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Our top choices for Middletown hotels

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (424 reviews)
"Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! "
United States
Megan
The price is AU$127
includes taxes & fees
9 Mar - 10 Mar
Wayside Inn

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,102 reviews)
"Staff was very friendly and room was great! "
United States
Courtney
The price is AU$157
includes taxes & fees
6 Apr - 7 Apr
Comfort Inn & Suites 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, (1,002 reviews)
"Great stay!"
United States
gary
The price is AU$141
includes taxes & fees
15 Mar - 16 Mar
Country Inn & Suites by Radisson, Winchester, VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is AU$155
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn Front Royal

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
"Great stay, as usual"
United States
Mary
The price is AU$137
includes taxes & fees
15 Mar - 16 Mar
Quality Inn Winchester

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)
"I loved staying here!"
United States
Whitney
The price is AU$97
includes taxes & fees
17 Mar - 18 Mar
Econo Lodge Inn & Suites Middletown - Winchester South

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, (2,290 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is AU$175
includes taxes & fees
10 Mar - 11 Mar
La Quinta Inn & Suites by Wyndham Winchester

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, (827 reviews)
"The room was spotless, staff is excellent. Well, recommend the stay to everyone I know"
United States
Kelso
The price is AU$136
includes taxes & fees
10 Mar - 11 Mar
Holiday Inn Express Winchester South-Stephens City by IHG

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, (638 reviews)
"Spotless room, great staff"
United States
Roy
The price is AU$117
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Stephens City - Winchester South

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (442 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is AU$255
includes taxes & fees
9 Mar - 10 Mar
The Carriage Inn B&B

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (260 reviews)
"Clean, and nice rooms, friendly staff"
United States
James
The price is AU$106
includes taxes & fees
6 Apr - 7 Apr
Relax Inn Motel

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (565 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is AU$182
includes taxes & fees
15 Mar - 16 Mar
TownePlace Suites by Marriott Front Royal

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)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is AU$179
includes taxes & fees
13 Mar - 14 Mar
Fairfield Inn & Suites Strasburg Shenandoah Valley

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is AU$465
includes taxes & fees
8 Apr - 9 Apr
Glen Gordon Manor

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,008 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is AU$124
includes taxes & fees
15 Mar - 16 Mar
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1,004 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is AU$164
includes taxes & fees
15 Mar - 16 Mar
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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)
"Great stay"
United States
Lori
The price is AU$140
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (818 reviews)
"Great stay!"
United States
Rene
The price is AU$166
includes taxes & fees
15 Mar - 16 Mar
SpringHill Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (823 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is AU$143
includes taxes & fees
10 Mar - 11 Mar
Fairfield Inn & Suites by Marriott Winchester

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.2 out of 10, Good, (133 reviews)
"The housekeeper is so friendly and this is a lovely place to stay if you want that country inn vibe "
United States
Misty
Blue Ridge Motel
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.

Beautiful drive up to this plantation. You can take a tour of it as well.
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Recent Reviews in Middletown

More cheap accommodation in Middletown

Find out more about Middletown

Top reasons to visit Middletown

  • Outdoor Adventures: Enjoy a variety of outdoor activities, including hiking, skiing, and exploring scenic recreational areas.
  • Historical Charm: Discover the rich history of Middletown through its charming Main Street and historic colleges.
  • Family-Friendly Attractions: Visit local attractions suitable for families, ensuring fun for all ages.
  • Scenic Beauty: Experience stunning landscapes and picturesque settings that make for a relaxing getaway.
  • Diverse Accommodation: Find a range of lodging options, from pet-friendly motels to welcoming hotels for various preferences.

Find great hotels near Middletown

If you're seeking a memorable getaway in Middletown, Virginia, you'll find a variety of accommodation options to fit your needs. From pet-friendly motels to welcoming hotels that embrace LGBTQIA travellers, the area offers a charming blend of comfort and convenience. Whether you're interested in the Hilton Middletown or other local hotels, you're sure to enjoy a delightful stay in this picturesque setting.

  • Travelodge by Wyndham Winchester: Located 17.7km from Middletown, Travelodge by Wyndham Winchester offers a relaxed, pet-friendly atmosphere for travellers looking to bring their furry companions along. This motel-type lodging is ideal for those seeking comfort without compromising on affordability. With amenities like pet restrictions in place and a waiver for service animals, guests can enjoy a hassle-free stay. The welcoming environment and practical facilities make it a convenient choice for families and pet owners alike.
  • DoubleTree by Hilton Front Royal Blue Ridge Shadows: Just 9.7km from Middletown, the DoubleTree by Hilton Front Royal Blue Ridge Shadows is a luxurious 4-star hotel that caters to business and family travellers, as well as the LGBTQIA community. The property features top-notch business amenities, including an accessible business centre and conference spaces, making it perfect for corporate events. Families can take advantage of complimentary cribs for young children. The hotel combines elegance with inclusivity, ensuring a comfortable stay for all.
  • Sleep Inn & Suites: Positioned 17.7km away from Middletown, Sleep Inn & Suites is an inviting hotel that emphasises family and business-friendly experiences while being LGBTQIA welcoming. The hotel provides a range of business amenities, including multiple meeting rooms and an accessible business centre, catering to professionals on the go. Families will appreciate the availability of free cribs, ensuring a family-friendly atmosphere. With its combination of comfort and convenience, Sleep Inn & Suites is an excellent choice for diverse travellers.

Where to stay near Middletown

Middletown, Virginia, offers a delightful blend of historical charm and outdoor adventure, making it a perfect destination for your holiday. Explore the scenic Main Street, where you’ll find a mix of family-friendly spots and cosy accommodations. Just minutes from downtown, you can enjoy the area's rich history while being close to beautiful landscapes and beaches. Whether you're seeking adventure or a relaxing getaway, Middletown has something for everyone.

  • Winchester: Located 19.3km from Middletown, Winchester is a vibrant city renowned for its outdoor adventures and stunning scenery. A prime destination for nature lovers, it offers easy access to recreational areas and national parks where you can immerse yourself in the great outdoors. Visitors flock to Winchester during the warmer months, particularly from July to August, where various outdoor activities abound. Highlights include hiking trails, scenic lakes, and winter skiing options, making it a versatile location for year-round exploration.
  • Front Royal: Just 14.5km from Middletown, Front Royal is a charming city that serves as a gateway to the breathtaking Shenandoah National Park. Known for its excellent outdoor experiences, visitors are drawn here for its picturesque landscapes and adventure opportunities, especially between April and September. Popular activities include skiing in the winter and exploring the scenic parks and recreational areas. Front Royal is perfect for those seeking thrilling adventures amid stunning natural beauty.
  • Strasburg: A mere 8.0km from Middletown, Strasburg is a quaint city that offers a delightful blend of outdoor activities and scenic attractions. This charming locale is particularly busy from June to August, drawing visitors to its recreational areas and nearby national parks. Whether you're keen on skiing during the winter months or hiking through lush landscapes, Strasburg caters to adventure seekers and nature enthusiasts alike. With its inviting atmosphere and proximity to natural wonders, it’s an excellent stop on your holiday itinerary.

Things to do in and around Middletown

Middletown offers a fantastic blend of outdoor adventures and scenic beauty, making it an ideal spot for a getaway. You can explore the local recreational areas, engage in educational activities, and even hit the slopes for some skiing. Don’t miss the opportunity to join a tour guide to discover the hidden gems of this charming town.

Shopping

For a delightful shopping experience in Middletown, visit Shen-Val Farm Market, just 12.9km away, for local produce and unique gifts. If you're up for a drive, Apple Blossom Mall and Eastgate Plaza Shopping Center are 11 and 20.9km away, offering a variety of shops and family-friendly options.

Recreation

Blue Ridge Shadows Golf Club offers a stunning outdoor golfing experience, just 9.7km from Middletown, perfect for sport enthusiasts. Appleland Sports Center, located 11.3km away, provides a relaxing atmosphere with wellness activities. Enjoy more golfing at Shenandoah Valley Golf Club, 12.9km out, surrounded by beautiful scenery.

Adventure

At Summit Point Motorsports Park, 35.4km from Middletown, feel the adrenaline rush as you race on a thrilling track. Yogi Bear's Jellystone Park, 40.2km away, offers outdoor camping adventures perfect for families. Watermelon Park Campground, 30.6km distant, is ideal for outdoor fun and relaxation.

Nightlife

Experience the vibrant nightlife in Middletown with a visit to the Wayside Theater, where culture and entertainment come alive. For more options, Bright Box Theater and Winchester Little Theater, both located 19.3km away, offer a delightful blend of family-friendly shows and romantic atmospheres.

Booking tips and Expedia advantages for Middletown

To save money on your trip to Middletown, consider visiting between December and February when accommodation prices are lower. Aim to book your stay on a Tuesday for the best rates, as Saturdays are more expensive. Use Expedia to compare prices and find special deals by filtering your search from lowest to highest. Combining your hotel, flights, and activities into a package can also yield savings. Don't forget to check for free activities in the area and take advantage of local public transport for affordable travel options.

  • 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, desired location, and the type of accommodation you’re looking for. To find the best prices and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Middletown hotel booking with your flights and activities through an Expedia package.

Find the best attractions in and around Middletown

Middletown, Virginia, is perfect for a holiday filled with outdoor adventures and stunning scenery. Visitors can explore a variety of attractions, including visitor centres and historic colleges, catering to those seeking cultural and family experiences. Whether you're after top local attractions or simply want to soak in the charm of the area, Middletown offers a delightful blend of activities to make your trip memorable.

  • Cedar Creek Battlefield Foundation: Immerse yourself in American history at this significant Civil War site. The foundation offers insightful tours that capture the culture and heritage of the area, providing a unique glimpse into the past.
  • Shenandoah River: Experience the stunning beauty of the Shenandoah River, perfect for outdoor enthusiasts. Enjoy activities such as kayaking, fishing, or simply relaxing by the water, surrounded by picturesque scenery.
  • Front Royal Entrance Shenandoah National Park: A gateway to adventure, this visitor centre leads you into the breathtaking Shenandoah National Park. Enjoy hiking, wildlife viewing, and stunning vistas, making it ideal for family outings and outdoor fun.

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

Flying into Middletown, Virginia, can be conveniently done via two major airports. Washington Dulles International Airport (IAD) is approximately 72.4km away and offers several nearby hotels, including the 4-star Hyatt Regency Dulles, just 1.6km from the airport, and the Washington Dulles Airport Marriott, only 644m away. Alternatively, Martinsburg, West Virginia's Eastern West Virginia Regional Airport (MRB) is around 48.3km from Middletown, with good options like the Hillbrook Inn, a 4-star bed and breakfast 11.6kms from the airport. Both airports provide accessible transport options to ensure a smooth journey to your destination.

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favourite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your trip based on traveller reviews is Econo Lodge Inn & Suites Middletown - Winchester South. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's it like staying in Middletown?
Visitors to Middletown will definitely enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches and theatres. In Middletown, there are 4 hotels and other accommodation options to choose from. Find out more about Middletown.
What is there to see in 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. Take a look at what more there is to see and do in Expedia's Middletown guide.
What's the seasonal weather like in Middletown?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1088 mm.

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