Find hotels in Middletown, VA from £54

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middletown hotels

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (433 reviews)
"The history surrounding this place is fascinating. It was such a charming historic inn."
United States
Bethany
The price is £107
includes taxes & fees
31 May - 1 Jun
Wayside Inn

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (308 reviews)
"Clean rooms"
United States
Robbie
The price is £56
includes taxes & fees
31 May - 1 Jun
Econo Lodge Inn & Suites Middletown - Winchester South

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,010 reviews)
"Great location, clean rooms and friendly staff."
United States
Daniel
The price is £72
includes taxes & fees
21 Jun - 22 Jun
Spark by Hilton 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, (1,001 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is £60
includes taxes & fees
25 May - 26 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (275 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is £54
includes taxes & fees
25 May - 26 May
Relax Inn Motel

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, (894 reviews)
"Location was excellent"
United States
Jennie
The price is £91
includes taxes & fees
1 Jun - 2 Jun
Hampton Inn Winchester N/Conference Center, VA

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,105 reviews)
"Very friendly front desk Quiet surroundings. Great restaurant nearby"
United States
Rosemary
The price is £90
includes taxes & fees
1 Jun - 2 Jun
Comfort Inn & Suites Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (883 reviews)
"We had a great stay."
United States
Sandra
The price is £96
includes taxes & fees
7 Jun - 8 Jun
TRU By Hilton Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,461 reviews)
"This was my first stay at a Microtel and i was very impressed wirh the design and how well sound was controlled. I'll definitely stay again. "
United States
Carol
The price is £73
includes taxes & fees
25 May - 26 May
Microtel Inn & Suites by Wyndham Winchester

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,053 reviews)
"always a great stay here... and walking distance from Shenandoah University."
United States
Faith
The price is £58
includes taxes & fees
25 May - 26 May
Travelodge by Wyndham Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,004 reviews)
"Breakfast was great and we love that they let us bring small dogs"
United States
Claire VanWinkle
The price is £74
includes taxes & fees
21 Jun - 22 Jun
Quality Inn 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)
"Friendly staff, clean spacious rooms, plenty of parking and a great breakfast. We enjoyed our stay here for sure!!"
United States
Natalie
The price is £95
includes taxes & fees
28 May - 29 May
La Quinta Inn & Suites by Wyndham Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
"Great area in historic Winchester….go to Violinos and the Knead Bakery!"
United States
Steven
The price is £110
includes taxes & fees
1 Jun - 2 Jun
The George Washington Hotel, A Wyndham Grand Hotel

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,009 reviews)
"Friendly staff and well maintained facilities. Great dog friendly property"
United States
Elaine
The price is £69
includes taxes & fees
14 Jun - 15 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,002 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is £76
includes taxes & fees
14 Jun - 15 Jun
Country Inn & Suites by Radisson, Winchester, VA

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,002 reviews)
"I enjoyed my stay. The room was clean and the breakfast was varied."
United States
Brenda
The price is £98
includes taxes & fees
7 Jun - 8 Jun
Hampton Inn Front Royal

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (553 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
The price is £70
includes taxes & fees
27 May - 28 May
Twi-Lite Inn

APM Inn & Suites

APM Inn & Suites
2.0 star property
Winchester
7.0 out of 10, Good, (447 reviews)
"Good place"
United States
Orlando
The price is £54
includes taxes & fees
7 Jun - 8 Jun
APM Inn & Suites

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (860 reviews)
"great rooms!"
United States
Justine Patrick E.F.
The price is £75
includes taxes & fees
7 Jun - 8 Jun
Fairfield Inn & Suites by Marriott Winchester

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,002 reviews)
"Very nice no complaints."
United States
John
The price is £61
includes taxes & fees
1 Jun - 2 Jun
Motel 6 Winchester, VA
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.
Save an average of 15% on thousands of hotels when you're signed in

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

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.
What are the best family hotels in Middletown?
For family-friendly accommodation in Middletown, consider the Wayside Inn or the Econo Lodge Inn & Suites.

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.
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.
What are the best budget hotels in Middletown?
For a highly-rated budget option in Middletown, the Econo Lodge Inn & Suites is a good choice.

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.
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.
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 can I save on a Middletown hotel booking with Expedia?
Members always get our best prices. Find our best Middletown hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 £54 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.

Explore a world of travel with Expedia