Compare Cheap Hotels in Middletown
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Cheap Middletown Hotels
Econo Lodge Inn & Suites
91 Reliance Road Middletown VA
$62 nightly
The price is $68 total per night
$68 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
0.63 mi from city center
A stay at Econo Lodge Inn & Suites Middletown - Winchester South places you in the heart of Middletown, within a 5-minute drive of Wayside Theater and Cedar Creek and Belle Grove National Historical Park.
Pet friendly
Parking included
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
$71 nightly
The price is $77 total per night
$77 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15 mi from city center
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
$102 nightly
The price is $111 total per night
$111 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.45 mi from city center
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University and 12 minutes by foot from Jim Barnett Park.
Pool
Breakfast included
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
$98 nightly
The price is $107 total per night
$107 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
7.74 mi from city center
Located in Winchester, Comfort Inn & Suites Winchester is in a shopping district, within a 10-minute drive of The Kernstown Battlefield and Shenandoah University.
Breakfast included
Pet friendly
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
$127 nightly
The price is $143 total per night
$143 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
12.6 mi from city center
The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from Shenandoah Valley Discovery Museum.
Pool
Spa
Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive Winchester VA
$99 nightly
The price is $112 total per night
$112 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.43 mi from city center
With a stay at Hampton Inn Winchester-University/Mall Area, you'll be centrally located in Winchester, steps from Shenandoah University and within a 5-minute walk of Jim Barnett Park.
Pool
Breakfast included
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
$107 nightly
The price is $119 total per night
$119 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
6.56 mi from city center
With a stay at Hampton Inn Front Royal in Front Royal, you'll be in a national park, within a 15-minute drive of Shenandoah National Park and Shenandoah River.
Pool
Breakfast included
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
$73 nightly
The price is $79 total per night
$79 total
Dec 23 - Dec 24
Total with taxes and fees
Free Cancellation
10.92 mi from city center
Located in Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG is in the historical district, within a 5-minute drive of Shenandoah University and Apple Blossom Mall.
Pool
Parking included
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
$68 nightly
The price is $74 total per night
$74 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.27 mi from city center
With a stay at Travelodge by Wyndham Winchester in Winchester, you'll be within a 10-minute walk of Valley Health and Shenandoah University.
Pet friendly
Parking included
SpringHill Suites by Marriott Winchester
280 MARKET STREET Winchester VA
$107 nightly
The price is $117 total per night
$117 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.72 mi from city center
Located in Winchester, SpringHill Suites by Marriott Winchester is connected to a shopping center, within a 10-minute drive of Shenandoah Valley Discovery Museum and Patsy Cline Historic House.
Pool
Breakfast included
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
$98 nightly
The price is $108 total per night
$108 total
Dec 21 - Dec 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
5.98 mi from city center
With a stay at DoubleTree by Hilton Front Royal Blue Ridge Shadows in Front Royal, you'll be within a 15-minute drive of Shenandoah National Park and Blue Ridge Shadows Golf Club.
Pool
Hot Tub
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
$71 nightly
The price is $77 total per night
$77 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
15.15 mi from city center
With a stay at TRU By Hilton Winchester in Winchester, you'll be within a 5-minute drive of Rutherford Crossing and Northside Station Shopping Center.
Pool
Breakfast included
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.
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Middletown hotels essential information
Accommodation | 620 hotels |
|---|---|
Lowest Price | $68 |
Highest Price | $143 |
Popular hotels | Econo Lodge Inn & Suites, Microtel Inn & Suites by Wyndham Winchester, La Quinta Inn & Suites by Wyndham Winchester, Comfort Inn & Suites Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Hampton Inn Winchester-University/Mall Area, Hampton Inn Front Royal, Holiday Inn Winchester Se-Historic Gateway by IHG, Travelodge by Wyndham Winchester, SpringHill Suites by Marriott Winchester, DoubleTree by Hilton Front Royal Blue Ridge Shadows, TRU By Hilton Winchester |
Most Recent Middletown Hotel Reviews
The George Washington Hotel, A Wyndham Grand Hotel
5 out of 5
Posted 3 days ago
CheapTickets Verified Review
"The room was clean and the bed was comfortable. My only desire is for firmer, foam pillows and brighter lights at the vanity. The staff is always efficient and friendly. It’s a beautiful hotel and we always have a good time at the bar!"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
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