Middletown, VA

Travel Guide

Photo by Stephanie Sutton
Photo by Samantha Keyes
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 371 per night from Apr 16 to Apr 17
SAR 371
SAR 404 total
includes taxes & fees
16 Apr - 17 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! (1,897 reviews)
"Quiet and clean"

Reviewed on 3 April 2025

La Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
The price is SAR 332 per night from Apr 16 to Apr 17
SAR 332
SAR 376 total
includes taxes & fees
16 Apr - 17 Apr
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,002 reviews)
"Great location, right off the highway. Will definitely stay here again!"

Reviewed on 3 April 2025

Spark by Hilton Winchester
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand Hotel
3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is SAR 475 per night from Apr 20 to Apr 21
SAR 475
SAR 538 total
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (979 reviews)
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"

Reviewed on 31 March 2025

The George Washington Hotel, A Wyndham Grand Hotel
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! (276 reviews)
Spectacular Views!
"We thoroughly enjoyed our stay here. From the moment you walk into the cabin, the views are spectacular and the surroundings are relaxing. We had a wonderful time and can’t wait to come back in the warmer weather to enjoy the outdoors more within a quick drive of lots of parks and scenic views Very ..."

Reviewed on 2 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)
Isolation with a view and solitude.
"Loved it"

Reviewed on 10 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