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Hotels in Middletown

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Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

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, (320 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 $71
$78 total
includes taxes & fees
Jul 12 - Jul 13
Econo Lodge Inn & Suites Middletown - Winchester South
Breakfast, lunch, dinner and brunch served

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (440 reviews)
The price is $122
$144 total
includes taxes & fees
Jul 6 - Jul 7
Wayside Inn
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
Located in Winchester with proximity to Abram's Delight and Apple Blossom Mall, this hotel offers comfortable rooms and a fitness center. Guests appreciate the quiet atmosphere, continental breakfast, and free parking while enjoying easy access to local restaurants and shopping.
The price is $77
$87 total
includes taxes & fees
Jul 20 - Jul 21
Spark by Hilton 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, (285 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 $68
$76 total
includes taxes & fees
Jul 6 - Jul 7
Relax Inn Motel
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,119 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 $99
$110 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites Winchester
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
The price is $93
$103 total
includes taxes & fees
Jul 12 - Jul 13
Quality Inn Winchester
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (531 reviews)
The price is $65
$72 total
includes taxes & fees
Jul 6 - Jul 7
Motel 6 Front Royal, VA
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (885 reviews)
Discover cozy accommodations near Apple Blossom Mall at this Winchester hotel with complimentary breakfast and parking. Unwind in the indoor pool, maintain your workout routine at the fitness center, and enjoy helpful staff that guests consistently praise.
The price is $93
$103 total
includes taxes & fees
Jul 8 - Jul 9
Fairfield Inn & Suites by Marriott Winchester
In-room safe, desk, laptop workspace, blackout drapes

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, (964 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 $60
$66 total
includes taxes & fees
Jul 12 - Jul 13
Baymont by Wyndham Front Royal Near Shenandoah National Park
Snack bar

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,008 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 $81
$90 total
includes taxes & fees
Jul 19 - Jul 20
TRU By Hilton Winchester
Standard Room, 1 King Bed, Non Smoking | Premium bedding, desk, soundproofing, iron/ironing board

Econo Lodge Woodstock - Shenandoah Valley I-81

Econo Lodge Woodstock - Shenandoah Valley I-81
2.0 star property
Woodstock
7.2 out of 10, Good, (669 reviews)
Centrally located in Woodstock with free WiFi and parking, this hotel puts you near Shenandoah County Fairgrounds and W.O. Riley Park. Enjoy convenient room service after exploring the valley's attractions, all backed by staff known for their exceptional service.
The price is $70
$79 total
includes taxes & fees
Jul 12 - Jul 13
Econo Lodge Woodstock - Shenandoah Valley I-81
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, (1,006 reviews)
Located near Apple Blossom Mall and Abram's Delight, this hotel offers a bar, 24-hour fitness center, and indoor pool. Each room includes microwaves and refrigerators for added convenience, while helpful staff and comfortable beds earn high praise from travelers.
The price is $88
$101 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Winchester Se-Historic Gateway by IHG
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 $81
$90 total
includes taxes & fees
Jul 19 - Jul 20
Ramada by Wyndham Strasburg/Shenandoah Valley
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, (534 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 $59
$65 total
includes taxes & fees
Jul 6 - Jul 7
Days Inn by Wyndham Winchester
Lobby

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,001 reviews)
Enjoy a peaceful atmosphere at this conveniently located Woodstock retreat with complimentary WiFi, parking, and daily on-the-go breakfast. The fitness center provides workout options while helpful staff ensure a pleasant stay near W.O. Riley Park.
The price is $96
$108 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn Woodstock Shenandoah
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, (1,000 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 $69
$77 total
includes taxes & fees
Jul 6 - Jul 7
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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)
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 $130
$145 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn Front Royal
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, (863 reviews)
The price is $98
$109 total
includes taxes & fees
Jul 8 - Jul 9
Holiday Inn Express Winchester South-Stephens City by IHG
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 $94
$104 total
includes taxes & fees
Jul 26 - Jul 27
Country Inn & Suites by Radisson, Winchester, VA
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, (599 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
$93 total
includes taxes & fees
Jul 12 - Jul 13
Candlewood Suites Winchester by IHG
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.
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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 July
Currently viewing crowd sizes and weather for July.
Typical weather for Middletown
July
High 31°C / low 18°C. Sunny most days.
View properties in July
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July, no crowd data, average high temperature 31 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 30 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 19 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
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January, no crowd data, average high temperature 4 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 7 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 18 degrees Celsius, average low temperature 6 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Middletown

Belle Grove Plantation

8.4/10 (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.
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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 Jackson's Chase Golf Course.

See all hotels in Middletown
A large house in a field with a cloudy sky.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Check out reviews of Middletown hotels guests love

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

8/10 Good
"Super clean. Good breakfast. Not sure what’s up with the basic internet. Too slow to be useful. TV also cut out or froze at times."
Bonita 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Winchester

Frequently asked questions

What accommodations do travelers recommend in Middletown?
Guests like Econo Lodge Inn & Suites Middletown - Winchester South, Wayside Inn 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.