Find hotels in Middletown, VA from $66

Top reasons to visit Middletown

• Outdoor Adventures: Enjoy hiking, skiing, and recreational activities amidst the scenic beauty of Middletown and the nearby Shenandoah Valley.
• Local Wineries: Experience delightful wine tastings at charming local wineries, perfect for wine enthusiasts.
• Rich History: Explore the picturesque downtown area, filled with historical charm and cultural experiences.
• Live Entertainment: Attend live music performances at various venues for a vibrant nightlife experience.
• Diverse Accommodations: Choose from a variety of hotels and suites to suit every traveler's needs.

Find great hotels near Middletown

Discover the charm of Middletown, Virginia, where a variety of hotel accommodations await to enhance your stay. Whether you’re seeking pet-friendly options, business-themed facilities, or an LGBTQIA welcoming environment, Middletown has something for every traveler. Explore the best hotels and suites, and read reviews to find the perfect fit for your vacation. Experience the warmth and hospitality this quaint town has to offer.

• Travelodge by Wyndham Winchester: A cozy motel experience, Travelodge by Wyndham Winchester offers a welcoming atmosphere for travelers seeking a pet-friendly getaway. Located 11 miles from Middletown, this property allows some pets onsite, making it ideal for those traveling with furry companions. Guests appreciate the straightforward amenities, including comfortable rooms, Wi-Fi access, and a pet policy that includes service animals. The friendly staff ensures a pleasant stay, perfect for those on a budget who don’t want to compromise on comfort.
• Country Inn & Suites by Radisson, Winchester, VA: A family-friendly haven, Country Inn & Suites by Radisson is situated 8 miles from Middletown and combines comfort with modern conveniences. This 3-star hotel caters to families, business travelers, and pet owners alike, offering a range of amenities that include a business center, meeting rooms, and free cribs for children. Guests love the warm, inviting atmosphere and the complimentary breakfast that fuels a day of exploring. The property’s pet-friendly policy ensures that no family member is left behind.
• Holiday Inn Winchester Se-Historic Gateway by IHG: This elegant 3-star hotel is located 11 miles from Middletown, providing a welcoming environment for families and LGBTQIA travelers. Holiday Inn Winchester Se-Historic Gateway features modern business amenities, including a 24-hour business center and multiple meeting rooms, making it an excellent choice for corporate stays. Families will appreciate the availability of cribs and the hotel's commitment to inclusivity. The stylish accommodations and convenient location make it a perfect base for exploring the historic sites of Winchester.

Where to stay near Middletown

Discover the charm of Middletown, Virginia, where outdoor adventure meets rich history. Explore the picturesque downtown area, stroll through local wineries, and enjoy the inviting atmosphere of this small town. Just a short drive away, you can uncover the scenic beauty of the Shenandoah Valley, perfect for family-friendly outings or a peaceful retreat. Whether you're hiking or savoring local flavors, Middletown promises a delightful vacation experience.

• Winchester: Located 12 miles from Middletown, Winchester is a charming city rich in history and outdoor adventure. Visitors flock to this city for its stunning scenery and recreational opportunities, especially during the peak months of June to July and October. The area is home to beautiful national and state parks, offering hiking, camping, and breathtaking views. Notable attractions include the local lake, perfect for fishing and picnicking, as well as various educational venues that highlight the area's rich heritage. Whether you're exploring the historic downtown or enjoying a day in nature, Winchester promises a diverse travel experience.
• Front Royal: Just 9 miles from Middletown, Front Royal is a gateway to outdoor excitement and natural beauty. With peak visitor numbers in April, July, and September, this city attracts adventure seekers eager to explore its recreational areas and ski fields. Front Royal is nestled near both national and state parks, making it an ideal spot for hiking, wildlife observation, and winter sports. The local parks provide great picnic spots and trails for leisurely walks. Whether you're an outdoor enthusiast or looking for a scenic getaway, Front Royal has something for everyone.
• Strasburg: A mere 5 miles from Middletown, Strasburg is a delightful city known for its outdoor recreation and picturesque landscapes. With visitor numbers peaking from June to August, this area is ideal for those seeking adventure and scenery. Strasburg features numerous recreational areas and ski fields perfect for both summer and winter activities. The proximity to national and state parks enhances the area's appeal, offering various trails and natural attractions. Whether you're hiking, skiing, or simply enjoying the local parks, Strasburg is a wonderful destination for nature lovers.

Things to do in and around Middletown

Middletown, Virginia, offers a delightful mix of outdoor adventures and scenic beauty, perfect for a memorable vacation. Visitors can enjoy wine tastings at local wineries, explore various recreational areas, and experience live music at entertainment venues. For those seeking adventure, skiing opportunities are nearby, and numerous outdoor spots provide the ideal backdrop for relaxation and exploration. Whether you're looking for education or entertainment, Middletown has something for everyone.

Shopping

In Middletown, visit Shen-Val Farm Market, a charming store just 8 miles away, or Natural Art Garden Center, located 9 miles away, for unique gifts. If you're up for a drive, check out Apple Blossom Mall, 11 miles away, offering a variety of shops and entertainment options.

Recreation

Experience a round of golf at Jackson's Chase Golf Course, where the outdoor vibes enhance your game. For relaxation, visit Appleland Sports Center, offering wellness activities to rejuvenate your spirit. Enjoy another scenic golf outing at Blue Ridge Shadows Golf Club, surrounded by beautiful landscapes.

Adventure

Embark on an adventurous hike at Dickey Ridge Trail, located 12 miles from Middletown, where stunning scenery awaits. For thrill-seekers, Summit Point Motorsports Park, 22 miles away, offers exhilarating motor racing experiences. Alternatively, enjoy family-friendly outdoor activities at Watermelon Park Campground, located 19 miles from Middletown.

Nightlife

Middletown's nightlife offers a charming blend of culture and entertainment. Enjoy a captivating show at the Wayside Theater, or venture 12 miles to the Bright Box Theater and Winchester Little Theater for more family-friendly performances. Each venue provides a romantic atmosphere perfect for a memorable evening.

Booking tips and Expedia advantages for Middletown

To save money on your trip to Middletown, consider visiting between December and February for lower accommodation rates. Tuesdays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find hotel deals by filtering prices from low to high, and consider booking a package to combine flights and activities for additional savings. Joining Expedia's One Key membership can provide exclusive discounts and earn you OneKeyCash for future stays. Don't forget to explore free local attractions and utilize public transport for affordable travel around the area.

• 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 options based on your budget, desired location, and the type of hotel you prefer. To find the best prices and deals, simply arrange the price filter from low to high.
• Consider bundling your trip: You can save money by combining your hotel stay in Middletown with your flights and activities by booking a package through Expedia.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Middletown

Middletown, Virginia, is perfect for outdoor enthusiasts and adventure seekers. Visitors can explore local attractions such as the visitor center and scenic rivers, offering a blend of culture and family-friendly experiences. Whether you're looking to immerse yourself in nature or enjoy a cultural outing, Middletown's charm and variety of points of interest make it an ideal destination for a memorable vacation.

• Shenandoah River: Experience the tranquil beauty of the Shenandoah River, located 8 miles from Middletown. Enjoy scenic views and outdoor activities like kayaking, fishing, or leisurely picnicking along its banks.
• Front Royal Entrance Shenandoah National Park: Only 10 miles away, this visitor center serves as your gateway to adventure. Explore the breathtaking landscapes, hiking trails, and family-friendly activities that make this national park a perfect outdoor escape.
• Cedar Creek Battlefield Foundation: Situated within Middletown, this historic site offers a glimpse into Civil War history, rich culture, and educational programs that bring the past to life for history enthusiasts.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.5°F (-0.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	35.1°F (1.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	42.6°F (5.9°C)	Light Rain	Mostly Sunny	Average	Average
April	53.2°F (11.8°C)	Light Rain	Mostly Sunny	Average	Average
May	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	75.7°F (24.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Average	Average
September	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	55.6°F (13.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Middletown

When visiting Middletown, Virginia, you can fly into two major airports. Washington Dulles International Airport (IAD) is located 45 miles away, with several nearby hotels including the 4-star Hyatt Regency Dulles and The Westin Washington Dulles Airport, both just 1 mile from the terminal. Hilton Washington Dulles Airport is another great option, situated 2 miles away. Alternatively, Eastern West Virginia Regional Airport (MRB) is 30 miles from Middletown, with nearby accommodations like the 4-star Hillbrook Inn and the 3-star Home2 Suites by Hilton Martinsburg, located 11 miles and 3 miles from the airport, respectively. Both airports offer convenient transportation options to and from these hotels.