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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, (315 reviews)
"Clean and quiet"
United States
Cameron
The price is SAR 232
SAR 256 total
includes taxes & fees
8 Jul - 9 Jul
Econo Lodge Inn & Suites Middletown - Winchester South

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (438 reviews)
"Nice historic place"
United States
Donna
The price is SAR 456
SAR 541 total
includes taxes & fees
28 Jun - 29 Jun
Wayside Inn

The Pond Cabin

The Pond Cabin
2.0 star property
Linden
The price is SAR 897
SAR 1,714 total
includes taxes & fees
29 Jun - 30 Jun
The Pond Cabin

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (97 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is SAR 1,273
SAR 1,391 total
includes taxes & fees
14 Jul - 15 Jul
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (178 reviews)
"Everything about this special place is incredible."
United States
James
The price is SAR 841
SAR 928 total
includes taxes & fees
12 Jul - 13 Jul
L'Auberge Provencale Inn & Restaurant

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
The price is SAR 1,348
SAR 1,453 total
includes taxes & fees
15 Jul - 16 Jul
Gay Street Inn

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (165 reviews)
"Wonderful stay. The facility was clean, the staff was fantastic, the room was comfortable, and the location was perfect for dining at the Inn at Little Washington."
United States
Duane
The price is SAR 1,179
SAR 1,271 total
includes taxes & fees
16 Jul - 17 Jul
White Moose Inn

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (7 reviews)
"Quaint house and amazing breakfast "
United States
Kim
The price is SAR 1,348
SAR 1,453 total
includes taxes & fees
28 Jun - 29 Jun
The Foster Harris House

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (510 reviews)
"Nice studio. Our only complaint was the mattress which was to soft"
United States
Judith
The price is SAR 424
SAR 462 total
includes taxes & fees
28 Jun - 29 Jun
TownePlace Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (863 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is SAR 426
SAR 464 total
includes taxes & fees
6 Jul - 7 Jul
SpringHill Suites by Marriott Winchester

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (461 reviews)
"Friendly staff, nice room, the tv and plumbing worked as expected, good value — not high class, but comfortable"
United States
Cliff
The price is SAR 252
SAR 286 total
includes taxes & fees
1 Jul - 2 Jul
APM Inn & Suites

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, (957 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is SAR 223
SAR 249 total
includes taxes & fees
12 Jul - 13 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park

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, (905 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is SAR 428
SAR 485 total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Winchester N/Conference Center, VA

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,458 reviews)
"Excellent stay"
United States
Michael
The price is SAR 366
SAR 399 total
includes taxes & fees
30 Jun - 1 Jul
Microtel Inn & Suites by Wyndham Winchester

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (593 reviews)
"Great room and very helpful staff."
United States
Martin
The price is SAR 323
SAR 351 total
includes taxes & fees
5 Jul - 6 Jul
Candlewood Suites Winchester by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is SAR 368
SAR 409 total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn Winchester

Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
2.0 star property
Winchester
6.6 out of 10, (531 reviews)
"Friendly front desk guy. So nice and good prices in reservations always. "
United States
Xiomara
The price is SAR 297
SAR 323 total
includes taxes & fees
28 Jun - 29 Jun
Days Inn by Wyndham 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, (1,003 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is SAR 252
SAR 280 total
includes taxes & fees
6 Jul - 7 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (981 reviews)
"It was great for a stay."
United States
Sheree
The price is SAR 293
SAR 323 total
includes taxes & fees
8 Jul - 9 Jul
TRU By Hilton 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, (2,270 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is SAR 412
SAR 449 total
includes taxes & fees
7 Jul - 8 Jul
La Quinta Inn & Suites by Wyndham Winchester
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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 a haven for outdoor enthusiasts, offering stunning scenery for hiking, skiing, and exploring serene rivers.
  • Local Wineries: Enjoy delightful wine tastings at local wineries, perfect for a relaxing afternoon.
  • Historic Exploration: Discover the rich history of Middletown through its charming downtown and historic houses.
  • Live Entertainment: Experience vibrant entertainment venues featuring live music for a lively night out.
  • Diverse Accommodations: Find a range of lodging options, from cozy motels to pet-friendly hotels, catering to all travelers.

Find great hotels near Middletown

Explore a variety of hotel accommodations in Middletown, Virginia, catering to diverse needs and preferences. Whether you're seeking a pet-friendly stay, a business-friendly atmosphere, or an LGBTQIA-welcoming environment, Middletown offers options for every traveler. From cozy motels to comfortable hotels with suites, you'll find the perfect lodging for your vacation. Don't forget to check out hotel reviews to ensure a pleasant experience.

  • Travelodge by Wyndham Winchester: Located 17.7km from Middletown, Travelodge by Wyndham Winchester offers a welcoming atmosphere for travelers seeking a pet-friendly lodging experience. This motel-style property features convenient amenities tailored for those traveling with pets, including service animal accommodations and specific pet policies. Guests can enjoy spacious rooms that provide a comfortable retreat after a day of exploring the local attractions. Ideal for budget-conscious visitors, this property strikes a balance between affordability and essential comforts.
  • Country Inn & Suites by Radisson, Winchester, VA: Situated 12.9km from Middletown, this charming 3-star hotel is perfect for families, business travelers, and pet lovers alike. Country Inn & Suites by Radisson boasts a cozy ambiance with amenities designed for both relaxation and productivity. Families will appreciate the complimentary cribs and pet-friendly policies, while business travelers can take advantage of convenient workspaces. The hotel also provides a complimentary breakfast to start your day off right, making it an ideal choice for your stay in the area.
  • Holiday Inn Winchester Se-Historic Gateway by IHG: Just 17.7km away from Middletown, the Holiday Inn Winchester Se-Historic Gateway promises a delightful blend of comfort and modern amenities. This 3-star hotel is welcoming to families and the LGBTQIA community, providing a friendly environment for all guests. With services tailored for children, including free cribs, the hotel ensures a seamless stay for families. Business travelers will find the location and facilities conducive for work, while the stylish ambiance and attentive service create a memorable experience for every visitor.

Where to stay near Middletown

Middletown, Virginia, offers a delightful mix of outdoor adventures and rich history. Explore the charming downtown area, where you can enjoy local wineries and family-friendly attractions. Just a short drive away, you’ll find picturesque small towns and vibrant neighborhoods that showcase both scenic beauty and urban energy. Whether you’re looking for a historical journey or a relaxing getaway, Middletown and its surroundings provide the perfect backdrop for an unforgettable vacation.

  • Winchester: Located 19.3km from Middletown, Winchester is a charming city that effortlessly blends history with outdoor adventure. Known for its picturesque scenery, visitors flock here for recreational activities and the stunning landscapes of nearby national parks and lakes. The city is rich in historical significance, with landmarks that tell the story of the Civil War. In the summer months, especially from July to August, Winchester comes alive with festivals and outdoor events, making it an excellent time to explore its vibrant community and local attractions.
  • Front Royal: Just 14.5km away from Middletown, Front Royal serves as the gateway to Shenandoah National Park, making it a top destination for outdoor enthusiasts. With its stunning natural beauty, this city draws visitors year-round, peaking during the warmer months of April, July, and September. Front Royal offers a variety of recreational activities, including skiing and hiking, allowing travelers to immerse themselves in nature. The local parks and lakes provide picturesque backdrops for picnics and relaxation, ensuring a memorable travel experience.
  • Strasburg: A mere 8.0km from Middletown, Strasburg is a delightful city that invites adventure seekers and nature lovers alike. Known for its scenic vistas and outdoor activities, this charming destination is particularly popular in the summer months from June to August. Visitors can enjoy skiing at local ski fields or relax in the abundant parks. Strasburg's proximity to national parks and recreational areas makes it an ideal spot for those looking to explore Virginia's beautiful landscapes while enjoying a friendly small-town atmosphere.

Things to do in and around Middletown

Middletown, Virginia, is an ideal destination for outdoor enthusiasts, offering stunning scenery and exciting adventures. Visitors can enjoy recreational areas, skiing, and beautiful ski fields. Wine tastings are a must, along with various entertainment venues featuring live music. Whether you seek thrilling outdoor spots or relaxing moments in nature, Middletown provides a perfect blend of activities for a memorable vacation experience.

Shopping

In Middletown, visit Shen-Val Farm Market, only 12.9km away, for local produce and handmade goods. Natural Art Garden Center, located 14.5km away, offers beautiful plants and garden decor. If you're up for a drive, check out Apple Blossom Mall, 17.7km away, for a wide range of shopping options.

Recreation

At Jackson's Chase Golf Course, enjoy a round of golf surrounded by beautiful landscapes and outdoor vibes. Just a short drive away, Appleland Sports Center offers wellness and relaxation activities, perfect for rejuvenating your spirit. Meanwhile, Blue Ridge Shadows Golf Club invites you to experience more golfing excitement in a picturesque setting.

Adventure

Embark on the Dickey Ridge Trail for a scenic hike, showcasing the beauty of nature 19.3km from Middletown. Experience thrilling races at Summit Point Motorsports Park, located 35.4km away, and enjoy family-friendly adventures at Yogi Bear's Jellystone Park, situated 40.2km from Middletown.

Nightlife

Experience a vibrant nightlife in Middletown. Catch a show at the Wayside Theater for a mix of romance and culture. Just 19.3km away, Bright Box Theater offers fantastic performances, while the Winchester Little Theater promises an engaging evening filled with entertainment and charm.

*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 from December to February when hotel rates are lower, and aim to book your stay on a Tuesday for the best deals. Utilize Expedia's search tool to filter for budget-friendly accommodations and explore eco-certified hotels. Look for package deals that combine flights, hotels, and activities to maximize savings. Additionally, take advantage of free local attractions and affordable public transport options to further stretch your budget during your visit.

  • 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: Expedia's search tool enables you to choose your budget, desired location, and additional preferences. You can arrange your search results by price, starting with the most affordable hotels. Additionally, you have the option to refine your selections by hotel type; for instance, by selecting the Eco-certified filter, you’ll discover sustainable and environmentally friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Middletown with your flights and activities through an Expedia package deal.

Find the best attractions in and around Middletown

Middletown, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of attractions. Visitors can explore local points of interest such as the visitor center, serene rivers, and historic houses. Whether you're looking for cultural experiences or family-friendly activities, Middletown has something for everyone, making it an ideal destination for a memorable vacation.

  • Shenandoah River: Experience the beauty of the Shenandoah River, located 12.9km from Middletown. This stunning river offers outdoor activities like kayaking and fishing, surrounded by picturesque scenery that will leave you in awe.
  • Front Royal Entrance Shenandoah National Park: Just 16.1km away, this visitor center serves as the gateway to adventure. Ideal for families, it provides access to hiking trails and breathtaking views of the Blue Ridge Mountains, perfect for outdoor enthusiasts.
  • Cedar Creek Battlefield Foundation: Situated in Middletown, this historic site immerses you in Civil War history. Explore the rich culture and stories of the battlefield through guided tours and educational exhibits.

Best time to go to Middletown

The best time to visit Middletown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

For your visit to Middletown, Virginia, you can fly into two major airports. Washington Dulles International Airport (IAD) is 72.4km away, with excellent hotel options like the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1.6km from the airport, offering convenient access. Hilton Washington Dulles Airport is located 3.2km away. Alternatively, Eastern West Virginia Regional Airport (MRB) is 48.3km from Middletown, with nearby accommodations such as the 4-star Hillbrook Inn and the 3-star Hilton Garden Inn Martinsburg, both within 11 and 4.8km, respectively, providing easy access to the airport for travelers.

Frequently asked questions

Where is the best place for a stay in Middletown?
Based on our traveler data, Wayside Inn is one of the top choices for your stay. This hotel offers free parking and free WiFi. Econo Lodge Inn & Suites Middletown - Winchester South is another good choice for your trip. See all available top hotels, or vacation rentals in Middletown.
What are some of the best vacation home rentals in Middletown?
Secluded River Cabin Getaway (Masten Cabin): Visitors like this Middletown vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill 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, 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 3 hotels and other accommodations to choose from. Find out more about Middletown.
What should I do while I'm visiting Middletown?
The picturesque setting of Shenandoah River and Cedar Creek and Belle Grove National Historical Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Belle Grove Plantation and Jackson's Chase Golf Course. 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.