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Find hotels in Middletown, VA from AED 241

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1 Sep - 2 Sep
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2 Sep - 3 Sep
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Our top choices for Middletown hotels

1. Wayside Inn

Wayside Inn
Middletown
United States
Christine
AED 446
AED 529 total
includes taxes & fees
6 Sep - 7 Sep
Wayside Inn

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
AED 237
AED 262 total
includes taxes & fees
22 Sep - 23 Sep
Econo Lodge Inn & Suites Middletown - Winchester South

3. The Pond Cabin

The Pond Cabin
Linden
AED 878
AED 1,677 total
includes taxes & fees
2 Sep - 3 Sep
The Pond Cabin

4. Glen Gordon Manor

Glen Gordon Manor
Huntly
United States
Alexander and Judith
AED 1,245
AED 1,436 total
includes taxes & fees
21 Sep - 22 Sep
Glen Gordon Manor

5. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
Boyce
United States
Henry
AED 823
AED 908 total
includes taxes & fees
7 Sep - 8 Sep
L'Auberge Provencale Inn & Restaurant

6. Gay Street Inn

Gay Street Inn
Washington
United States
Kathryn
AED 1,139
AED 1,228 total
includes taxes & fees
24 Sep - 25 Sep
Gay Street Inn

7. White Moose Inn

White Moose Inn
Washington
United States
allison
AED 1,142
AED 1,231 total
includes taxes & fees
2 Sep - 3 Sep
White Moose Inn

8. The Foster Harris House

The Foster Harris House
Washington
United States
Kim
AED 1,650
AED 1,778 total
includes taxes & fees
2 Sep - 3 Sep
The Foster Harris House

9. TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
Winchester
United States
Katherine
AED 415
AED 462 total
includes taxes & fees
6 Sep - 7 Sep
TownePlace Suites by Marriott Winchester

10. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
Winchester
United States
Michael
AED 417
AED 464 total
includes taxes & fees
7 Sep - 8 Sep
SpringHill Suites by Marriott Winchester

11. APM Inn & Suites

APM Inn & Suites
Winchester
United States
Teresa
AED 191
AED 217 total
includes taxes & fees
2 Oct - 3 Oct
APM Inn & Suites

12. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Shelley
AED 231
AED 257 total
includes taxes & fees
10 Sep - 11 Sep
Baymont by Wyndham Front Royal Near Shenandoah National Park

13. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
Winchester
United States
Jackie
AED 389
AED 440 total
includes taxes & fees
13 Sep - 14 Sep
Hampton Inn Winchester N/Conference Center, VA

14. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
Winchester
United States
Ricky
AED 326
AED 363 total
includes taxes & fees
7 Sep - 8 Sep
Microtel Inn & Suites by Wyndham Winchester

15. Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
Winchester
United States
Bridget
AED 309
AED 343 total
includes taxes & fees
6 Sep - 7 Sep
Candlewood Suites Winchester by IHG

16. Quality Inn Winchester

Quality Inn Winchester
Winchester
United States
Scott
AED 293
AED 327 total
includes taxes & fees
8 Sep - 9 Sep
Quality Inn Winchester

17. Days Inn by Wyndham Winchester

Days Inn by Wyndham Winchester
Winchester
Canada
Kaston
AED 231
AED 258 total
includes taxes & fees
2 Sep - 3 Sep
Days Inn by Wyndham Winchester

18. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Snehil Meet
AED 253
AED 282 total
includes taxes & fees
10 Sep - 11 Sep
Super 8 by Wyndham Front Royal Near Shenandoah National Park

19. TRU By Hilton Winchester

TRU By Hilton Winchester
Winchester
United States
Gerley
AED 358
AED 399 total
includes taxes & fees
7 Sep - 8 Sep
TRU By Hilton Winchester

20. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
Raquel
AED 398
AED 443 total
includes taxes & fees
3 Sep - 4 Sep
La Quinta Inn & Suites by Wyndham Winchester
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Stay near popular Middletown attractions

Belle Grove Plantation

8.4/10 (8 reviews)
This Jeffersonian-inspired Manor House showcases antebellum plantation life and Civil War history. Explore the heritage apple orchard and original outbuildings while enjoying panoramic mountain views.
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Cedar Creek Battlefield Foundation

8.6/10 (7 reviews)
The Cedar Creek Battlefield Foundation preserves this pivotal 1864 Civil War site through exhibits and trails. Experience history during October's annual reenactment featuring authentic battle scenarios.
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Cedar Creek and Belle Grove National Historical Park

9.0/10 (6 reviews)
Explore the pivotal Civil War battlefield where Union forces secured the Shenandoah Valley in 1864. Tour the elegant Belle Grove Manor House and follow interpretive trails detailing strategic troop movements.
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Jackson's Chase Golf Course

6.0/10 (1 review)
This scenic 18-hole course weaves through the rolling Shenandoah Valley, challenging golfers of all abilities. Enjoy the serene natural setting while navigating its strategically designed par-72 layout.
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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.

See all hotels in Middletown
A large house in a field with a cloudy sky.
Photo by Stephanie Sutton

Top Middletown Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Really love this hotel. A bit more luxury with reasonable rates. The rooms are clean, comfortable and well maintained. Onsite bar and restaurant but also many other restaurants, cafes and pubs within walking distance. Ritual Spa onsite is awesome. You have to pay daily for parking but worth the convenience to stay in downtown Winchester."
Rebecca 3-night trip
Posted 12 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

8/10 Good
"Staff are great. Hotel is fine (walls a bit thin). Bed was great."
Thomas Nelson Williams 1-night trip
Posted 1 day ago
Holiday Inn Express Woodstock-Shenandoah Valley by IHG
Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

8/10 Good
"The room was spacious but the air conditioner leaked on to the carpet. This didn’t bother us as we only stayed one night and it still worked"
Mark 1-night trip
Posted 1 day ago
Hampton Inn & Suites Woodstock, VA
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"The room was spotless and quiet; I love this hotel—I stay here every time I come to this area."
Yobanis 1-night trip
Posted 1 day ago
Ramada by Wyndham Strasburg/Shenandoah Valley
Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Clean and friendly"
Penny 4-night trip
Posted 1 day ago
Hampton Inn Front Royal
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

10/10 Excellent
"This was an updated, well-maintained property. The reception staff was very friendly, as were the ladies preparing the daily included breakfast. The rooms were well-stocked with towels, wash cloths etc. I really appreciated having a water dispenser in the lobby! Plenty of parking too. And there were quite a few food options in the vicinity."
Tazmeen 3-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Winchester
Wayside Inn

Wayside Inn

10/10 Excellent
"It was a very nice room with very comfortable bed. We misplaced the key and they were very helpful getting a replacement after hours. Fortunately, we found the lost key. Staff bwas very pleasant. Air conditioner was a little loud but effective. Did not prevent from sleeping. Would stay again."
michael 1-night trip
Posted 2 days ago
Wayside Inn
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."
barbara 2-night trip
Posted 3 days ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
AED 253
AED 280 total
2 Sep - 3 Sep
includes taxes & fees
Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
AED 287
AED 320 total
13 Sep - 14 Sep
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
Ramada by Wyndham Strasburg/Shenandoah Valley
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
AED 293
AED 327 total
8 Sep - 9 Sep
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
AED 326
AED 363 total
7 Sep - 8 Sep
includes taxes & fees
Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
AED 362
AED 403 total
27 Sep - 28 Sep
includes taxes & fees
Comfort Inn & Suites Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
AED 449
AED 499 total
8 Sep - 9 Sep
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Hampton Inn Front Royal

Hotels in Middletown with star-rating

Find out more about Middletown

Top reasons to visit Middletown

  • Outdoor Adventures: Middletown offers stunning scenery and a variety of outdoor activities, perfect for adventure seekers.
  • Historical Exploration: Visitors can explore historic sites and houses, immersing themselves in the local culture and history.
  • Local Wine Tastings: Enjoy wine tastings at nearby wineries, highlighting the region's rich viticulture.
  • Family-Friendly Atmosphere: The town is ideal for families, providing a welcoming environment and a range of activities.
  • Vibrant Entertainment: Experience live music and nightlife, adding to Middletown’s lively atmosphere.

Find great hotels near Middletown

Discover a variety of hotel accommodations in Middletown, Virginia, perfect for every traveler. Whether you're seeking pet-friendly options, a welcoming environment for LGBTQIA guests, or facilities tailored for business travel, Middletown has something for everyone. Enjoy a comfortable stay in well-reviewed hotels and suites that cater to your needs, making your vacation experience truly memorable.

  • Travelodge by Wyndham Winchester: Experience a comfortable and budget-friendly stay at Travelodge by Wyndham Winchester, a pet-friendly motel located 17.7km from Middletown. This property is perfect for animal lovers, offering amenities that cater to your furry friends. With a warm and welcoming atmosphere, guests appreciate the convenience of its services, including a pet policy that allows pets on-site. The motel features a cozy environment, making it an ideal choice for those seeking a hassle-free vacation with their pets.
  • Country Inn & Suites by Radisson, Winchester, VA: A family-oriented retreat, Country Inn & Suites by Radisson, located just 12.9km from Middletown, combines comfort with convenience. This 3-star hotel is designed for families, business travelers, and pet owners alike. Amenities for children, such as complimentary cribs, enhance the family-friendly experience. The property also welcomes pets, providing food and water bowls, along with a pet policy that ensures a pleasant stay for all. Guests enjoy a warm, inviting ambiance, making it a home away from home.
  • Holiday Inn Winchester Se-Historic Gateway by IHG: Positioned 17.7km from Middletown, Holiday Inn Winchester Se-Historic Gateway is a welcoming destination for business and family travelers, as well as the LGBTQIA community. This 3-star hotel stands out for its commitment to inclusivity and provides amenities tailored for children, including complimentary cribs. Guests appreciate its modern facilities and convenient location, making it an excellent choice for those looking to explore the historic area while enjoying top-notch service and comfort.

Where to stay near Middletown

Discover the charm of Middletown, Virginia, where outdoor adventures await amidst breathtaking scenery. Stroll through the downtown area, explore historical sites, and savor local wines at nearby wineries. This small town offers a family-friendly atmosphere, perfect for a relaxing getaway. Venture into the surrounding region to enjoy the blend of urban vibrancy and rich history, making Middletown a delightful destination for every traveler.

  • Winchester: Located 19.3km from Middletown, Winchester is a charming city steeped in history and natural beauty. This destination offers a wealth of outdoor adventures, scenic views, and recreational opportunities. Visitors can explore the nearby national parks and lakes, perfect for hiking, picnicking, and photography. The peak travel months are July to August and October, making it an ideal summer and fall getaway. Don't miss local highlights such as the historic downtown area, where you can find unique shops and delightful eateries, or take a scenic drive through the picturesque countryside.
  • Front Royal: Just 14.5km from Middletown, Front Royal is known as the Gateway to Shenandoah National Park. This vibrant city invites outdoor enthusiasts with its stunning scenery, hiking trails, and recreational areas. Peak travel times are in April, July, and September, ideal for enjoying the area's natural beauty. Front Royal is a haven for adventure seekers with nearby ski resorts and lakes for fishing and boating. Make sure to visit the scenic Skyline Drive for breathtaking views of the Blue Ridge Mountains, and explore the charming downtown, featuring local shops and restaurants.
  • Strasburg: Located a mere 8.0km from Middletown, Strasburg is a quaint city that offers a perfect blend of outdoor adventures and small-town charm. With peak travel times from June to August, visitors flock to enjoy the area's recreational areas and ski fields. The city boasts easy access to national and state parks, making it a great spot for hiking and enjoying nature. Take a leisurely stroll through the historic district, filled with beautifully preserved buildings and delightful shops, or relax in one of the local parks, soaking in the peaceful surroundings.

Things to do in and around Middletown

Middletown, Virginia, is an ideal destination for outdoor enthusiasts and adventure seekers, offering stunning scenery and a range of activities. Visitors can enjoy recreational areas, skiing, and wine tastings, while entertainment venues provide live music and vibrant nightlife. Explore the beautiful outdoor spots and immerse yourself in the local culture for a memorable experience.

Shopping

In Middletown, you can visit Shen-Val Farm Market for local goods, just 12.9km away, or Natural Art Garden Center, located 14.5km from town. If you're up for a drive, check out Apple Blossom Mall, 17.7km away, offering a variety of shops and entertainment options.

Recreation

At Jackson's Chase Golf Course, enjoy a round of golf amidst beautiful outdoor scenery, perfect for sports enthusiasts. Nearby, Appleland Sports Center offers a serene environment for wellness and relaxation activities. Blue Ridge Shadows Golf Club provides another excellent golfing experience, surrounded by picturesque landscapes just 9.7km away.

Adventure

Explore the Dickey Ridge Trail for a rewarding hike with breathtaking scenery, located 19.3km from Middletown. Experience the thrill of racing at Summit Point Motorsports Park, 35.4km away, or enjoy family-friendly outdoor activities at Yogi Bear's Jellystone Park, situated 40.2km from Middletown.

Nightlife

Middletown offers a charming nightlife with venues like Wayside Theater, perfect for romantic and cultural experiences. For more entertainment, Bright Box Theater and Winchester Little Theater, both located 19.3km away, provide captivating performances that enhance the vibrant evening 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, consider visiting during the off-peak months of December to February, when hotel prices are lower. Tuesdays are typically the least expensive days to book your stay, while Saturdays tend to be the priciest. Use Expedia's search tool to filter for budget-friendly accommodations, including eco-certified options. Additionally, look for package deals that combine flights, hotel stays, and activities for further savings. Don't forget to explore free attractions and local parks 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: Expedia's search tool lets you choose your budget, ideal location, and additional preferences with ease. You can organize your results to display the lowest prices first, making it simple to find the most affordable hotels. Additionally, you can refine your search by hotel type; for instance, if you select the Eco-certified filter, you'll discover sustainable and environmentally friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by creating a package deal that combines your hotel stay in Middletown with your flights and activities through Expedia.

Find the best attractions in and around Middletown

Middletown, Virginia, offers a perfect blend of outdoor adventure and scenic beauty for tourists. You can explore popular attractions such as visitor centers, rivers, and historic houses that cater to culture enthusiasts and families alike. Whether you’re looking to immerse yourself in local history or enjoy nature, Middletown has something for every kind of traveler seeking an unforgettable experience.

  • Shenandoah River: Experience the serene beauty of the Shenandoah River, located 12.9km from Middletown. With its scenic vistas, this destination offers opportunities for kayaking, fishing, and picnicking along its banks, perfect for outdoor enthusiasts.
  • Front Royal Entrance Shenandoah National Park: Just 16.1km away, this visitor center serves as the gateway to adventure. Families can explore hiking trails, enjoy breathtaking mountain views, and learn about the park's diverse wildlife, making it an ideal spot for outdoor lovers.
  • Cedar Creek Battlefield Foundation: Situated within Middletown, this historic site immerses visitors in the rich cultural heritage of the Civil War. Explore the battlefield and discover its significance in American history through engaging exhibits and tours.

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

Middletown, Virginia, can be conveniently accessed via two major airports. Washington Dulles International Airport (IAD) is located 72.4km away, with several nearby hotel options such as the 4-star Hyatt Regency Dulles, just 1.6km from the airport, and the Westin Washington Dulles Airport, also 1.6km away. Both hotels offer easy access to the airport. Another option is the Hilton Washington Dulles Airport, located 3.2km from IAD. Alternatively, Eastern West Virginia Regional Airport (MRB) is 48.3km from Middletown, with accommodations like the Hillbrook Inn, a 4-star bed and breakfast 11.6kms away, and the 3-star Hilton Garden Inn Martinsburg, located 4.8km from MRB.

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 a restaurant and free parking. Two other choices for your stay in the area are Spark by Hilton Winchester and Holiday Inn Winchester Se-Historic Gateway by IHG. See all available top hotels, or vacation rentals in Middletown.
What are some of the best vacation home rentals in Middletown?
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub: Visitors like this Middletown vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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?
Favorite places to visit include Belle Grove Plantation, Shenandoah River, and Cedar Creek and Belle Grove National Historical Park. 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.