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
Jan 29 - Jan 30
Tomorrow
Jan 30 - Jan 31
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Where to stay in Middletown?

Dining
Wayside Inn
Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (421 reviews)
The price is $72
$89 total
includes taxes & fees
Feb 11 - Feb 12
Wayside Inn
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
Feb 5 - Feb 6
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby lounge
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
The price is $101
$113 total
includes taxes & fees
Feb 8 - Feb 9
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 $76
$84 total
includes taxes & fees
Feb 4 - Feb 5
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, (815 reviews)
The price is $74
$81 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Winchester South-Stephens City by IHG
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, (1,001 reviews)
  • cleanliness
    Modern retreat with golf course and indoor pool near Shenandoah National Park.
The price is $98
$108 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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 $76
$82 total
includes taxes & fees
Feb 12 - Feb 13
Quality Inn Stephens City - Winchester South
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, (561 reviews)
  • cleanliness
    Explore Shenandoah National Park from a hotel with modern comforts and mountain views.
The price is $114
$128 total
includes taxes & fees
Feb 8 - Feb 9
TownePlace Suites by Marriott Front Royal
Indoor pool
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    A welcoming retreat near Shenandoah National Park with indoor pool and free perks.
The price is $98
$109 total
includes taxes & fees
Feb 15 - Feb 16
Hampton Inn Front Royal
Exterior
Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,097 reviews)
  • cleanliness
    Modern Winchester hotel with free breakfast, fitness center, and Wi-Fi access.
The price is $98
$107 total
includes taxes & fees
Feb 15 - Feb 16
Comfort Inn & Suites Winchester
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 $68
$76 total
includes taxes & fees
Feb 1 - Feb 2
Twi-Lite Inn
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
Jan 30 - Jan 31
Relax Inn Motel
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 2 - Feb 3
Gateway Inn
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, (1,000 reviews)
The price is $82
$90 total
includes taxes & fees
Feb 22 - Feb 23
Country Inn & Suites by Radisson, Winchester, VA
Hallway
Motel 6 Front Royal, VA
Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (503 reviews)
The price is $59
$66 total
includes taxes & fees
Jan 30 - Jan 31
Motel 6 Front Royal, VA
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, (928 reviews)
  • cleanliness
    Experience a serene getaway near Shenandoah National Park with peaceful rooms and easy access.
The price is $55
$61 total
includes taxes & fees
Feb 4 - Feb 5
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property entrance
Blue Ridge Motel
Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (132 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
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
Jan 30 - Jan 31
Super 8 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, (1,000 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
Feb 12 - Feb 13
Holiday Inn Winchester Se-Historic Gateway by IHG
Garden
L'Auberge Provencale Inn & Restaurant
L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175 reviews)
  • cleanliness
    Elegant countryside retreat near White Post offers gourmet dining and spa services.
The price is $229
$253 total
includes taxes & fees
Feb 1 - Feb 2
L'Auberge Provencale Inn & Restaurant
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 January
Currently viewing crowd sizes and weather for January.
Typical weather for Middletown
January
High 4°C / low -4°C. Snow likely.
View properties in January
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°
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°
Monthly weather averages (˚C)

Top landmarks in Middletown

Belle Grove Plantation

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

Cedar Creek and Belle Grove National Historical Park

Cedar Creek and Belle Grove National Historical Park is 1.1 mi (1.7 km) from central Middletown, why not stop by during your stay. Want to stretch your legs some more? Head to Hupp's Hill Civil War Park, located nearby.
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
Nana’s Irish Pub was a great and delicious stop off the main road on the way to Asheville, NC. Super cute redesigned bank. The bank door is still in the corner and is not a closet. Highly suggested for a pit stop!
Photo by Samantha Keyes
Open Photo by Samantha Keyes

Check out reviews of Middletown hotels guests love

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Staff was very friendly and room was great! "
Courtney 3-night trip
Posted 3 days ago
Comfort Inn & Suites Winchester

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Econo Lodge Inn & Suites Middletown - Winchester South is an accommodation that is 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.