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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.
Top reviews in Middletown
Wayside Inn
Wayside InnMiddletown
10/10 Excellent
Great location for our needs. Very friendly staff. Delicious breakfast served to start your day.
Great location for our needs. Very friendly staff. Delicious breakfast served to start your day.
SUSAN
Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah ValleyStrasburg
10/10 Excellent
We had a very comfortable stay at the Fairfield Inn Strasburg. Sebastian on reception was very helpful recommending a very good restaurant. I cannot fault our 1 night stay and would happily stay again.
We had a very comfortable stay at the Fairfield Inn Strasburg. Sebastian on reception was very helpful recommending a very good restaurant. I cannot fault our 1 night stay and would happily stay again.
Sue
Comfort Inn & Suites Winchester
Comfort Inn & Suites WinchesterWinchester
10/10 Excellent
Very nice hotel newly established. Very nice room and elegant loby.
Very nice hotel newly established. Very nice room and elegant loby.
MOHAMMED
Hampton Inn Front Royal
Hampton Inn Front RoyalFront Royal
10/10 Excellent
Great located hotel with very friendly staff and great breakfast
Great located hotel with very friendly staff and great breakfast
claire
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah ValleyStrasburg
10/10 Excellent
Nice stay no issues, and front desk person very pleasant.
Nice stay no issues, and front desk person very pleasant.
William
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
10/10 Excellent
First class experience really modern the room quality between our room and high end hotels would be minimum
First class experience really modern the room quality between our room and high end hotels would be minimum
Jeremy
The George Washington Hotel, A Wyndham Grand Hotel
The George Washington Hotel, A Wyndham Grand HotelOld Town Winchester
10/10 Excellent
Beautiful period hotel with amazing period features. OK, the rooms are a little tired but ours was clean and perfectly functional. Hotel has a decent cocktail bar and safe, free parking to the rear where there are ramps for disabled access. Close to downtown with numerous drinking and dining options. Overall, enjoyed our stay and would stay again if in the area
Beautiful period hotel with amazing period features. OK, the rooms are a little tired but ours was clean and perfectly functional. Hotel has a decent cocktail bar and safe, free parking to the rear where there are ramps for disabled access. Close to downtown with numerous drinking and dining options. Overall, enjoyed our stay and would stay again if in the area
Tony
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VAWinchester
10/10 Excellent
Perfect stop over on our road trip. Clean with friendly staff. Breakfast was great with waffle machines!
Perfect stop over on our road trip. Clean with friendly staff. Breakfast was great with waffle machines!
gareth
Spark by Hilton Winchester
Spark by Hilton WinchesterWinchester
10/10 Excellent
Good comfortable stay, woukd use again
Good comfortable stay, woukd use again
Dan
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham WinchesterWinchester
10/10 Excellent
Good hotel to stay to break our long journey. Check in quick and easy, lady at the front desk friendly and helpful. Room clean and good size. Some road noise but to be expected for the location. Wouldstay again.
Good hotel to stay to break our long journey. Check in quick and easy, lady at the front desk friendly and helpful. Room clean and good size. Some road noise but to be expected for the location. Wouldstay again.
Tracey
Courtyard by Marriott Winchester
Courtyard by Marriott WinchesterWinchester
8/10 Good
Very courteous staff, hotel looks brand new. I recommend it. We were passing through and the location is a few miles from the highway but still worth the stop overnight
Very courteous staff, hotel looks brand new. I recommend it. We were passing through and the location is a few miles from the highway but still worth the stop overnight
Laura
TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
10/10 Excellent
Our whole stay was delightful, the stand out feature for us was the Lavazzo coffee available 24 hours, it was delicious
Our whole stay was delightful, the stand out feature for us was the Lavazzo coffee available 24 hours, it was delicious
Roy
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott WinchesterWinchester
10/10 Excellent
This is a welcoming hotel. Rooms are large and well-equipped. Breakfast was complimentary and was the best we had in our 15 day road trip. I tend to stay at Springhill suites again if others are as good as this one.
This is a welcoming hotel. Rooms are large and well-equipped. Breakfast was complimentary and was the best we had in our 15 day road trip. I tend to stay at Springhill suites again if others are as good as this one.
Frances
Frequently Asked Questions
What's it like to stay at an apartment in Middletown?
There might not be many choices centrally in Middletown, but Expedia can help you locate lodging accommodation within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar properties such as holiday homes, condos or guest houses. While exploring the local area, you might want to visit the bars and restaurants.
Are you interested in an apartment instead of a traditional hotel?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for solo travellers who want to stay in a quieter area.
What can I expect from the weather during my trip to Middletown?
Although weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Middletown. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Middletown is 1088 mm.
What are the must-see places to visit in Middletown?
Middletown is known for its bars and restaurants. Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Jackson's Chase Golf Course are other places worth a visit.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) away from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.