
- Hotels near Cedar Creek and Belle Grove National Historical Park
- Hotels near Cedar Creek Battlefield Foundation
- Hotels near Belle Grove Plantation
- Hotels near Hupp's Hill Civil War Park
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- Belle Grove Plantation
- Cedar Creek Battlefield Foundation
- Cedar Creek and Belle Grove National Historical Park
- Jackson's Chase Golf Course
- Shenandoah National Park
- Front Royal Entrance Shenandoah National Park
- George Washington National Forest
- ValleyHealth Winchester Medical Center
- Shenandoah River
- Shenandoah University
- Shenandoah River State Park
- Skyline Caverns
- Shenandoah County Fairgrounds
- Linden Vineyards
- Museum of the Shenandoah Valley
- Patsy Cline Historic House
- Dickey Ridge Visitor Center
- Winchester Little Theater
- Front Royal Visitor's Center
- Bright Box Theater
- Sky Meadows State Park
- Apple Blossom Mall
- Mackintosh Fruit Farm
- Dinosaur Land
- Rock Harbor Golf Course
- Lost River
- Glen Manor Vineyards
- Woodstock Tower Observation Site
- Watermelon Park Campground
- Shenandoah Valley Discovery Museum
- Jim Barnett Park