Book 1 Star Hotels in Middletown
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Middletown 1 Star Hotels

Wayside Inn
7783 Main St, Middletown, VA
0.17 mi from city center
$114 nightly
The price is $126 total per night
$126 total
Jul 27 - Jul 28
Total includes taxes and fees
Guests of Wayside Inn enjoy free WiFi in public areas, a meeting room, and a library. You can take advantage of free parking if you drive. Additional amenities include a terrace, a ballroom, and a picnic area.
Parking included
Free WiFi

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Free Cancellation
Reserve now, pay when you stay
4.03 mi from city center
$71 nightly
The price is $79 total per night
$79 total
Jul 31 - Aug 1
Total includes taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley features a gym, free WiFi in public areas, and a business center. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include an arcade/game room, a TV in a common area, and a vending machine.
Breakfast included
Pet friendly

Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
7.82 mi from city center
$97 nightly
The price is $105 total per night
$105 total
Jul 27 - Jul 28
Total includes taxes and fees
Comfort Inn & Suites features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a computer station, and laundry facilities.
Breakfast included
Pet friendly

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
7.91 mi from city center
$99 nightly
The price is $108 total per night
$108 total
Jul 27 - Jul 28
Total includes taxes and fees
At Country Inn & Suites by Radisson, Winchester, VA, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a 24-hour business center, and a library.
Pool
Breakfast included

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Free Cancellation
10.92 mi from city center
$92 nightly
The price is $100 total per night
$100 total
Aug 3 - Aug 4
Total includes taxes and fees
At Holiday Inn Winchester Se-Historic Gateway by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included

Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
11.27 mi from city center
$69 nightly
The price is $75 total per night
$75 total
Jul 27 - Jul 28
Total includes taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a TV in a common area, and a vending machine.
Pet friendly
Parking included

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
11.45 mi from city center
$104 nightly
The price is $113 total per night
$113 total
Jul 27 - Jul 28
Total includes taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included

Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
15 mi from city center
$82 nightly
The price is $90 total per night
$90 total
Aug 17 - Aug 18
Total includes taxes and fees
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included

SpringHill Suites by Marriott Winchester
280 MARKET STREET, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
15.72 mi from city center
$112 nightly
The price is $121 total per night
$121 total
Jul 27 - Jul 28
Total includes taxes and fees
At SpringHill Suites by Marriott Winchester, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include a 24-hour business center, a meeting room, and a computer station.
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.
Middletown hotels essential information
Accommodation | 603 hotels |
---|---|
Lowest Price | $75 |
Highest Price | $126 |
Popular hotels | Wayside Inn, La Quinta Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, Comfort Inn & Suites, Microtel Inn & Suites by Wyndham Winchester, Country Inn & Suites by Radisson, Winchester, VA, Ramada by Wyndham Strasburg/Shenandoah Valley, SpringHill Suites by Marriott Winchester |
Recent Reviews

La Quinta Inn & Suites by Wyndham Winchester
5/5 Excellent
"Clean room, comfortable bed and friendly staff."
A verified traveler stayed at La Quinta Inn & Suites by Wyndham Winchester
Posted 2 days ago