Photo by Stephanie Sutton

Hotels in Middletown

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Where to stay in Middletown?

Breakfast area
Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (300 reviews)
  • cleanliness
    Stay near historic sites at this convenient Middletown hotel with free parking.
The price is $62
$68 total
includes taxes & fees
Mar 1 - Mar 2
Econo Lodge Inn & Suites Middletown - Winchester South
Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (423 reviews)
The price is $72
$89 total
includes taxes & fees
Feb 22 - Feb 23
Wayside Inn
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $113
$126 total
includes taxes & fees
Mar 1 - Mar 2
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    A relaxing Shenandoah Valley retreat with onsite dining and fitness amenities.
The price is $77
$85 total
includes taxes & fees
Mar 14 - Mar 15
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (823 reviews)
The price is $78
$85 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Winchester South-Stephens City by IHG
Free daily continental breakfast
Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (637 reviews)
  • cleanliness
    Quiet stay near Appleland Sports Center with fitness center and outdoor pool.
The price is $74
$80 total
includes taxes & fees
Mar 8 - Mar 9
Quality Inn Stephens City - Winchester South
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $98
$109 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Front Royal
Property amenity
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (563 reviews)
  • cleanliness
    Explore Shenandoah National Park from a hotel with modern comforts and mountain views.
The price is $118
$132 total
includes taxes & fees
Feb 25 - Feb 26
TownePlace Suites by Marriott Front Royal
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Modern retreat with golf course and indoor pool near Shenandoah National Park.
The price is $98
$108 total
includes taxes & fees
Mar 1 - Mar 2
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,102 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $100
$109 total
includes taxes & fees
Feb 24 - Feb 25
Comfort Inn & Suites Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,002 reviews)
The price is $91
$99 total
includes taxes & fees
Mar 22 - Mar 23
Country Inn & Suites by Radisson, Winchester, VA
Porch
Relax Inn Motel
Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (260 reviews)
  • cleanliness
    Unwind 10 minutes from Shenandoah National Park with complimentary parking.
The price is $62
$69 total
includes taxes & fees
Feb 22 - Feb 23
Relax Inn Motel
Seasonal outdoor pool
Twi-Lite Inn
Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (545 reviews)
The price is $62
$69 total
includes taxes & fees
Feb 22 - Feb 23
Twi-Lite Inn
Exterior
Blue Ridge Motel
Blue Ridge Motel
2.0 star property
Front Royal
7.2 out of 10, Good, (133 reviews)
  • cleanliness
    Experience the gateway to Shenandoah National Park at this convenient Front Royal motel.
The price is $55
$61 total
includes taxes & fees
Feb 28 - Mar 1
Blue Ridge Motel
Lobby
Motel 6 Front Royal, VA
Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (504 reviews)
The price is $59
$66 total
includes taxes & fees
Feb 28 - Mar 1
Motel 6 Front Royal, VA
Interior entrance
Gateway Inn
Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
  • cleanliness
    Convenient Front Royal lodging near Shenandoah National Park and river.
The price is $70
$78 total
includes taxes & fees
Feb 23 - Feb 24
Gateway Inn
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,001 reviews)
  • cleanliness
    Peaceful retreat near Shenandoah National Park with complimentary breakfast service.
The price is $62
$69 total
includes taxes & fees
Feb 22 - Feb 23
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Winery
Baymont by Wyndham Front Royal Near Shenandoah National Park
Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (930 reviews)
  • cleanliness
    Experience a serene getaway near Shenandoah National Park with peaceful rooms and easy access.
The price is $58
$64 total
includes taxes & fees
Mar 8 - Mar 9
Baymont by Wyndham Front Royal Near Shenandoah National Park
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into a convenient stay by Winchester's historic sites with relaxing indoor pool.
The price is $78
$88 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (820 reviews)
  • cleanliness
    Winchester comfort with free breakfast and indoor pool for year-round dips.
The price is $93
$101 total
includes taxes & fees
Feb 23 - Feb 24
Fairfield Inn & Suites by Marriott Winchester
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.
View all properties

When is the best time to visit Middletown?

Our prices for hotels in Middletown are cheapest in February
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Middletown
February
High 7°C / low -3°C. Snow likely.
View properties in February
7°
ac_unit
February, no crowd data, average high temperature 7 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
12°
weather_partly_sunny
March, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
18°
weather_sun
April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
6°
23°
weather_sun
May, no crowd data, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
28°
weather_sun
June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
31°
weather_sun
July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
26°
weather_sun
September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
19°
weather_sun
October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
12°
weather_partly_sunny
November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
7°
weather_partly_sunny
December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
4°
ac_unit
January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
-4°
Monthly weather averages (˚C)

Top landmarks in Middletown

Belle Grove Plantation

Walk through history at Belle Grove's Jeffersonian-inspired Manor House, where Civil War stories echo across the Shenandoah Valley. Guided tours reveal details about plantation life and the Battle of Cedar Creek.
See properties

Cedar Creek and Belle Grove National Historical Park

Step into Civil War history at this battlefield park where the pivotal 1864 Cedar Creek Battle unfolded. Tour the elegant Belle Grove Manor House and follow interpretive trails revealing troop movements.
See properties

Learn more about Middletown

Middletown is well-known for its attractions such as Belle Grove Plantation and Shenandoah River. Visitors to this historical city speak highly of the bars whereas sights include Cedar Creek and Belle Grove National Historical Park and Cedar Creek Battlefield Foundation.

See all hotels in Middletown
Beautiful drive up to this plantation. You can take a tour of it as well.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Check out reviews of Middletown hotels guests love

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"201 "
Roman 2-night trip
Posted 15 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Wayside Inn and Econo Lodge Inn & Suites Middletown - Winchester South are a couple of accommodations that are popular with guests.
Can I book refundable accommodations in Middletown?
If you need the flexibility to change your plans to Middletown, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Middletown be like during my visit?
July and August are typically the warmest months in Middletown when the average temp is 72°F. January and February are the coldest months when the average temperature is 36°F. September and May are the months with the most rain.
Why should I book my Middletown hotel with Hotels.com?
There are lots of reasons to book your Middletown trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.