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Check prices for these dates

Tonight
13 Apr - 14 Apr
Tomorrow
14 Apr - 15 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 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 ฿3,893
฿4,613 total
includes taxes & fees
19 Apr - 20 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, (304 reviews)
"A bit pricey for the quality "
Canada
Louis
The price is ฿1,990
฿2,194 total
includes taxes & fees
19 Apr - 20 Apr
Econo Lodge Inn & Suites Middletown - Winchester South
Lobby

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (838 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is ฿2,968
฿3,229 total
includes taxes & fees
20 Apr - 21 Apr
Fairfield Inn & Suites 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, (874 reviews)
"The staff was wonderful! "
United States
Jayne
The price is ฿3,441
฿3,899 total
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn Winchester N/Conference Center, VA
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, (1,003 reviews)
"Breakfast options were minimal."
United States
gregory
The price is ฿2,082
฿2,318 total
includes taxes & fees
19 Apr - 20 Apr
Super 8 by Wyndham Front Royal Near Shenandoah National Park
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 ฿1,986
฿2,211 total
includes taxes & fees
14 Apr - 15 Apr
Relax Inn Motel
Exterior

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is ฿2,797
฿3,043 total
includes taxes & fees
10 May - 11 May
Quality Inn Winchester
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,103 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is ฿3,470
฿3,776 total
includes taxes & fees
27 Apr - 28 Apr
Comfort Inn & Suites Winchester
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, (1,005 reviews)
"Staff was very friendly."
United States
Dixie
The price is ฿2,947
฿3,303 total
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Winchester Se-Historic Gateway by IHG
Free daily buffet breakfast

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, (2,269 reviews)
"Very nice would stay there again"
United States
John
The price is ฿3,518
฿3,827 total
includes taxes & fees
16 Apr - 17 Apr
La Quinta Inn & Suites by Wyndham Winchester
Lobby

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,085 reviews)
"Very clean and great rates will stay again if in the area "
United States
Cindi
The price is ฿2,275
฿2,475 total
includes taxes & fees
14 Apr - 15 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, (1,002 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is ฿3,031
฿3,435 total
includes taxes & fees
26 Apr - 27 Apr
Spark by Hilton Winchester
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (839 reviews)
"Great stay!"
United States
Rene
The price is ฿3,637
฿3,957 total
includes taxes & fees
3 May - 4 May
SpringHill Suites by Marriott Winchester
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,005 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 ฿3,706
฿4,125 total
includes taxes & fees
29 Apr - 30 Apr
Hampton Inn Front Royal
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, (1,003 reviews)
"Very clean rooms and friendly staff."
United States
Christine
The price is ฿3,072
฿3,342 total
includes taxes & fees
4 May - 5 May
Country Inn & Suites by Radisson, Winchester, VA
Studio Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout curtains

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (567 reviews)
"The staff was helpful but the atmosphere is sketchy"
United States
Brittany
The price is ฿2,819
฿3,067 total
includes taxes & fees
3 May - 4 May
Candlewood Suites Winchester by IHG
Lobby

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,466 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is ฿2,845
฿3,095 total
includes taxes & fees
29 Apr - 30 Apr
Microtel Inn & Suites by Wyndham Winchester
Lobby sitting area

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.0 out of 10, Very good, (1,002 reviews)
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is ฿2,178
฿2,468 total
includes taxes & fees
14 Apr - 15 Apr
Motel 6 Winchester, VA
Reception

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (495 reviews)
"Great place to rest. Clean and family/pet friendly. "
United States
Noe
The price is ฿3,622
฿3,941 total
includes taxes & fees
15 Apr - 16 Apr
TownePlace Suites by Marriott Winchester
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (549 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 ฿2,403
฿2,674 total
includes taxes & fees
14 Apr - 15 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

Hampton Inn & Suites Woodstock, VA

Hampton Inn & Suites Woodstock, VA

10/10 Excellent
"Nice place, great staff, breakfast was pretty ok"
John 1-night trip
Posted 11 hours ago
Hampton Inn & Suites Woodstock, VA

More cheap stays in Middletown

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is ฿2,275 per night from 14 Apr to 15 Apr
฿2,275
฿2,475 total
14 Apr - 15 Apr
includes taxes & fees
8.6/10 Excellent! (1,085 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.
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 3 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 Cedar Creek and Belle Grove National Historical Park and Shenandoah River 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.