Find 607 hotels in Middletown
Hotels from €56
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Check hotel availability in Middletown
Most frequently booked hotels in Middletown
Econo Lodge Inn & Suites
91 Reliance Road Middletown VA
1.02 km from city centre
The price is €100 per night
€100
22 Jan - 23 Jan 2026
includes taxes & fees
During your stay at Econo Lodge Inn & Suites Middletown - Winchester South, you'll be within walking distance of Wayside Theater. Enjoy features like free WiFi in public areas and free self-parking, plus a bar.
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
18.44 km from city centre
The price is €91 per night
€91
28 Dec - 29 Dec
includes taxes & fees
The free breakfast at La Quinta Inn & Suites by Wyndham Winchester gets good marks from our customers. During your stay, you're just a quick walk from Shenandoah University. Enjoy features like free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
24.16 km from city centre
The price is €73 per night
€73
29 Dec - 30 Dec
includes taxes & fees
Our customers tell us that they can't get enough of the comfortable beds at Microtel Inn & Suites by Wyndham Winchester. During your stay, you'll be within walking distance of Rutherford Crossing. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
Pool
Breakfast included
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
18.15 km from city centre
The price is €63 per night
€63
14 Jan - 15 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the comfortable beds at Travelodge by Wyndham Winchester. During your stay, you're just a quick walk from Valley Health. Free WiFi in public areas, free self-parking and laundry facilities are available.
Pet-friendly
Parking included
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
20.29 km from city centre
The price is €122 per night
€122
1 Jan - 2 Jan 2026
includes taxes & fees
The shopping around The George Washington Hotel, A Wyndham Grand Hotel gets high marks from our customers. During your stay, you're just a quick walk from Handley Regional Library. Features include free WiFi in public areas, plus 2 restaurants and a full-service spa.
Pool
Spa
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
12.47 km from city centre
The price is €89 per night
€89
25 Jan - 26 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Comfort Inn & Suites Winchester. During your stay, you'll be within walking distance of Appleland Sports Center. You'll find features such as free WiFi in public areas and free self-parking, plus a 24-hour gym.
Breakfast included
Pet-friendly
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike Winchester VA
17.59 km from city centre
The price is €78 per night
€78
1 Jan - 2 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Winchester Se-Historic Gateway by IHG. During your stay, you're just a quick walk from Valley Health. Free WiFi in public areas, free self-parking and an indoor pool are available.
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
9.63 km from city centre
The price is €91 per night
€91
31 Dec - 1 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at DoubleTree by Hilton Front Royal Blue Ridge Shadows. During your stay, you'll be within walking distance of Blue Ridge Shadows Golf Club. Free WiFi in public areas, free self-parking and an indoor pool are available.
Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
10.56 km from city centre
The price is €108 per night
€108
11 Jan - 12 Jan 2026
includes taxes & fees
The free breakfast at Hampton Inn Front Royal gets good marks from our customers. During your stay, you'll be within walking distance of Shenandoah River. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
SpringHill Suites by Marriott Winchester
280 MARKET STREET Winchester VA
25.31 km from city centre
The price is €99 per night
€99
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at SpringHill Suites by Marriott Winchester. During your stay, you'll be connected to a shopping centre and just a quick walk from Rutherford Crossing. Features include free WiFi in public areas and free self-parking, plus an indoor pool.
Pool
Breakfast included
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
24.4 km from city centre
The price is €90 per night
€90
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at TRU By Hilton Winchester. During your stay, you'll be within walking distance of Rutherford Crossing. Features include free breakfast, free WiFi in public areas and free self-parking.
Pool
Breakfast included
Quality Inn Winchester
1601 Martinsburg Pike Winchester VA
24.36 km from city centre
The price is €70 per night
€70
4 Jan - 5 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the free breakfast at Quality Inn Winchester. During your stay, you'll be within walking distance of Rutherford Crossing. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.
Sleep Inn & Suites Winchester near University
140 Costello Dr Winchester VA
17.86 km from city centre
The price is €56 per night
€56
25 Jan - 26 Jan 2026
includes taxes & fees
The free breakfast at Sleep Inn & Suites Winchester near University gets good marks from our customers. During your stay, you're just a quick walk from Valley Health. Features include free WiFi in public areas and free self-parking, plus a gym.
Falling Leaf Cabin - Rustic Charm With Modern Decor!
Rileyville VA
30.74 km from city centre
During your stay at this cabin, you'll be within walking distance of Shenandoah River. You'll find features such as 1 hot tub and laundry facilities. Free WiFi and a kitchen are available in the cabin.
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
1130 Motel Dr Woodstock VA
27.55 km from city centre
The price is €85 per night
€85
18 Jan - 19 Jan 2026
includes taxes & fees
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express Woodstock-Shenandoah Valley by IHG. During your stay, you're just a quick walk from Shenandoah County Fairgrounds. Enjoy features like free breakfast, free WiFi in public areas and free self-parking.
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.
Finding Middletown Hotels
Middletown is a good place to check out, but if accommodation is hard to come by and you're looking for more choices, these towns close by may have more of what you want.
- 29 hotels in Strasburg
- 9 hotels in Stephens City
Exploring Middletown
The city of Middletown is known for its restaurants. Popular attractions in and around Middletown include:
- Belle Grove Plantation
- Shenandoah River
- Wayside Theater
- Cedar Creek and Belle Grove National Historical Park
- Cedar Creek Battlefield Foundation
- Jackson's Chase Golf Course
- Dinosaur Land
When arranging your Middletown getaway, you can also use ebookers to search for a convenient flight into Martinsburg, WV (MRB-Eastern West Virginia Regional) Airport. You can narrow down your search by number of stops, airline or time of departure to find the one that'll meet your needs.
When is the Best Time to Explore Middletown?
If you're wondering when is the best time of year to travel to Middletown, you may find this information about seasonal weather helpful when you are organising your getaway. The warmest months in Middletown are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are September and May, whereas February and January have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 12°C and at night it is -4°C. Seasonal average rainfall is 218 mm.
- If you visit between April and June, you can expect an average temp of 28°C during the day and 6°C at night. Average rainfall during this season is 307 mm.
- The daytime average temp from July to September is 31°C and the night-time average is 14°C. Average precipitation for this season is 299 mm.
- Between October and December, the average temp during the day is 19°C and -1°C at night. Seasonal average rain is 264 mm.
- The average annual rainfall in Middletown is 1088 mm.
Middletown hotels essential information
Accommodation | 607 hotels |
|---|---|
Lowest Price | €56 |
Highest Price | €122 |
Popular hotels | Econo Lodge Inn & Suites, La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Comfort Inn & Suites Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, DoubleTree by Hilton Front Royal Blue Ridge Shadows, Hampton Inn Front Royal, SpringHill Suites by Marriott Winchester, TRU By Hilton Winchester, Quality Inn Winchester, Sleep Inn & Suites Winchester near University, Falling Leaf Cabin - Rustic Charm With Modern Decor!, Holiday Inn Express Woodstock-Shenandoah Valley by IHG |
Recently booked Middletown hotelsebookers verified reviews
Comfort Inn & Suites Winchester
5/5 Excellent
"Clean property and rooms, helpful and nice staff."
A verified traveller stayed at Comfort Inn & Suites Winchester
Posted 6 days ago
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