Visit Middletown
Wayside Inn
7783 Main St, Middletown, VA
$111 nightly
The price is $122 total per night from Aug 18 to Aug 19
$122 total
Aug 18 - Aug 19
Total includes 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 Wayside ...
9.2/10 Wonderful! (392 reviews)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere."
Reviewed on Jul 7, 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
$103 nightly
The price is $112 total per night from Sep 1 to Sep 2
$112 total
Sep 1 - Sep 2
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,121 reviews)
"Pet friendly, wonderful breakfast, clean, and great staff."
Reviewed on Aug 13, 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
$89 nightly
The price is $97 total per night from Aug 24 to Aug 25
$97 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9/10 Wonderful! (1,001 reviews)
"Bed comfort"
Reviewed on Aug 12, 2025
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.
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Edinburg
Stay at this vacation home in Woodstock. Enjoy a garden, laundry facilities, and patios. Popular attractions Shenandoah Vineyards and Edinburg Mill Museum are ...
9.8/10 Exceptional! (322 reviews)
"Lovely cabin in the woods perfect for our family for a relaxing vacation enjoying nature. Beautiful place to view the sunset from the porch."
Reviewed on Aug 10, 2025
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville
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 ...
9.8/10 Exceptional! (313 reviews)
Quiet and comfortable
"Property was clean and well maintained. Plenty of room for the family to spread out. Walk down to the river was easy and path was mowed. Hot tub could use some maintenance, the jets did not seem to be working to full capacity, but it was clean and relaxing."
Reviewed on Jul 29, 2025
Star view cabin-Riverfront
Rileyville
Stay at this cabin in Rileyville. Enjoy laundry facilities, tennis courts, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
9.6/10 Exceptional! (293 reviews)
Wonderful, relaxing stay
"The pictures on VRBO do not do this place justice. It is beautiful here. The view from the porch is absolutely amazing. Location is close to anything you need. We kayaked nearby, hiked, ziplined, and fished every night. My kids even braved the dark to try some catfishing! They are HUGE and plentiful ..."
Reviewed on Jul 28, 2025
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
You can find out about the history of Middletown with a visit to Cedar Creek Battlefield Foundation. Stroll along the riverfront or experience the entertainment venues in this vibrant area.
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Wayside Theater
- Hotels near Cedar Creek and Belle Grove National Historical Park
- Hotels near Cedar Creek Battlefield Foundation
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- Cedar Creek Battlefield Foundation
- Cedar Creek and Belle Grove National Historical Park
- Belle Grove Plantation
- Jackson's Chase Golf Course
- Wayside Theater
- Shenandoah National Park
- Shenandoah River
- Front Royal Entrance Shenandoah National Park
- Winchester Medical Center
- Shenandoah University
- George Washington National Forest
- Skyline Caverns
- Museum of the Shenandoah Valley
- Apple Blossom Mall
- Shenandoah River State Park
- Shenandoah County Fairgrounds
- Shenandoah Valley Discovery Museum
- Rock Harbor Golf Course
- Sky Meadows State Park
- Linden Vineyards
- Lost River
- Dickey Ridge Visitor Center
- Bright Box Theater
- Patsy Cline Historic House
- Dinosaur Land
- Delaplane Cellars
- Woodstock Museum
- Watermelon Park Campground
- Belle Boyd Cottage
- Mackintosh Fruit Farm
- Winchester Little Theater