Middletown, VA

Travel Guide

Photo by Stephanie Sutton
Photo by Samantha Keyes
Wayside Inn
Wayside Inn
3.5 out of 5
7783 Main St, Middletown, VA
The price is SAR 362 per night from Apr 26 to Apr 27
SAR 362
SAR 437 total
includes taxes & fees
26 Apr - 27 Apr
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! (376 reviews)
"Was a very fun atmosphere with and employees and also other guess very nice and friendly and excellent wings"

Reviewed on 2 February 2025

Wayside Inn
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is SAR 351 per night from Apr 27 to Apr 28
SAR 351
SAR 382 total
includes taxes & fees
27 Apr - 28 Apr
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 ...
9/10 Wonderful! (1,961 reviews)
Great value for money
"New room, a lot of space, clean. Good towers. Perfect. Good breakfast"

Reviewed on 23 April 2025

La Quinta Inn & Suites by Wyndham Winchester
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is SAR 367 per night from May 11 to May 12
SAR 367
SAR 399 total
includes taxes & fees
11 May - 12 May
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! (1,014 reviews)
"Clean, comfortable room. Relatively quiet"

Reviewed on 23 April 2025

Comfort Inn & Suites
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.
Star view cabin-Riverfront
Star view cabin-Riverfront
Rileyville
Stay at this cabin in Rileyville. Enjoy tennis courts, patios, and an in-room coffeemaker. Our guests praise the property condition in our reviews. Popular attractions ...
9.6/10 Exceptional! (280 reviews)
Absolutely Amazing
"This was absolutely just what we needed! The view was so breathtaking and the serenity of this place is to die for! I was very pleased with our stay here and we will definitely be returning de"

Reviewed on 23 April 2025

Star view cabin-Riverfront
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Linden
Stay at this cabin in Front Royal. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (83 reviews)
Anniversary Trip
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."

Reviewed on 24 March 2025

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Falling Leaf Cabin With Winter River And Mountain View!
Falling Leaf Cabin With Winter River And Mountain View!
Rileyville
Book a stay at this family-friendly cabin in Rileyville. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chalybeate Spring and Fort ...
9.6/10 Exceptional! (256 reviews)
"Fourth time here and it never gets old!!! absolutely gorgeous!"

Reviewed on 31 March 2025

Falling Leaf Cabin With Winter River And Mountain View!
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

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