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
Apr 19 - Apr 20
Tomorrow
Apr 20 - Apr 21
Next weekend
Apr 24 - Apr 26
In two weeks
May 1 - May 3

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, (304 reviews)
Comfortable lodging with free WiFi and self parking, located close to Wayside Theater and Cedar Creek National Park. A 24-hour front desk ensures round-the-clock assistance during your visit to Middletown's attractions.
The price is $62
$68 total
includes taxes & fees
Apr 26 - Apr 27
Econo Lodge Inn & Suites Middletown - Winchester South
Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
The price is $122
$144 total
includes taxes & fees
Apr 20 - Apr 21
Wayside Inn
Exterior
Glen Gordon Manor
Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
Feel refreshed at this charming B&B near Shenandoah National Park. After indulging in a complimentary breakfast, enjoy a massage or swim in the seasonal outdoor pool. With nearby wineries and free parking, this countryside haven offers pure relaxation.
The price is $309
$338 total
includes taxes & fees
May 5 - May 6
Glen Gordon Manor
Porch
Gay Street Inn
Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
Unwind on the garden terrace at this peaceful B&B near Shenandoah National Park. Located close to Little Washington Theatre, this cozy retreat offers free parking and daily housekeeping for a hassle-free countryside escape.
The price is $359
$387 total
includes taxes & fees
Apr 29 - Apr 30
Gay Street Inn
Premier Villa, 1 King Bed, Mountain View | Terrace/patio
White Moose Inn
White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (156 reviews)
Surrounded by nature, this tranquil inn near Shenandoah National Park offers complimentary breakfast, WiFi and parking. Explore nearby trails with free bike rentals or unwind in the garden after visiting local galleries and theaters.
The price is $349
$376 total
includes taxes & fees
Apr 29 - Apr 30
White Moose Inn
Restaurant
The Foster Harris House
The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (5 reviews)
Wake up to a complimentary English breakfast at this charming inn just 15 minutes from Shenandoah National Park. Near Little Washington Theatre, this hotel offers free WiFi and parking for exploring local attractions.
The price is $499
$538 total
includes taxes & fees
Apr 20 - Apr 21
The Foster Harris House
Reception
TownePlace Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (496 reviews)
This Winchester hotel offers a fitness center and snack bar, plus rooms with refrigerators and microwaves. Splash in the outdoor pool or grab a bite at the coffee shop. Near Eastgate Plaza Shopping Center, with free parking and helpful staff.
The price is $113
$123 total
includes taxes & fees
Apr 21 - Apr 22
TownePlace Suites by Marriott Winchester
Exterior
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (844 reviews)
Dive into the indoor pool at this Winchester haven, then energize in the 24-hour fitness center. Enjoy complimentary breakfast, WiFi, and parking near Rutherford Crossing and Frederick County Fairgrounds. Guests consistently praise the helpful staff and morning meal service.
The price is $105
$114 total
includes taxes & fees
Apr 26 - Apr 27
SpringHill Suites by Marriott Winchester
Pool
APM Inn & Suites
APM Inn & Suites
2.0 star property
Winchester
6.8 out of 10, (405 reviews)
This hotel in Winchester offers a quiet retreat with helpful staff, free WiFi, and complimentary parking. Laundry facilities add convenience while nearby Eastgate Plaza Shopping Center and Nalls Farm Market provide exploration opportunities.
The price is $59
$66 total
includes taxes & fees
Apr 29 - Apr 30
APM Inn & Suites
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, (943 reviews)
Nestled just 5 minutes from Shenandoah National Park, this quiet hotel offers a seasonal outdoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Front Royal attractions. Guests consistently praise the helpful staff.
The price is $59
$65 total
includes taxes & fees
Apr 26 - Apr 27
Baymont by Wyndham Front Royal Near Shenandoah National Park
Restaurant
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (879 reviews)
Embrace serenity at this quiet Winchester retreat, just minutes from Eastgate Plaza Shopping Center. The seasonal pool and fitness center offer refreshing breaks after exploring. Friendly staff, free breakfast, and in-room refrigerators ensure a comfortable, convenient stay.
The price is $107
$122 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Winchester N/Conference Center, VA
Lobby
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,449 reviews)
Unwind in this Winchester hotel featuring an indoor pool and fitness center. Just minutes from Rutherford Crossing, enjoy free breakfast, WiFi, and parking while exploring nearby shopping. Travelers love the comfortable beds and attentive staff at this welcoming retreat.
The price is $86
$93 total
includes taxes & fees
Apr 22 - Apr 23
Microtel Inn & Suites by Wyndham Winchester
Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (568 reviews)
Wake up refreshed in this welcoming hotel near Apple Blossom Mall and R-C Track. After exploring nearby hiking trails, unwind in the fitness center. Free WiFi and parking make your stay even more convenient.
The price is $84
$91 total
includes taxes & fees
Apr 26 - Apr 27
Candlewood Suites Winchester by IHG
Exterior
Quality Inn Winchester
Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
The price is $84
$92 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Winchester
Free daily on-the-go breakfast
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (510 reviews)
Sink into a quiet night at this Winchester hotel, just minutes from Rutherford Crossing and Star Fort Civil War Battlefield. Free perks include daily on-the-go breakfast, WiFi, and parking, while clean rooms provide a tranquil base for exploring historic sites.
The price is $68
$73 total
includes taxes & fees
May 11 - May 12
Days Inn by Wyndham Winchester
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, (1,002 reviews)
Just 5 minutes from Shenandoah National Park, this welcoming hotel offers free WiFi, parking, and daily on-the-go breakfast. Guests consistently praise the helpful staff and clean rooms, with easy access to local arts venues.
The price is $63
$70 total
includes taxes & fees
Apr 28 - Apr 29
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (816 reviews)
Minutes from Rutherford Crossing and Star Fort Civil War Battlefield, this hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and health club during your stay. Guests consistently praise the helpful staff who make business trips feel like pleasure.
The price is $106
$115 total
includes taxes & fees
May 4 - May 5
TRU By Hilton Winchester
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,268 reviews)
Wake up to free breakfast at this hotel near Apple Blossom Mall and R-C Track. After a morning swim in the indoor pool, use the fitness center before exploring Winchester. Fellow travelers praise the helpful staff and comfy beds.
The price is $110
$119 total
includes taxes & fees
Apr 22 - Apr 23
La Quinta Inn & Suites by Wyndham Winchester
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, (1,002 reviews)
Escape to this welcoming hotel with an 18-hole golf course just minutes from Shenandoah National Park. Enjoy American cuisine at Houlihans Restaurant, take a swim in the indoor pool, or workout in the 24-hour fitness center after exploring nearby Blue Ridge attractions.
The price is $105
$116 total
includes taxes & fees
Apr 26 - Apr 27
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Desk, blackout drapes, free cribs/infant beds, free WiFi
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1,000 reviews)
This quiet hotel offers free WiFi and parking, with clean rooms praised by guests. Just minutes from Apple Blossom Mall and R-C Track, you'll find convenient highway access and numerous dining options nearby. The 24-hour front desk ensures round-the-clock assistance.
The price is $71
$78 total
includes taxes & fees
Apr 20 - Apr 21
Red Roof Inn Winchester, VA
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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Middletown
April
High 18°C / low 6°C. Sunny most days.
View properties in April
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°
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°
Monthly weather averages (˚C)

Top landmarks in Middletown

Belle Grove Plantation

4.2/5 (8 reviews)
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

4.5/5 (6 reviews)
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 Cedar Creek and Belle Grove National Historical Park and Belle Grove Plantation. Visitors to this historical city speak highly of the bars whereas sights include Shenandoah River and Cedar Creek Battlefield Foundation.

See all hotels in Middletown
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Check out reviews of Middletown hotels guests love

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

6/10 Okay
"We booked a 2BR suite for more room. There were no dressers and a small closet (ie no storage). We therefore had to live out of our suitcase for several days."
Cynthia 2-night trip
Posted 5 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Guests like Wayside Inn, Comfort Inn & Suites Winchester and Ramada by Wyndham Strasburg/Shenandoah Valley.
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.