Middletown Hotels

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Our top choices for Middletown hotels

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)
"A bit pricey for the quality "
Canada
Louis
The price is P3,741
P4,126 total
includes taxes & fees
Apr 12 - Apr 13
Econo Lodge Inn & Suites Middletown - Winchester South

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is P7,318
P8,674 total
includes taxes & fees
Apr 7 - Apr 8
Wayside Inn

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, (2,272 reviews)
"Very nice would stay there again"
United States
John
The price is P6,614
P7,196 total
includes taxes & fees
Apr 7 - Apr 8
La Quinta Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (836 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is P5,581
P6,072 total
includes taxes & fees
Apr 9 - Apr 10
Fairfield Inn & Suites by Marriott Winchester

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, (871 reviews)
"The staff was wonderful! "
United States
Jayne
The price is P6,470
P7,331 total
includes taxes & fees
Apr 11 - Apr 12
Hampton Inn Winchester N/Conference Center, VA

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,094 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is P6,318
P6,874 total
includes taxes & fees
Apr 29 - Apr 30
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,456 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is P5,301
P5,767 total
includes taxes & fees
Apr 19 - Apr 20
Microtel Inn & Suites by Wyndham Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (831 reviews)
"Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. "
United States
Andrew
The price is P6,838
P7,439 total
includes taxes & fees
Apr 12 - Apr 13
SpringHill Suites by Marriott Winchester

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)
"Very clean rooms and friendly staff."
United States
Christine
The price is P5,522
P6,008 total
includes taxes & fees
Apr 26 - Apr 27
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is P5,511
P5,996 total
includes taxes & fees
May 5 - May 6
Quality Inn Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,003 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is P5,186
P5,876 total
includes taxes & fees
Apr 12 - Apr 13
Spark by Hilton Winchester

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)
"Breakfast options were minimal."
United States
gregory
The price is P3,855
P4,290 total
includes taxes & fees
Apr 13 - Apr 14
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is P3,735
P4,157 total
includes taxes & fees
Apr 6 - Apr 7
Relax Inn Motel

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)
"Staff was very friendly."
United States
Dixie
The price is P5,301
P5,948 total
includes taxes & fees
Apr 19 - Apr 20
Holiday Inn Winchester Se-Historic Gateway by IHG

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice room, good breakfast and friendly staff."
United States
Jim
The price is P6,026
P6,827 total
includes taxes & fees
Apr 14 - Apr 15
Hampton Inn Winchester-University/Mall Area

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (494 reviews)
"Great place to rest. Clean and family/pet friendly. "
United States
Noe
The price is P6,809
P7,409 total
includes taxes & fees
Apr 7 - Apr 8
TownePlace Suites by Marriott Winchester

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,004 reviews)
"Hotel is very convenient and comfortable."
United States
Dianna
The price is P5,692
P6,392 total
includes taxes & fees
Apr 12 - Apr 13
Comfort Inn Woodstock Shenandoah

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,003 reviews)
"Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent,"
United States
angie
The price is P6,806
P7,576 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites Strasburg Shenandoah Valley

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (825 reviews)
"The hotel was clean, the staff friendly. Pool was well maintained and the breakfast was decent for being included. "
United States
Kimberly
The price is P7,047
P7,668 total
includes taxes & fees
May 4 - May 5
Holiday Inn Express Hotel & Suites Winchester by IHG

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (808 reviews)
"Great for a business week "
United States
Eric
The price is P6,372
P6,932 total
includes taxes & fees
Apr 12 - Apr 13
TRU By Hilton 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.
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Stay near popular Middletown attractions

Learn more about Middletown

History buffs can explore the Cedar Creek Battlefield and Belle Grove Plantation, where costumed interpreters bring Civil War stories to life. Visit the Wayside Inn, Virginia's oldest continuously operating inn, and ask locals about hidden hiking trails in nearby Shenandoah Valley.

Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

More cheap stays in Middletown

Find out more about Middletown

Top reasons to visit Middletown

  • Outdoor Adventures: Middletown is perfect for outdoor enthusiasts, offering activities like skiing and scenic hikes.
  • Local Wineries: Discover charming local wineries that provide delightful wine tastings in a picturesque setting.
  • Historical Attractions: Explore historic houses and a visitor centre, rich in cultural experiences.
  • Quaint Downtown: Stroll through the quaint downtown area, featuring unique shops and local eateries.
  • Diverse Accommodation: Enjoy a range of lodging options, from charming motels to pet-friendly hotels.

Find great hotels near Middletown

Explore a range of hotel accommodation options in Middletown, Virginia, catering to diverse preferences. From charming motels to comfortable hotels, you'll find pet-friendly establishments and those welcoming LGBTQIA travellers. Ideal for both leisure and business visits, Middletown offers a selection of suites and well-reviewed options to ensure a pleasant stay. Whether you're seeking the best hotels or convenient amenities, this quaint town has something for everyone.

  • Country Inn & Suites by Radisson, Winchester, VA: Experience a warm and inviting atmosphere at the Country Inn & Suites by Radisson, Winchester. Located 12.9km from Middletown, this 3-star hotel is perfect for families and pets alike, offering a comfortable retreat for both leisure and business travellers. The hotel features free cribs for children and has a pet-friendly policy, making it ideal for those travelling with furry companions. Guests can enjoy convenient amenities like complimentary breakfast, free Wi-Fi, and a fitness centre, ensuring a delightful stay for all.
  • Holiday Inn Winchester Se-Historic Gateway by IHG: Situated 17.7km from Middletown, the Holiday Inn Winchester Se-Historic Gateway is a 3-star establishment that embraces inclusivity and family values. This hotel is LGBTQIA welcoming and caters to both business and leisure visitors. Families will appreciate the availability of free cribs, while all guests can enjoy an on-site restaurant, a fitness centre, and a refreshing outdoor pool. Its strategic location offers easy access to historic sites, making it a great choice for those looking to explore the area.
  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Nestled just 9.7km from Middletown, the DoubleTree by Hilton Front Royal Blue Ridge Shadows is a luxurious 4-star hotel that combines elegance with family-friendly amenities. This property is also LGBTQIA welcoming, ensuring a comfortable atmosphere for all guests. Families will appreciate the availability of free cribs, while business travellers can take advantage of well-equipped meeting spaces. Guests can indulge in the hotel's fine dining options, relax by the outdoor pool, or enjoy the picturesque views of the Blue Ridge Mountains during their stay.

Where to stay near Middletown

Middletown, Virginia, offers a delightful blend of outdoor adventures and historical charm. Visitors can explore the quaint downtown area, discover local wineries, and relish the family-friendly atmosphere. The surrounding regions provide stunning scenery and a vibrant urban vibe, making it an ideal destination for those seeking both relaxation and exploration. Whether wandering through the city centre or enjoying the quaintness of nearby small towns, Middletown promises a memorable travel experience.

  • Winchester: Located a mere 19.3km from Middletown, Winchester is a vibrant city that enchants visitors with its rich history and stunning outdoor landscapes. Known for its outdoor adventures, this city offers a plethora of recreational areas and educational venues. Nature enthusiasts will delight in the nearby national and state parks, while those seeking fun in the winter can enjoy skiing at local resorts. The peak visiting months are July to August and October, offering a lively atmosphere filled with activities that showcase the area's scenic beauty.
  • Front Royal: Just 14.5km from Middletown, Front Royal is a charming city that serves as a gateway to the Shenandoah National Park. This city is a haven for those looking for outdoor adventures and picturesque scenery. Visitors can explore various recreational areas and ski resorts, making it an ideal spot for both summer hiking and winter sports enthusiasts. Front Royal sees a surge in visitors during April, July, and September, ensuring an exciting experience for everyone who visits.
  • Strasburg: A quaint city located 8.0km away from Middletown, Strasburg is perfect for those who crave outdoor exploration and adventure. With a backdrop of stunning landscapes, recreational areas, and ski fields, there's no shortage of activities to enjoy. The city experiences a peak in visitors from June to August, allowing guests to immerse themselves in the vibrant local culture and natural beauty, including nearby parks and state parks that enhance the area's charm.

Things to do in and around Middletown

Middletown, Virginia, is an ideal destination for those seeking outdoor adventures and stunning scenery. Visitors can enjoy a variety of activities, including wine tastings, live music, and entertainment at local venues. The area's recreational options, such as skiing and exploring outdoor spots, provide a perfect backdrop for an enjoyable holiday. Whether you're looking for relaxation or excitement, Middletown offers a delightful blend of activities for every traveller.

Shopping

For shopping in Middletown, visit Shen-Val Farm Market for local produce and gifts, just 12.9km away. If you're up for a drive, head to Apple Blossom Mall, 17.7km away, for a variety of shops and entertainment options, or explore Eastgate Plaza Shopping Center, 20.9km away.

Recreation

Jackson's Chase Golf Course offers a scenic golfing experience with vibrant outdoor vibes, perfect for relaxation and sport. Nearby, Appleland Sports Center provides a tranquil setting for wellness activities, while Shenandoah Valley Golf Club combines stunning views with invigorating play, all just a short drive from Middletown.

Adventure

Experience the thrill of motor racing at Summit Point Motorsports Park, located 35.4km from Middletown, where adrenaline meets speed. For a scenic hike, explore Mary's Rock Summit Trailhead, 41.8km away, offering breathtaking views and a chance to connect with nature. Enjoy family camping adventures at Yogi Bear's Jellystone Park, situated 40.2km from Middletown.

Nightlife

Middletown boasts a vibrant nightlife with venues like the Wayside Theater, offering a blend of romance and culture. Nearby, the Bright Box Theater and Winchester Little Theater also provide captivating performances, creating an enchanting atmosphere for a delightful evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middletown

For a budget-friendly visit to Middletown, consider travelling between December and February when prices are lower. Tuesdays offer the best hotel rates, while Saturdays are the most expensive. Use Expedia to refine your search by budget and preferences, and consider eco-certified hotels for sustainable options. Additionally, package deals combining hotels, flights, and activities can lead to significant savings. Explore free local attractions and utilise public transport to minimise expenses, ensuring a memorable yet economical trip.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middletown are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middletown is Tuesday. The most expensive day to stay in Middletown is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels currently available. To discover the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Middletown with your flights and activities through an Expedia package.

Find the best attractions near Middletown

Middletown, Virginia, is an ideal destination for those seeking outdoor adventures and picturesque scenery. Visitors can explore a variety of attractions, including a visitor centre, rivers, and historic houses, all of which provide enriching cultural and family experiences. Whether you’re keen on immersing yourself in history or enjoying the beauty of nature, Middletown offers a delightful mix of activities for every traveller.

  • Front Royal Entrance Shenandoah National Park: This welcoming visitor centre, located 16.1km from Middletown, offers an immersive outdoor experience with family-friendly activities, stunning vistas, and adventurous trails, perfect for nature enthusiasts.
  • Abrams Creek Wetlands Preserve: Situated 17.7km away, this eco-friendly nature reserve is a haven for wildlife and outdoor lovers, featuring serene trails and diverse ecosystems that invite exploration and adventure.
  • Shenandoah River: Just 12.9km from Middletown, the picturesque Shenandoah River provides breathtaking scenery and opportunities for kayaking, fishing, or simply enjoying the tranquil surroundings amidst nature.

Best time to go to Middletown

The best time to visit Middletown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middletown falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middletown falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.5°F (-0.3°C)Light RainMostly SunnyAverageSlightly Low
February35.1°F (1.7°C)Light RainMostly SunnySlightly LowSlightly Low
March42.6°F (5.9°C)Light RainMostly SunnyAverageAverage
April53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
May62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly High
June70.9°F (21.6°C)Light RainMostly SunnySlightly HighSlightly High
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighAverage
August73.4°F (23.0°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnySlightly HighAverage
October55.6°F (13.1°C)Light RainMostly SunnyAverageSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December36.7°F (2.6°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Middletown

If you are planning to visit Middletown, Virginia, you have a couple of major airports to choose from. Washington Dulles International Airport (IAD) is approximately 72.4km away, with nearby hotel options such as the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1.6km from the airport. Another option is Martinsburg, WV (MRB), located 48.3km from Middletown, where you can find accommodations like the 3.5-star Carriage Inn B&B, situated 11.6kms from MRB, and Home2 Suites by Hilton Martinsburg, 4.8km away. Each of these hotels offers convenient access to their respective airports.

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favorite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your stay based on traveler reviews is Econo Lodge Inn & Suites Middletown - Winchester South. See all available top hotels, or vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's it like to stay in Middletown?
Visitors to Middletown are sure to enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches, and theaters. In Middletown, there are 4 hotels and other accommodations to choose from. Find out more about Middletown.
What should I do while I'm visiting Middletown?
Landmarks like Belle Grove Plantation and Cedar Creek Battlefield Foundation might be worth a visit. The picturesque setting of Shenandoah River and Cedar Creek and Belle Grove National Historical Park exemplify the area's natural beauty. Additionally, you might want to add Jackson's Chase Golf Course to your itinerary. Check out what more to see and do in Expedia's Middletown guide.
What's the weather like in Middletown?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.