Photo by Stephanie Sutton
Hotels in Middletown
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Sep 18 - Sep 20Where to stay in Middletown?
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
$65
$71 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah ValleyStrasburg
$123
$136 total
includes taxes & fees
Sep 16 - Sep 17
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah ValleyStrasburg
$78
$87 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
$93
$103 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
$88
$98 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester SouthStephens City
$80
$89 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
$122
$136 total
includes taxes & fees
Sep 28 - Sep 29
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
$99
$111 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge ShadowsFront Royal
$122
$135 total
includes taxes & fees
Sep 13 - Sep 14
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front RoyalFront Royal
$139
$155 total
includes taxes & fees
Sep 20 - Sep 21
Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
$77
$87 total
includes taxes & fees
Sep 28 - Sep 29
Motel 6 Front Royal, VA
Motel 6 Front Royal, VAFront Royal
$65
$72 total
includes taxes & fees
Oct 1 - Oct 2
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott WinchesterWinchester
$93
$103 total
includes taxes & fees
Sep 7 - Sep 8
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National ParkFront Royal
$66
$73 total
includes taxes & fees
Oct 4 - Oct 5
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National ParkFront Royal
$62
$69 total
includes taxes & fees
Sep 13 - Sep 14
Relax Inn Motel
Relax Inn MotelFront Royal
$64
$71 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites By Hilton Winchester
Home2 Suites By Hilton WinchesterWinchester
$98
$111 total
includes taxes & fees
Sep 28 - Sep 29
Blue Ridge Motel
Blue Ridge MotelFront Royal
$70
$78 total
includes taxes & fees
Sep 6 - Sep 7
Go beyond your typical stay in Middletown
Pet friendly
Cottage
Family friendly
Our prices for hotels in Middletown are cheapest in January
Our prices for hotels in Middletown are cheapest in January
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
Top landmarks in Middletown
Belle Grove Plantation
8.4/10 (8 reviews)
If you're planning a bit of sightseeing during your trip, head to Belle Grove Plantation— just one of the landmarks located 1.4 mi (2.2 km) from central Middletown.
Cedar Creek Battlefield Foundation
8.6/10 (7 reviews)
Cedar Creek Battlefield Foundation is 1.2 mi (1.9 km) from central Middletown, why not stop by during your stay.
Cedar Creek and Belle Grove National Historical Park
9.0/10 (6 reviews)
Cedar Creek and Belle Grove National Historical Park is 1.1 mi (1.7 km) from central Middletown, why not stop by during your stay. Want to stretch your legs some more? Head to Hupp's Hill Civil War Park, located nearby.
Jackson's Chase Golf Course
6.0/10 (1 review)
You might want to play some rounds at Jackson's Chase Golf Course, located 4.6 mi (7.4 km) from central Middletown. If Jackson's Chase Golf Course doesn't quite scratch your golfing itch, Blue Ridge Shadows Golf Club is also nearby.
Learn more about Middletown
Middletown is well-known for its attractions such as Belle Grove Plantation and Shenandoah River. Visitors to this historical city speak highly of the bars whereas sights include Cedar Creek and Belle Grove National Historical Park and Jackson's Chase Golf Course.
See all hotels in Middletown
Photo by Stephanie Sutton
Check out reviews of Middletown hotels guests love
Holiday Inn Winchester Se-Historic Gateway by IHG
10/10 Excellent
"Great find! It’s new, it’s clean, great staff! Going again soon a stop on a longer trip into Virginia. It’s right off the highway!"
Ramada by Wyndham Strasburg/Shenandoah Valley
10/10 Excellent
"Very clean and comfortable room."
Travelodge by Wyndham Winchester
10/10 Excellent
"Room fully met my needs and was competitively priced. Great overnight stop for my road trip."
The George Washington Hotel, A Wyndham Grand Hotel
10/10 Excellent
"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
"Clean room quiet front desk employees are always awesome !!"
Quality Inn Winchester
10/10 Excellent
"Convenient and surprisingly nice for the price"
Courtyard by Marriott Winchester
10/10 Excellent
"Excellent"
Days Inn by Wyndham Winchester
8/10 Good
"Not too shabby. I would stay again"
Wayside Inn
10/10 Excellent
"It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again."