Hotels in Middletown

Search over 620 hotels from $68

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

Mar 25 - Mar 26
Tonight
Check prices in Middletown for tonight, Mar 25 - Mar 26
Mar 26 - Mar 27
Tomorrow night
Check prices in Middletown for tomorrow night, Mar 26 - Mar 27

Top Rated Middletown Hotels

Wayside Inn

Wayside Inn

3.5 out of 5
7783 Main St Middletown VA
0.17 mi from city center
$89 nightly
The price is $98 total per night
$98 total
Mar 26 - Mar 27
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

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Free Cancellation
10.92 mi from city center
$81 nightly
The price is $88 total per night
$88 total
Apr 5 - Apr 6
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 dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.47 mi from city center
$107 nightly
The price is $117 total per night
$117 total
Mar 26 - Mar 27
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
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 out of 5
140 Costello Dr Winchester VA
Free Cancellation
11.09 mi from city center
$80 nightly
The price is $87 total per night
$87 total
Apr 15 - Apr 16
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 securing valuables and dry cleaning/laundry. Additional amenities include a business center, coffee/tea in a common area, and free newspapers.
Breakfast included
Parking included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
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
Apr 2 - Apr 3
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 luggage storage, dry cleaning/laundry, and concierge services. 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

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
15 mi from city center
$86 nightly
The price is $93 total per night
$93 total
Mar 31 - Apr 1
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
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!

Rileyville VA
19.09 mi from city center
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah

2.5 out of 5
1011 Motel Dr Woodstock VA
Free Cancellation
16.9 mi from city center
$95 nightly
The price is $106 total per night
$106 total
Apr 1 - Apr 2
Total with taxes and fees
Comfort Inn Woodstock Shenandoah features a gym, free WiFi in public areas, and meeting rooms. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a business center, free newspapers, and laundry facilities.
Breakfast included
Pet friendly
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
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
Apr 1 - Apr 2
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
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free Cancellation
7.74 mi from city center
$103 nightly
The price is $112 total per night
$112 total
Apr 15 - Apr 16
Total with taxes and fees
Comfort Inn & Suites Winchester 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
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET Winchester VA
Free Cancellation
Reserve now, pay when you stay
15.72 mi from city center
$114 nightly
The price is $124 total per night
$124 total
Apr 1 - Apr 2
Total with 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
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive Winchester VA
Free Cancellation
Reserve now, pay when you stay
11.43 mi from city center
$100 nightly
The price is $113 total per night
$113 total
Apr 2 - Apr 3
Total with taxes and fees
At Hampton Inn Winchester-University/Mall Area, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Middletown
View all properties
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.

Cheap Middletown hotels options

Where should you stay in Middletown?

What are some of the best hotels to stay with the kids in Middletown?

Econo Lodge Inn & Suites Middletown - Winchester South is a hotel offering free parking, laundry facilities, and free WiFi.

What are the best hotels in downtown Middletown?

Here are some of the most popular hotels in downtown Middletown:

While you're here, you may want to grab some grub or libations at the bars and restaurants historic Middletown is known for. Close to central Middletown, you'll find interesting places to visit like Belle Grove Plantation.

Middletown hotels essential information

Accommodation
620 hotels
Lowest Price
$68
Highest Price
$138
Popular hotels
Wayside Inn, Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester, Sleep Inn & Suites Winchester near University, The George Washington Hotel, A Wyndham Grand Hotel, Microtel Inn & Suites by Wyndham Winchester, Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!, Comfort Inn Woodstock Shenandoah, Courtyard by Marriott Winchester, Comfort Inn & Suites Winchester, SpringHill Suites by Marriott Winchester, Hampton Inn Winchester-University/Mall Area

Recent Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

4/5 Good
"Just passing theu"
A verified traveler stayed at Microtel Inn & Suites by Wyndham Winchester
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Winchester

More to Explore