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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, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is NT$2,303
NT$2,859 total
includes taxes & fees
Mar 30 - Mar 31
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (303 reviews)
"I loved staying here!"
United States
Whitney
The price is NT$1,986
NT$2,191 total
includes taxes & fees
Apr 5 - Apr 6
Econo Lodge Inn & Suites Middletown - Winchester South

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (829 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NT$2,963
NT$3,224 total
includes taxes & fees
Mar 31 - Apr 1
Fairfield Inn & Suites by Marriott Winchester

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, (2,279 reviews)
"Great hotel stay for our trip down soutg! Very clean and very nice rooms- very quiet!"
United States
Nancy
The price is NT$3,425
NT$3,727 total
includes taxes & fees
Mar 31 - Apr 1
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,095 reviews)
"Very clean, friendly staff, ample parking. Full breakfast included. Walkable to shopping and dining options. "
United States
Eileen
The price is NT$3,276
NT$3,564 total
includes taxes & fees
Apr 14 - Apr 15
Comfort Inn & Suites 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, (1,000 reviews)
"The national park was close by. That’s why we chose this location. That’s the only positive thing I can say. The rooms weren’t clean. The bathroom was disgusting. I stay in a lot of places to simply shower and sleep, but I wouldn’t stay here again. "
United States
Alayna
The price is NT$1,959
NT$2,180 total
includes taxes & fees
Mar 29 - Mar 30
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
The price is NT$3,121
NT$3,536 total
includes taxes & fees
Apr 5 - Apr 6
Home2 Suites By Hilton 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, (870 reviews)
"The staff was wonderful! "
United States
Jayne
The price is NT$3,384
NT$3,835 total
includes taxes & fees
Apr 18 - Apr 19
Hampton Inn Winchester N/Conference Center, VA

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is NT$2,827
NT$3,076 total
includes taxes & fees
Mar 31 - Apr 1
Quality Inn Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (826 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 NT$3,631
NT$3,950 total
includes taxes & fees
Apr 8 - Apr 9
SpringHill Suites by Marriott Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,453 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is NT$2,749
NT$2,991 total
includes taxes & fees
Mar 31 - Apr 1
Microtel Inn & Suites by Wyndham Winchester

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)
"very nice hotel,very clean"
Canada
Maria
The price is NT$2,826
NT$3,171 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (839 reviews)
"Yes. Parking was great"
United States
John
The price is NT$2,826
NT$3,075 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express Winchester South-Stephens City by IHG

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Clean and excellent staff!"
United States
Diane
The price is NT$2,859
NT$3,239 total
includes taxes & fees
Apr 19 - Apr 20
Spark by Hilton Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (493 reviews)
"Great place to rest. Clean and family/pet friendly. "
United States
Noe
The price is NT$3,616
NT$3,934 total
includes taxes & fees
Mar 29 - Mar 30
TownePlace 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 NT$2,917
NT$3,174 total
includes taxes & fees
Apr 14 - Apr 15
Country Inn & Suites by Radisson, Winchester, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 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 NT$3,235
NT$3,601 total
includes taxes & fees
Apr 12 - Apr 13
Fairfield Inn & Suites Strasburg Shenandoah Valley

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,004 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is NT$3,252
NT$3,620 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Front Royal

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (548 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is NT$2,303
NT$2,563 total
includes taxes & fees
Mar 29 - Mar 30
Twi-Lite Inn

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,074 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is NT$2,166
NT$2,357 total
includes taxes & fees
Mar 27 - Mar 28
Travelodge by Wyndham 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.

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

More cheap stays in Middletown

Hotels in Middletown with star-rating

Find out more about Middletown

Top reasons to visit Middletown

  • Outdoor Adventures: Middletown offers thrilling activities like skiing and scenic hiking trails, perfect for adventure enthusiasts.
  • Charming Downtown: Explore the picturesque downtown area filled with local shops and eateries, enhancing the small-town experience.
  • Wine Tastings: Enjoy delightful wine tastings at nearby vineyards, showcasing the region's unique flavors.
  • Historic Attractions: Discover local history through visitor centers and historic houses that reflect the area’s rich past.
  • Live Music & Entertainment: Experience vibrant live music events at various venues, adding to the local cultural scene.

Find great hotels near Middletown

Discover a range of hotel accommodations in Middletown, Virginia, perfect for every traveler. Whether you're seeking pet-friendly options, business-friendly amenities, or an LGBTQIA welcoming environment, you'll find hotels and motels that cater to your needs. Explore the best hotels and suites in the area, complete with reviews to help guide your choice for a memorable stay in this charming small town.

  • Travelodge by Wyndham Winchester: Embrace a cozy and budget-friendly stay at Travelodge by Wyndham Winchester, a welcoming motel located 17.7km from Middletown. This property stands out for its pet-friendly policy, making it an ideal choice for travelers who want to bring their furry companions along. Guests appreciate the straightforward amenities, including comfortable rooms and essential services. The property allows pets with certain restrictions, ensuring a hassle-free experience for pet owners. Enjoy the convenience of a home-like atmosphere where you can unwind after a day of exploration.
  • Country Inn & Suites by Radisson, Winchester, VA: Situated just 12.9km from Middletown, Country Inn & Suites by Radisson offers a charming and family-oriented atmosphere. This 3-star hotel is perfect for both business and leisure travelers, featuring amenities tailored for families, such as complimentary cribs. The hotel is also pet-friendly, allowing you to travel with your pets without worry. Guests love the welcoming ambiance, well-appointed rooms, and a variety of services designed to ensure a comfortable stay for everyone in the family. Enjoy a delightful blend of hospitality and convenience at this inviting hotel.
  • Holiday Inn Winchester Se-Historic Gateway by IHG: Positioned 17.7km from Middletown, the Holiday Inn Winchester Se-Historic Gateway is an excellent choice for guests seeking a modern yet family-friendly environment. This 3-star hotel is known for its inclusive atmosphere, welcoming LGBTQIA travelers and providing facilities that cater to all guests. With amenities for children, including free cribs, families can relax knowing they have everything they need for a pleasant stay. The hotel combines comfort with a prime location, making it a perfect base for exploring the region.

Where to stay near Middletown

Middletown, Virginia, offers a delightful blend of historical charm and outdoor adventure. Explore the picturesque downtown area, where local wineries invite you to savor regional flavors. The small-town atmosphere is perfect for family-friendly activities, while nearby neighborhoods present a vibrant urban experience. Whether you're hiking scenic trails or enjoying local cuisine, Middletown promises a memorable vacation filled with diverse vibes and captivating sights.

  • Winchester: Located 19.3km from Middletown, Winchester is a vibrant city known for its rich history and outdoor adventures. Visitors can explore the scenic beauty of nearby national parks and lakes, making it a perfect spot for hiking, picnicking, and enjoying nature. The city’s recreational areas offer activities suitable for all ages, while educational venues provide insights into the region's heritage. Peak visitor months are July to August and October, making summer and fall ideal times to experience local festivals and events.
  • Front Royal: Just 14.5km from Middletown, Front Royal serves as the gateway to the majestic Shenandoah National Park. This charming city attracts outdoor enthusiasts year-round, with its stunning landscapes and recreational opportunities. Front Royal is particularly popular for skiing in the winter and hiking in the warmer months. Peak travel times occur in April, July, and September, when visitors flock to enjoy the scenic drives and vibrant fall foliage. The local ski resorts also draw adventure seekers looking for winter fun.
  • Strasburg: Only 8.0km away from Middletown, Strasburg is a quaint city that offers a blend of outdoor adventure and picturesque scenery. The area is perfect for hiking and skiing, with numerous recreational areas available for exploration. Visitors can enjoy the natural beauty of national parks and local parks throughout the year, particularly during peak travel months from June to August. Strasburg’s small-town charm provides a peaceful retreat while still being close to exciting outdoor activities.

Things to do in and around Middletown

Middletown, Virginia, is perfect for outdoor and adventure enthusiasts, offering a range of activities like skiing and exploring beautiful recreational areas. Visitors can enjoy wine tastings at local vineyards, experience live music at various entertainment venues, and discover charming outdoor spots. Whether you seek thrilling adventures or laid-back outings, Middletown has something for everyone to enjoy.

Shopping

You can enjoy shopping at Shen-Val Farm Market, located 12.9km from Middletown, offering fresh local produce and unique gifts. If you're up for a drive, visit Apple Blossom Mall, 17.7km away, featuring a variety of stores and family-friendly entertainment options.

Recreation

At Jackson's Chase Golf Course, enjoy a round of golf amidst scenic landscapes, perfect for sports enthusiasts. For relaxation, visit Appleland Sports Center, where wellness programs and rejuvenating activities await. Just a short drive away, Blue Ridge Shadows Golf Club offers another exceptional golfing experience surrounded by beautiful outdoor vibes.

Adventure

Dickey Ridge Trail offers a thrilling hiking experience with stunning scenery, located 19.3km from Middletown. For adrenaline junkies, Summit Point Motorsports Park, 35.4km away, provides exhilarating motor racing. Families can enjoy outdoor adventures at Yogi Bear's Jellystone Park, situated 40.2km from town.

Nightlife

Middletown offers a charming nightlife scene with venues like the Wayside Theater, perfect for a romantic evening filled with culture and entertainment. For more options, Bright Box Theater and Winchester Little Theater, both located 19.3km away, showcase captivating performances in a lively atmosphere.

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

Booking tips and Expedia advantages for Middletown

To save money on your trip to Middletown, Virginia, consider visiting during the off-peak months from December to February, when accommodation prices are lower. Booking your stay on a Tuesday can also help you save, as Saturday is typically the most expensive day. Use Expedia to compare hotel deals and consider bundling your hotel, flights, and activities for additional savings. Look for minute hotel deals and filter your search by price to find the best options. Enjoy free activities in the area to enhance your experience without breaking the bank.

  • 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: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and preferred hotel type. To find 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 Middletown hotel reservations with your flights and activities through an Expedia package.

Find the best attractions in and around Middletown

Middletown, Virginia, offers an ideal vacation for outdoor enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including visitor centers, scenic rivers, and historic houses. With a focus on culture and family experiences, Middletown promises a memorable getaway for travelers looking to immerse themselves in the area's natural beauty and rich history.

  • Shenandoah River: Experience the serene beauty of the Shenandoah River, only 12.9km from Middletown. Enjoy outdoor activities like kayaking, fishing, or simply relaxing by the water while soaking in the picturesque scenery.
  • Front Royal Entrance Shenandoah National Park: Located 16.1km away, this visitor center is the gateway to adventure. Perfect for families, it offers hiking trails, educational exhibits, and stunning views of the Blue Ridge Mountains, making it an ideal spot for outdoor enthusiasts.
  • Cedar Creek Battlefield Foundation: Situated within Middletown, this historic site provides a cultural experience through its insightful exhibits and reenactments, allowing visitors to explore the rich history of the Civil War.

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

Traveling to Middletown, Virginia, can be easily accomplished by flying into two major airports. Washington Dulles International Airport (IAD) is located 72.4km away and offers several nearby hotels, such as the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1.6km from the airport. Martinsburg, WV, Eastern West Virginia Regional Airport (MRB) is situated 48.3km away, with charming accommodations like the 4-star Hillbrook Inn and the 3-star Hilton Garden Inn Martinsburg, located 11.6kms and 4.8km from the airport, respectively. Both airports provide convenient access to Middletown, making your travel experience smooth and enjoyable.

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.
Where can I learn more about changing or cancelling my trip to Middletown?
To access more information about changing or cancelling your trip to Middletown, click here.
What's the best hotel to stay with easy access to Cedar Creek and Belle Grove National Historical Park?
Ramada by Wyndham Strasburg is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located 3 mi (4.8 km) from Cedar Creek and Belle Grove National Historical Park. Other good options within a few miles include Fairfield Inn & Suites Strasburg Shenandoah Valley and Wayside Inn.
What about the best place to stay close to Wayside Theater?
One of the top choices for your stay is Wayside Inn, located next to Wayside Theater, and this 3.5-star hotel offers free breakfast and a restaurant. Econo Lodge Inn & Suites, located just 0.5 mi (0.8 km) away, is another good choice.
What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
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.

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