Book 2 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 2 Stars Hotels

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Free Cancellation
Reserve now, pay when you stay
4.03 mi from city center
$76 nightly
The price is $84 total per night
$84 total
Feb 20 - Feb 21
Total with 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

Sleep Inn & Suites Winchester near University
140 Costello Dr Winchester VA
Free Cancellation
11.09 mi from city center
$80 nightly
The price is $87 total per night
$87 total
Mar 2 - Mar 3
Total with taxes and fees
At Sleep Inn & Suites Winchester near University, guests have access to a gym, free WiFi in public areas, and meeting rooms. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and free newspapers.
Breakfast included
Parking included

Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.35 mi from city center
$78 nightly
The price is $88 total per night
$88 total
Feb 22 - Feb 23
Total with taxes and fees
Spark by Hilton Winchester offers a gym, meeting rooms, and conference space. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, express check-out, and laundry facilities.
Breakfast included
Pet friendly

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.27 mi from city center
$70 nightly
The price is $76 total per night
$76 total
Feb 11 - Feb 12
Total with 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 vending machine, and a TV in a common area.
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
11.47 mi from city center
$98 nightly
The price is $107 total per night
$107 total
Feb 15 - Feb 16
Total with 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 dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included

Courtyard by Marriott Winchester
300 Marriott Drive Winchester VA
Free Cancellation
Reserve now, pay when you stay
12.12 mi from city center
$107 nightly
The price is $116 total per night
$116 total
Feb 16 - Feb 17
Total with taxes and fees
Guests of Courtyard by Marriott Winchester have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Parking included

The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Free Cancellation
Reserve now, pay when you stay
12.6 mi from city center
$127 nightly
The price is $143 total per night
$143 total
Feb 16 - Feb 17
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a business center.
Pool
Spa

Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
15 mi from city center
$85 nightly
The price is $92 total per night
$92 total
Feb 15 - Feb 16
Total with 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
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 | 631 hotels |
|---|---|
Lowest Price | $76 |
Highest Price | $143 |
Popular hotels | La Quinta Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Falling Leaf Cabin - Rustic Charm With Modern Decor!, Microtel Inn & Suites by Wyndham Winchester, Spark by Hilton Winchester, Courtyard by Marriott Winchester, Ramada by Wyndham Strasburg/Shenandoah Valley, Sleep Inn & Suites Winchester near University |
Recent Reviews

Spark by Hilton Winchester
5/5 Excellent
"We love this hotel! We stay here often when traveling from the north to the south visiting family. It is impeccably clean and modern. The staff makes you feel welcome and the check-in is quick and efficient."
A verified traveler stayed at Spark by Hilton Winchester
Posted 5 days ago



