"We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore."
"We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore."
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.
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.
Learn about the local history of Middletown when you spend time at Belle Grove Plantation. Wander the riverfront or discover the mountain views in this vibrant area.
After visiting Cedar Creek Battlefield Foundation, make a plan to see the other sights and activities in Middletown. Amble around this vibrant area's riverfront or experience its entertainment venues.
Cedar Creek and Belle Grove National Historical Park
9.0/10 (6 reviews)
Explore the great outdoors at Cedar Creek and Belle Grove National Historical Park, a lovely green space in Middletown. Stroll along the riverfront or experience the area's entertainment venues.
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.
Staff were fabulous, friendly! The meals were delicious and reasonably priced. The complimentary breakfast was amazing! From pumpkin pancakes and traditional bacon, eggs!
Very clean! Bed was firm, clean and well dressed. I prefer a plush bed but the atmosphere far exceeded our expectations! Will definitely return!
Staff were fabulous, friendly! The meals were delicious and reasonably priced. The complimentary breakfast was amazing! From pumpkin pancakes and traditional bacon, eggs!
Very clean! Bed was firm, clean and well dressed. I prefer a plush bed but the atmosphere far exceeded our expectations! Will definitely return!
Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......
Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......
Service très courtois et avenant. Chambre très propre. Partis le matin à 4h45 et il y avait du café de prêt. Pas déjeuner donc aucun commentaire mais la salle à manger était très belle et propre.
Service très courtois et avenant. Chambre très propre. Partis le matin à 4h45 et il y avait du café de prêt. Pas déjeuner donc aucun commentaire mais la salle à manger était très belle et propre.
Johanne
Reviewed October 25, 2026Reviewed October 25, 2026
Outdoor Adventures: Middletown offers stunning scenery and a variety of activities for outdoor enthusiasts, including hiking, skiing, and exploring beautiful rivers.
Charming Atmosphere: Experience the small-town charm with family-friendly neighbourhoods, perfect for relaxation and exploration.
Cultural Experiences: Discover local cultural attractions and community events that enrich your visit.
Convenient Accommodations: A range of welcoming options, from pet-friendly motels to business hotels, cater to all travellers.
Nearby Attractions: Ideal for day trips, Middletown provides easy access to local shopping centres and other exciting destinations.
Find great hotels near Middletown
Explore a range of welcoming accommodations in Middletown, Virginia, ideal for every traveller. From pet-friendly motels to business-themed hotels, you'll find options that cater to diverse needs, including LGBTQIA-friendly facilities. Whether you're seeking a cozy stay or the best hotels in town, Middletown has something to offer for everyone looking to enjoy a memorable vacation experience.
Travelodge by Wyndham Winchester: Nestled 17.7km from Middletown, Travelodge by Wyndham Winchester is a charming motel that caters to pet lovers seeking a relaxed getaway. With a pet-friendly policy, guests can enjoy the convenience of travelling with their furry companions. The motel features essential amenities, ensuring a comfortable stay for all. The property’s welcoming atmosphere and emphasis on accessibility make it an ideal choice for those looking for a simple yet enjoyable lodging experience.
Country Inn & Suites by Radisson, Winchester, VA: Located 12.9km from Middletown, this cozy 3-star hotel offers a family-friendly atmosphere combined with excellent business amenities. Country Inn & Suites is perfect for both leisure and corporate travellers, featuring accessible business centres, meeting rooms, and a 24-hour conference space. Families can take advantage of complimentary cribs, while pets are also welcome, making it a home away from home. Guests can expect a warm environment complemented by friendly service, ensuring a memorable stay for everyone.
Holiday Inn Winchester Se-Historic Gateway by IHG: Just 17.7km from Middletown, the Holiday Inn Winchester Se-Historic Gateway stands out for its commitment to inclusivity and comfort. This 3-star hotel is LGBTQIA welcoming and provides a range of business facilities, including accessible meeting spaces and a dedicated business centre. Families will appreciate the availability of complimentary cribs, making it suitable for guests of all ages. With its modern amenities and friendly atmosphere, this hotel ensures a pleasant and accommodating experience for all visitors.
Where to stay near Middletown
Middletown, Virginia offers a delightful blend of outdoor adventures and rich history, making it an ideal vacation spot for Canadian travellers. Explore the charming small town atmosphere, with its scenic views and family-friendly neighbourhoods. Venture into the city center for a taste of urban life, while enjoying the beauty of the surrounding areas. Don't miss the colder months, when Middletown showcases its unique charm, perfect for memorable experiences.
Winchester: Located 19.3km from Middletown, Winchester is a charming city known for its rich history and outdoor adventures. Visitors can immerse themselves in the scenic beauty of nearby national parks and recreational areas. Peak tourist seasons occur in June to July and October when the area's vibrant atmosphere comes alive. Popular activities include skiing, exploring local landmarks, and enjoying the natural landscape around lakes and parks. Winchester offers a blend of education and adventure, making it an ideal spot for outdoor enthusiasts.
Front Royal: Just 14.5km away from Middletown, Front Royal is a gateway to outdoor adventures and stunning scenery. With its peak visitor numbers in April, July, and September, this city attracts nature lovers year-round. Front Royal is perfect for those looking to explore national parks and recreational areas, or enjoy skiing in the winter months. The town’s proximity to numerous parks enhances the travel experience, providing ample opportunities for hiking, picnicking, and enjoying the great outdoors.
Strasburg: Situated a mere 8.0km from Middletown, Strasburg is a delightful city that captures the essence of outdoor adventure. With peak arrivals in June to August, it offers visitors a chance to embrace the beauty of nature. Activities such as skiing and exploring recreational areas are popular here, set against the backdrop of national parks and tranquil parks. Strasburg ’s close-knit community and scenic landscapes make it a perfect stop for anyone looking to unwind and experience the great outdoors.
Things to do in and around Middletown
Middletown, Virginia, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and various activities. Visitors can enjoy recreational areas, educational experiences, and even skiing. For day trips, explore nearby attractions and local shopping centres, making it an ideal destination for a well-rounded vacation. Whether you're seeking relaxation or adventure, Middletown has something to offer everyone.
Shopping
In Middletown, visit Shen-Val Farm Market for local produce and unique gifts, only 12.9km away. Natural Art Garden Center, 14.5km from town, offers beautiful plants and garden decor. If you're up for a drive, check out Apple Blossom Mall, located 17.7km away, for a wider shopping selection.
Embark on the Dickey Ridge Trail, a scenic hiking experience located 19.3km from Middletown, perfect for outdoor enthusiasts. For adrenaline seekers, the Summit Point Motorsports Park, 35.4km away, offers thrilling motor racing. Alternatively, enjoy family-friendly adventures at Watermelon Park Campground, situated 30.6km from town.
Nightlife
Experience the vibrant nightlife in Middletown by catching a show at the Wayside Theater, where culture and entertainment thrive. For a bit more adventure, head to the Bright Box Theater or Winchester Little Theater, both offering captivating performances just a short drive away.
*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 during your trip to Middletown, Virginia, consider visiting between December and February, when accommodation prices are lower. Tuesdays are the most affordable days to stay, while Saturdays are the priciest. Use Expedia to refine your preferences and find eco-friendly hotels, sorting by price for the best deals. You can also save by bundling your hotel, flights, and activities into one package. Exploring local parks and attractions can offer free or low-cost activities, making your vacation enjoyable 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 the type of accommodation you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. 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 reservation with your flights and activities through an Expedia package.
Find the best attractions in and around Middletown
Middletown, Virginia, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore various points of interest, including local visitor centres and the beautiful rivers in the area. This charming town offers cultural experiences and family-friendly activities, ensuring a memorable vacation for all types of travellers looking to immerse themselves in nature and community.
Shenandoah River: Experience the serene beauty of the Shenandoah River, located a mere 12.9km from Middletown. Enjoy stunning scenery and outdoor activities like kayaking, fishing, or leisurely picnicking along the banks, making it perfect for nature lovers.
Front Royal Entrance Shenandoah National Park: Just 16.1km away, this visitor centre offers a gateway to adventure in Shenandoah National Park. Families can explore hiking trails, scenic views, and wildlife encounters, making it an ideal spot for outdoor enthusiasts.
Cedar Creek Battlefield Foundation: Situated in Middletown, this historic site immerses visitors in the rich culture and history of the Civil War. Explore informative exhibits and guided tours that bring the past to life.
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 situated 72.4km away. Nearby hotel options include the 4-star Hyatt Regency Dulles, located 1.6km from the airport, as well as the Hilton Washington Dulles Airport, which is 3.2km away. Eastern West Virginia Regional Airport (MRB) is 48.3km from Middletown, with accommodations like the 4-star Hillbrook Inn and the 3-star Home2 Suites by Hilton Martinsburg, both situated approximately 11.6kms and 4.8km from the airport, respectively. Each hotel offers convenient access to its respective airport, ensuring a smooth start to your vacation.
Frequently Asked Questions
What is the best area to stay in Middletown?
The best area to stay in Middletown is the historic downtown area, particularly around Main Street.
This quaint area is the heart of Middletown, offering a relaxed pace with its collection of historic buildings and local businesses. You'll find a few independent shops and eateries dotted along Main Street, providing a pleasant environment for a stroll. The main crossroads of Main Street and Fairfax Street marks the centre of this small but welcoming community.
Couples looking for a peaceful getaway will find downtown Middletown perfect. It offers a quiet setting for a romantic break, with the convenience of local dining options within walking distance.
What are the best hotels in Middletown that travellers recommend?
Two of the best hotels in Middletown that receive consistently high recommendations from travellers are the Wayside Inn and the Econo Lodge Inn & Suites.
The Wayside Inn, a 3.5-star hotel, has an excellent 9.2 rating. Guests frequently mention the comfortable and clean rooms, the incredible food, and the helpful staff. It also offers evening entertainment and is located just 2.0 km from Cedar Creek and Belle Grove National Historical Park.
Another highly recommended option is the Econo Lodge Inn & Suites. This hotel is praised for its clean and spotless rooms and offers convenient amenities such as free accessible parking and RV, bus, and truck parking.
The 3.5-star Wayside Inn, with an excellent 9.2 rating, is a great choice for families. It offers highchairs for children and free rollaway extra beds, along with early check-in options. Guests frequently mention the comfortable and clean rooms, the incredible food, and the friendly, helpful staff. The hotel is also conveniently located just 2.0 km from Cedar Creek and Belle Grove National Historical Park.
Another option is the Econo Lodge Inn & Suites, which provides free cribs and sofa beds, making it suitable for families. Guests appreciate the clean and spotless rooms, and free self-parking and free WiFi are also available. Find more child-friendly accommodations in Middletown
What are the top pet-friendly hotels in Middletown?
For top pet-friendly accommodation in Middletown, the Econo Lodge Inn & Suites is a great choice.
The Econo Lodge Inn & Suites is a practical option for travellers with pets, as pets are permitted at this establishment. Guests have frequently commented on the clean and spotless rooms. The hotel also offers free WiFi and complimentary self-parking, along with free cribs for those travelling with infants. See more pet-friendly hotels in Middletown
This hotel offers complimentary self-parking and free WiFi. Guests appreciate the clean and spotless rooms, and for those travelling with infants, free cribs are available. Early check-in can also be arranged. View all budget hotels in Middletown
What are the most romantic hotels in Middletown for couples?
For a romantic stay in Middletown, the Wayside Inn is an excellent choice for couples.
The Wayside Inn, a 3.5-star hotel with an impressive 9.2 rating, is particularly well-suited for couples, offering a dedicated couples dining experience. Guests frequently highlight the comfortable and clean rooms, incredible food, and the very helpful staff. The hotel also provides free WiFi and free self-parking, and is conveniently located just 2.0 km from Cedar Creek and Belle Grove National Historical Park, making it ideal for exploring local attractions together. See all romantic hotels in Middletown
What are the best hotels in Middletown near Cedar Creek and Belle Grove National Historical Park?
For a hotel in Middletown conveniently located near Cedar Creek and Belle Grove National Historical Park, the Wayside Inn is an excellent choice.
This 3.5-star hotel, with an impressive 9.2 rating, is situated just 2.0 km from the historical park, making it very accessible for visits. Guests frequently praise the comfortable and clean rooms, as well as the incredible and amazing food. The staff are consistently described as very friendly and helpful. Families will appreciate the availability of highchairs for children and free rollaway extra beds. The hotel also offers early check-in options, which can be convenient for travellers. Its beautiful decor and a great bar further enhance the guest experience.
When is the best time to go to Middletown?
The best time to visit Middletown, Virginia, is during the spring (April to May) and autumn (September to October) months.
These seasons offer pleasant weather, with mild temperatures and lower humidity, making it ideal for exploring the area's natural beauty and historical sites. Spring brings blooming flowers and lush greenery, while autumn showcases stunning fall foliage.
Couples looking for a romantic getaway will appreciate the comfortable climate for leisurely walks through historic downtown or visits to local vineyards. The picturesque scenery during these months also provides a lovely backdrop for outdoor activities.
Families travelling with children will find these seasons superb for enjoying outdoor attractions without the discomfort of extreme heat or cold.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middletown.
How much is the nightly rate at a Middletown hotel?
Prices for hotels in Middletown often vary, but you can find a great deal from CA $81 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.