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Tonight
2 Apr - 3 Apr
Tomorrow
3 Apr - 4 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

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Our top choices for Middletown hotels

Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is NZ$232
includes taxes & fees
3 Apr - 4 Apr
Wayside Inn
Breakfast area

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (303 reviews)
"A bit pricey for the quality "
Canada
Louis
The price is NZ$119
includes taxes & fees
9 Apr - 10 Apr
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby

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)
"Breakfast options were minimal."
United States
gregory
The price is NZ$124
includes taxes & fees
14 Apr - 15 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Reception

Home2 Suites By Hilton Winchester

Home2 Suites By Hilton Winchester
3.0 star property
Winchester
The price is NZ$192
includes taxes & fees
26 Apr - 27 Apr
Home2 Suites By Hilton Winchester
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is NZ$120
includes taxes & fees
5 Apr - 6 Apr
Relax Inn Motel
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,092 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is NZ$200
includes taxes & fees
28 Apr - 29 Apr
Comfort Inn & Suites Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,003 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
The price is NZ$218
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn Front Royal
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,080 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is NZ$134
includes taxes & fees
6 Apr - 7 Apr
Travelodge by Wyndham Winchester
Lobby

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is NZ$170
includes taxes & fees
19 Apr - 20 Apr
Spark by Hilton Winchester
Lobby

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, (1,000 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is NZ$176
includes taxes & fees
28 Apr - 29 Apr
Country Inn & Suites by Radisson, Winchester, VA
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is NZ$174
includes taxes & fees
14 Apr - 15 Apr
Quality Inn Winchester
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (834 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NZ$175
includes taxes & fees
5 Apr - 6 Apr
Fairfield Inn & Suites by Marriott Winchester
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,003 reviews)
"Nice room and good location for an overnight stay."
United States
Edward
The price is NZ$158
includes taxes & fees
8 Apr - 9 Apr
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was very friendly."
United States
Dixie
The price is NZ$172
includes taxes & fees
12 Apr - 13 Apr
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (829 reviews)
"Beautiful hotel and room. Accessible room was perfect. Staff was friendly right from check-in. Would highly recommend this hotel to anyone who needs an accessible room. "
United States
Andrew
The price is NZ$215
includes taxes & fees
9 Apr - 10 Apr
SpringHill Suites by Marriott Winchester
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (950 reviews)
"Great location"
Canada
jim
The price is NZ$202
includes taxes & fees
13 Apr - 14 Apr
Courtyard by Marriott Winchester
Restaurant

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, (870 reviews)
"The staff was wonderful! "
United States
Jayne
The price is NZ$209
includes taxes & fees
18 Apr - 19 Apr
Hampton Inn Winchester N/Conference Center, VA
Winery

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (937 reviews)
"Breakfast was great, the room was clean & warm! We’ll come back for sure!!"
United States
liana
The price is NZ$110
includes taxes & fees
15 Apr - 16 Apr
Baymont by Wyndham Front Royal Near Shenandoah National Park
Property amenity

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (568 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is NZ$247
includes taxes & fees
6 Apr - 7 Apr
TownePlace Suites by Marriott Front Royal
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (548 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is NZ$145
includes taxes & fees
5 Apr - 6 Apr
Twi-Lite Inn
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.
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Stay near popular Middletown attractions

Belle Grove Plantation

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.
See properties

Cedar Creek and Belle Grove National Historical Park

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.
See properties

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
Photo by Stephanie Sutton
Open Photo by Stephanie Sutton

Top Middletown Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Great room and amenities. Breakfast was good."
Robert 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Winchester

More cheap accommodation in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is NZ$134 per night from 6 Apr to 7 Apr
NZ$134
6 Apr - 7 Apr
includes taxes & fees
8.6/10 Excellent! (1,080 reviews)

Frequently asked questions

Where is the best place for a stay in Middletown?
Wayside Inn is a favourite with Expedia customers. This hotel offers free parking and free WiFi. Another top choice for your trip based on traveller reviews is Econo Lodge Inn & Suites Middletown - Winchester South. See all available top hotels, or vacation rentals in Middletown.
What are some of the best holiday rentals that Middletown has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Middletown is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Middletown.
If I need to cancel my hotel reservation in Middletown, will I receive a refund?
Yes, most hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middletown.
What's it like staying in Middletown?
Visitors to Middletown will definitely enjoy the bars and restaurants. Tourists can also enjoy the city's entertainment choices, churches and theatres. In Middletown, there are 4 hotels and other accommodation options to choose from. Find out more about Middletown.
What is there to see in Middletown?
Landmarks like Belle Grove Plantation and Cedar Creek Battlefield Foundation might be worth a visit. The picturesque setting of Shenandoah River and Cedar Creek and Belle Grove National Historical Park exemplify the area's natural beauty. Additionally, you might want to add Jackson's Chase Golf Course to your itinerary. Take a look at what more there is to see and do in Expedia's Middletown guide.
What's the seasonal weather like 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.

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