4/5 - Good
Verified traveler
Cute historic town!
Visit Middletown
Wayside Inn
7783 Main St, Middletown, VA
The price is SAR 362 per night from Jun 28 to Jun 29
SAR 362
SAR 437 total
28 Jun - 29 Jun
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 Wayside ...
9.2/10 Wonderful! (386 reviews)
"If your history buff exploring the area this is your ideal base of operations. Close to many local historical sites and the place itself is a piece of Americana. If the walls could talk in this place who knows what it would tell us about the past. The place is remarkably well kept given its age and ..."
Reviewed on 17 June 2025
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 389 per night from Jul 6 to Jul 7
SAR 389
SAR 423 total
6 Jul - 7 Jul
includes taxes & 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 ...
9/10 Wonderful! (2,063 reviews)
"I was traveling by motorcycle. I arrived early due to a massive storm that was about to hit. They let me check in an hour early. Super cool of them!"
Reviewed on 22 June 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
The price is SAR 259 per night from Jul 2 to Jul 3
SAR 259
SAR 282 total
2 Jul - 3 Jul
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,104 reviews)
"Very clean and eco-friendly…. Loved the waffles for breakfast!!!! Super bonus!!!"
Reviewed on 21 June 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.
"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! (309 reviews)
Walden Wonderful
"Walden was exactly as advertised. We loved the cozy atmosphere and creature comforts. Due to rainy weather we did not get to utilize a lot of the outdoor and riverside amenities but recognized them for being available had the weather cooperated. Derek was very responsive to any needs we had. We loved ..."
Reviewed on 23 May 2025
Secluded River Cabin Getaway (Masten Cabin)
Strasburg
Stay at this vacation home in Strasburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Secret Passage Ranch and Strasburg Museum are located ...
9.6/10 Exceptional! (152 reviews)
Highly recommend!
"We had a great time at this cabin! It was comfortable, clean, and beautiful! The pictures don’t do this place justice. Our only regret is not booking for a longer stay. We will definitely be returning!"
Reviewed on 11 May 2025
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Rileyville
Stay at this vacation home in Rileyville. Enjoy free WiFi, a garden, and patios. Popular attractions Chalybeate Spring and Elkwallow Picnic Area are located ...
9.4/10 Exceptional! (140 reviews)
"Wonderful farmhouse with an amazing view. We enjoyed drinking our coffee on the large screened in front porch. Very clean."
Reviewed on 16 June 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
3.5/5(3 reviews)
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 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.
Cedar Creek Battlefield Foundation
4.5/5(2 reviews)
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.
Reviews of Middletown
4
Top Destination
4/5 - Good
M.
Not a lot to do but a good base to visit the park and wineries.
4/5 - Good
Verified traveler
Very nice Irish Pub (Nana's) near the Inn
4/5 - Good
Verified traveler
Didn’t spend much time in Middletown other than when we were at the inn
- Belle Grove Plantation
- Cedar Creek and Belle Grove National Historical Park
- Cedar Creek Battlefield Foundation
- Wayside Theater
- Jackson's Chase Golf Course
- Shenandoah National Park
- Shenandoah River
- Front Royal Entrance Shenandoah National Park
- Shenandoah University
- George Washington National Forest
- Winchester Medical Center
- 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
- Jim Barnett Park
- Linden Vineyards
- Shenandoah Vineyards
- Lost River
- Watermelon Park Campground
- Sky Meadows State Park
- Front Royal Visitor's Center
- Bright Box Theater
- Patsy Cline Historic House
- Valerie Hill Winery
- Dinosaur Land
- Woodstock Museum
- Barrel Oak Winery
- Dickey Ridge Visitor Center