Middletown, VA

Travel Guide

Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Beautiful drive up to this plantation. You can take a tour of it as well.
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
The price is AED 300 per night from Jan 26 to Jan 27
AED 300
AED 326 total
26 Jan - 27 Jan
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 and the clean ...
9/10 Wonderful! (1,431 reviews)
Clean room. Fan in bathroom was like an airplane engine. Breakfast didn’t start until 6:30 which meant we missed it…. On the road by 6:00….

Reviewed on 7 January 2026

Microtel Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
The price is AED 337 per night from Jan 15 to Jan 16
AED 337
AED 367 total
15 Jan - 16 Jan
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 breakfast and the helpful ...
9.2/10 Wonderful! (2,242 reviews)
Clean room; really comfortable bed. Great staff

Reviewed on 8 January 2026

La Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
The price is AED 225 per night from Jan 15 to Jan 16
AED 225
AED 245 total
15 Jan - 16 Jan
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,086 reviews)
C'était propre et tranquille

Reviewed on 11 January 2026

Travelodge by Wyndham Winchester
See all 617 properties in Middletown
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.
Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets

Fort Valley VA
Stay at this cottage in Fort Valley. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Massanutten Storybook Trail and Edinburg Mill Museum ...
9.8/10 Exceptional! (55 reviews)
The host was informative and responsive to all inquiries in a timely manner. The amenities were as listed. Overall wonderful relaxing experience.

Reviewed on 24 December 2025

Cozy Retreat - Hot tub + Mountain Views + Pets
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"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! (304 reviews)
We had a rest time seeing the Shenandhon

Reviewed on 21 December 2025

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"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! (328 reviews)
First and foremost the pictures do not do this place justice. When we arrived, the first impression was perfect, clean, spacious, warm, inviting and the views are remarkable. There is a simplicity about the property.. the views from the hot tub cant be explained… oh and by day two we were welcomed ...

Reviewed on 3 January 2026

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
See all properties in Middletown
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

Beautiful drive up to this plantation. You can take a tour of it as well.

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.

Belle Grove Plantation

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 and Belle Grove National Historical Park

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.

Cedar Creek Battlefield Foundation

Reviews of Middletown

4
Top Destination
5 - Excellent
5
5 - Excellent 22%
4 - Good
13
4 - Good 57%
3 - Okay
5
3 - Okay 22%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

4/5 - Good

Verified traveler

Cute historic town!

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