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Check prices for these dates

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Middletown hotels

1. Wayside Inn

Wayside Inn
Middletown
United States
Donna
NZ$245
includes taxes & fees
16 Aug - 17 Aug
Wayside Inn

2. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
NZ$121
includes taxes & fees
26 Aug - 27 Aug
Econo Lodge Inn & Suites Middletown - Winchester South

3. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Glenn
NZ$214
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley

4. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
WILLIAM
NZ$153
includes taxes & fees
18 Aug - 19 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley

5. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Richard
NZ$178
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Winchester

6. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
United States
Steven
NZ$157
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Winchester South-Stephens City by IHG

7. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Josh
NZ$165
includes taxes & fees
17 Aug - 18 Aug
Country Inn & Suites by Radisson, Winchester, VA

8. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
NZ$159
includes taxes & fees
30 Aug - 31 Aug
Quality Inn Stephens City - Winchester South

9. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
NZ$246
includes taxes & fees
13 Aug - 14 Aug
Hampton Inn Front Royal

10. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Marcus
NZ$229
includes taxes & fees
13 Aug - 14 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows

11. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
NZ$264
includes taxes & fees
23 Aug - 24 Aug
TownePlace Suites by Marriott Front Royal

12. Spark by Hilton Winchester

Spark by Hilton Winchester
Winchester
United States
Sarat
NZ$148
includes taxes & fees
23 Aug - 24 Aug
Spark by Hilton Winchester

13. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Jamila
NZ$129
includes taxes & fees
18 Aug - 19 Aug
Relax Inn Motel

14. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
Robert
NZ$123
includes taxes & fees
9 Aug - 10 Aug
Motel 6 Front Royal, VA

15. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
Winchester
United States
george
NZ$175
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Winchester

16. Twi-Lite Inn

Twi-Lite Inn
Front Royal
United States
Jacob
NZ$155
includes taxes & fees
9 Aug - 10 Aug
Twi-Lite Inn

17. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Dave
NZ$104
includes taxes & fees
6 Sept - 7 Sept
Baymont by Wyndham Front Royal Near Shenandoah National Park

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
Himanshu
NZ$130
includes taxes & fees
6 Sept - 7 Sept
Super 8 by Wyndham Front Royal Near Shenandoah National Park

19. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
Winchester
United States
Michelle
NZ$181
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG

20. La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
Winchester
United States
chouaib
NZ$204
includes taxes & fees
6 Sept - 7 Sept
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

Recent Reviews in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"All good Clean room Staff Parking Air conditioning"
Rufeng 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Beautiful old hotel with easy walking distance to downtown"
susan 1-night trip
Posted 3 hours ago
The George Washington Hotel, A Wyndham Grand Hotel
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"Awesome"
Alan 1-night trip
Posted 9 hours ago
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

8/10 Good
"Had to go back to desk 2 times after checking in while my wife stood outside our room with luggage in the hall because the keys didn't work. Very frustrating! Also, only 7 channels worked on the TV, was told this was Comcast fault."
Jason 1-night trip
Posted 14 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG
Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"It was a great place to stay for our vacation."
Gifty 4-night trip
Posted 20 hours ago
Spark by Hilton Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Excellent hotel! I would go again"
Dana 1-night trip
Posted 22 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"A convenient stay close to Rt 81 in western Virginia. Clean , comfortable and reasonable in a shopping center with quick access to the highway. Located in a shopping center with a number of food options including an Aldi and an Alamo Draft house movie theatre. The was clean , well appointed and everything worked !"
sharon 1-night trip
Posted 1 day ago
Comfort Inn & Suites Winchester
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"Everything on the property was up-to-date, clean, friendly staff, and safe feeling"
Stanley 5-night trip
Posted 1 day ago
Baymont by Wyndham Front Royal Near Shenandoah National Park
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

Holiday Inn Express Woodstock-Shenandoah Valley by IHG

8/10 Good
"Y"
John 2-night trip
Posted 1 day ago
Holiday Inn Express Woodstock-Shenandoah Valley by IHG

More cheap accommodation in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
NZ$137
6 Sept - 7 Sept
includes taxes & fees
8.6/10 Excellent! (1,058 reviews)
Travelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
NZ$153
18 Aug - 19 Aug
includes taxes & fees
Ramada by Wyndham Strasburg/Shenandoah Valley
Quality Inn Winchester

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA
NZ$175
3 Sept - 4 Sept
includes taxes & fees
Quality Inn Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA
NZ$175
9 Aug - 10 Aug
includes taxes & fees
Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
NZ$178
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (1,137 reviews)
Comfort Inn & Suites Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
NZ$246
13 Aug - 14 Aug
includes taxes & fees
Hampton Inn Front Royal

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Middletown with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Middletown hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Middletown?
Prices for hotels in Middletown often vary, but you can find a great deal from NZ$121 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 our cheapest rates.

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