Hotels in Middletown
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Top Rated Middletown Hotels

Wayside Inn
7783 Main St Middletown VA
0.17 mi from city center
$144 nightly
The price is $159 total per night
$159 total
May 12 - May 13
Total with taxes and fees
Wayside Inn features free WiFi in public areas, coffee in a common area, and a meeting room. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, express check-out, and a terrace.
Parking included
Free WiFi

Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
Free Cancellation
10.92 mi from city center
$99 nightly
The price is $107 total per night
$107 total
May 24 - May 25
Total with 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 securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
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
$74 nightly
The price is $84 total per night
$84 total
May 31 - Jun 1
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
$71 nightly
The price is $77 total per night
$77 total
May 12 - May 13
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
$116 nightly
The price is $126 total per night
$126 total
May 13 - May 14
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 luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast 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
$122 nightly
The price is $138 total per night
$138 total
Jun 4 - Jun 5
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 securing valuables, concierge services, and luggage storage. Other amenities at this spa hotel include conference space, a business center, and coffee/tea in a common area.
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
$93 nightly
The price is $101 total per night
$101 total
May 25 - May 26
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

TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Free Cancellation
Reserve now, pay when you stay
15.15 mi from city center
$112 nightly
The price is $122 total per night
$122 total
May 17 - May 18
Total with taxes and fees
At TRU By Hilton Winchester, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. This hotel also has a 24-hour business 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.
Middletown hotels essential information
Accommodation | 627 hotels |
|---|---|
Lowest Price | $77 |
Highest Price | $159 |
Popular hotels | Wayside Inn, Spark by Hilton Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!, TRU By Hilton Winchester, Microtel Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester |
Recent Reviews

Wayside Inn
5/5 Excellent
"Cozy and quaint. Felt like being in a home filled with lots of history! The people were very friendly in the restaurant and bar. Would definitely stay again. "
A verified traveler stayed at Wayside Inn
Posted 4 hours ago



