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

This weekend
Jun 12 - Jun 14
Next weekend
Jun 19 - Jun 21

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, (312 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 $55
$60 total
includes taxes & fees
Jun 15 - Jun 16
Econo Lodge Inn & Suites Middletown - Winchester South
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (437 reviews)
The price is $122
$144 total
includes taxes & fees
Jun 22 - Jun 23
Wayside Inn
Lobby

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,004 reviews)
The price is $113
$126 total
includes taxes & fees
Jun 21 - Jun 22
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,004 reviews)
Located in Strasburg, this hotel offers a restaurant and bar for evening unwinding after exploring nearby Hupp's Hill Civil War Park. Enjoy complimentary breakfast, WiFi, and parking while friendly staff ensure a comfortable business or leisure stay.
The price is $82
$91 total
includes taxes & fees
Jun 28 - Jun 29
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, (858 reviews)
The price is $105
$114 total
includes taxes & fees
Jun 14 - Jun 15
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, (669 reviews)
Escape to a peaceful atmosphere at this Winchester South hotel where helpful staff receives top marks from guests. An outdoor pool and fitness center await, along with free breakfast, WiFi, and parking, all convenient to Valerie Hill Winery.
The price is $88
$96 total
includes taxes & fees
Jul 1 - Jul 2
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, (1,003 reviews)
Embrace adventure at this comfortable hotel just 15 minutes from Shenandoah National Park. Enjoy the indoor pool year-round, work out in the 24-hour fitness center, and start each day with complimentary breakfast. Free WiFi and parking round out the experience.
The price is $125
$139 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn 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, (1,003 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 $128
$141 total
includes taxes & fees
Jun 14 - Jun 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (582 reviews)
Within 15 minutes of Shenandoah National Park, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests praise the helpful staff, clean rooms, and convenient location near Blue Ridge Shadows Golf Club and Shenandoah River.
The price is $139
$155 total
includes taxes & fees
Jun 28 - Jun 29
TownePlace Suites by Marriott Front Royal
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,116 reviews)
Enjoy comfort and convenience in this Winchester hotel with a 24-hour fitness center. Free perks include Wi-Fi, parking, and weekday breakfast. Located near Appleland Sports Center, travelers praise the helpful staff and comfortable beds.
The price is $98
$106 total
includes taxes & fees
Jul 1 - Jul 2
Comfort Inn & Suites Winchester
Combined shower/tub, hair dryer, towels

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (279 reviews)
Mountain adventures await at this Front Royal motel featuring free WiFi and parking. The 24-hour front desk staff receives praise for their helpful service. Explore nearby Bing Crosby Stadium or relax by Shenandoah River after a day of hiking.
The price is $65
$72 total
includes taxes & fees
Jun 15 - Jun 16
Relax Inn Motel
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (518 reviews)
The price is $65
$72 total
includes taxes & fees
Jun 10 - Jun 11
Motel 6 Front Royal, VA
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, (1,003 reviews)
The price is $94
$102 total
includes taxes & fees
Jun 30 - Jul 1
Country Inn & Suites by Radisson, Winchester, VA
Property entrance

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (137 reviews)
Nestled just a short drive from Shenandoah National Park, this motel offers free WiFi and parking. Explore nearby attractions like Bing Crosby Stadium and Shenandoah River, with daily housekeeping ensuring a comfortable stay during your outdoor adventures.
The price is $65
$72 total
includes taxes & fees
Jun 10 - Jun 11
Blue Ridge Motel
Interior entrance

Gateway Inn

Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
Escape to this cozy motel just minutes from Shenandoah National Park. Enjoy free WiFi and parking while exploring nearby Bing Crosby Stadium and Shenandoah River. The 24-hour front desk ensures smooth arrivals at any hour.
The price is $59
$66 total
includes taxes & fees
Jun 10 - Jun 11
Gateway Inn
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (556 reviews)
The price is $82
$91 total
includes taxes & fees
Jul 1 - Jul 2
Twi-Lite Inn
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, (953 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 $61
$68 total
includes taxes & fees
Jun 21 - Jun 22
Baymont by Wyndham Front Royal Near Shenandoah National Park
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, (1,006 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 $73
$81 total
includes taxes & fees
Jun 10 - Jun 11
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Reception

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
8.0 out of 10, Very Good, (6 reviews)
The price is $114
$129 total
includes taxes & fees
Jul 5 - Jul 6
Home2 Suites By Hilton Winchester
Exterior

ANS Inn & Suites

ANS Inn & Suites
2.0 star property
Winchester
7.4 out of 10, Good, (67 reviews)
Minutes from The Kernstown Battlefield and Apple Blossom Mall, this cozy motel offers practical comforts with free WiFi and parking. Daily housekeeping ensures a tidy space while you explore Winchester's attractions.
The price is $72
$86 total
includes taxes & fees
Jun 10 - Jun 11
ANS Inn & Suites
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 January
Price trends for hotels in Middletown
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Middletown
June
High 28°C / low 16°C. Sunny most days.
View properties in June
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°
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°
Monthly weather averages (˚C)

Top landmarks in Middletown

Belle Grove Plantation

4.2/5 (8 reviews)
If you're planning a bit of sightseeing during your trip, head to Belle Grove Plantation— just one of the landmarks located 1.4 mi (2.2 km) from central Middletown.
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 Jackson's Chase Golf Course and Cedar Creek and Belle Grove National Historical Park.

See all hotels in Middletown
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
"Clean comfortable room. Great sercice."
El 2-night trip
Posted 11 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

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