Middletown Hotels from S$75

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Our top choices for Middletown hotels

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 S$88
includes taxes & fees
14 Apr - 15 Apr
Econo Lodge Inn & Suites Middletown - Winchester South

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 S$185
includes taxes & fees
12 Apr - 13 Apr
Wayside Inn

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, (2,274 reviews)
"Very nice would stay there again"
United States
John
The price is S$153
includes taxes & fees
8 Apr - 9 Apr
La Quinta Inn & Suites by Wyndham Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (836 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is S$130
includes taxes & fees
13 Apr - 14 Apr
Fairfield Inn & Suites by Marriott Winchester

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, (872 reviews)
"The staff was wonderful! "
United States
Jayne
The price is S$155
includes taxes & fees
18 Apr - 19 Apr
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, (1,094 reviews)
"Overall a pleasant stay!"
United States
Mark
The price is S$151
includes taxes & fees
13 Apr - 14 Apr
Comfort Inn & Suites Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,463 reviews)
"Everything,room was amazing, staff so friendly, breakfast very good "
United States
Douglas Gary
The price is S$124
includes taxes & fees
28 Apr - 29 Apr
Microtel Inn & Suites by Wyndham Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (833 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 S$159
includes taxes & fees
15 Apr - 16 Apr
SpringHill Suites by Marriott Winchester

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 S$133
includes taxes & fees
3 May - 4 May
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything was perfect. Would highly recommend this hotel"
Canada
Phyllis
The price is S$128
includes taxes & fees
5 May - 6 May
Quality Inn Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice staff, clean with a convenient location make it a good choice for a stay in Winchester. "
United States
Mira
The price is S$125
includes taxes & fees
19 Apr - 20 Apr
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)
"Breakfast options were minimal."
United States
gregory
The price is S$92
includes taxes & fees
14 Apr - 15 Apr
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, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is S$89
includes taxes & fees
8 Apr - 9 Apr
Relax Inn Motel

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, (1,003 reviews)
"Staff was very friendly."
United States
Dixie
The price is S$127
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Winchester Se-Historic Gateway by IHG

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area
2.5 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice room, good breakfast and friendly staff."
United States
Jim
The price is S$146
includes taxes & fees
15 Apr - 16 Apr
Hampton Inn Winchester-University/Mall Area

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (494 reviews)
"Great place to rest. Clean and family/pet friendly. "
United States
Noe
The price is S$158
includes taxes & fees
9 Apr - 10 Apr
TownePlace Suites by Marriott Winchester

Comfort Inn Woodstock Shenandoah

Comfort Inn Woodstock Shenandoah
2.5 star property
Woodstock
8.8 out of 10, Excellent, (1,004 reviews)
"Hotel is very convenient and comfortable."
United States
Dianna
The price is S$142
includes taxes & fees
15 Apr - 16 Apr
Comfort Inn Woodstock Shenandoah

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,005 reviews)
"Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent,"
United States
angie
The price is S$162
includes taxes & fees
26 Apr - 27 Apr
Fairfield Inn & Suites Strasburg Shenandoah Valley

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (826 reviews)
"The hotel was clean, the staff friendly. Pool was well maintained and the breakfast was decent for being included. "
United States
Kimberly
The price is S$164
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express Hotel & Suites Winchester by IHG

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (809 reviews)
"Great for a business week "
United States
Eric
The price is S$148
includes taxes & fees
13 Apr - 14 Apr
TRU By Hilton Winchester
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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

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.

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