Photo by Stephanie Sutton

Middletown Hotels from ₹5,608
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Middletown
Family friendly
Check prices for these dates
Our top choices for Middletown hotels

Econo Lodge Inn & Suites Middletown - Winchester South
Econo Lodge Inn & Suites Middletown - Winchester SouthMiddletown
5.8 out of 10, (300 reviews)
The price is ₹5,646
₹6,228 total
includes taxes & fees
5 Mar - 6 Mar

Wayside Inn
Wayside InnMiddletown
9.2 out of 10, Wonderful, (424 reviews)
The price is ₹6,546
₹8,129 total
includes taxes & fees
5 Mar - 6 Mar

ANS Inn & Suites
ANS Inn & SuitesWinchester
7.4 out of 10, Good, (67 reviews)
The price is ₹5,834
₹6,959 total
includes taxes & fees
11 Mar - 12 Mar

APM Inn & Suites
APM Inn & SuitesWinchester
6.6 out of 10, (367 reviews)
The price is ₹4,949
₹5,608 total
includes taxes & fees
12 Mar - 13 Mar

Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester SouthStephens City
8.0 out of 10, Very good, (637 reviews)
The price is ₹6,726
₹7,318 total
includes taxes & fees
12 Mar - 13 Mar

Travelodge by Wyndham Winchester
Travelodge by Wyndham WinchesterWinchester
8.6 out of 10, Excellent, (1,090 reviews)
The price is ₹6,367
₹6,927 total
includes taxes & fees
28 Feb - 1 Mar

Super 8 by Wyndham Winchester VA
Super 8 by Wyndham Winchester VAWinchester
6.2 out of 10, (626 reviews)
The price is ₹6,182
₹6,726 total
includes taxes & fees
3 Mar - 4 Mar

Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHGStephens City
8.2 out of 10, Very good, (826 reviews)
The price is ₹7,095
₹7,719 total
includes taxes & fees
8 Mar - 9 Mar

Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VAWinchester
7.4 out of 10, Good, (1,001 reviews)
The price is ₹6,503
₹7,075 total
includes taxes & fees
28 Feb - 1 Mar

Fairfield Inn & Suites Strasburg Shenandoah Valley
Fairfield Inn & Suites Strasburg Shenandoah ValleyStrasburg
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ₹9,200
₹10,240 total
includes taxes & fees
7 Mar - 8 Mar

Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah ValleyStrasburg
8.4 out of 10, Very good, (1,001 reviews)
The price is ₹6,959
₹7,746 total
includes taxes & fees
13 Mar - 14 Mar

Motel 6 Winchester, VA
Motel 6 Winchester, VAWinchester
8.2 out of 10, Very good, (1,000 reviews)
The price is ₹6,181
₹7,003 total
includes taxes & fees
3 Mar - 4 Mar

TRU By Hilton Winchester
TRU By Hilton WinchesterWinchester
9.0 out of 10, Wonderful, (797 reviews)
The price is ₹8,126
₹8,841 total
includes taxes & fees
29 Mar - 30 Mar

Sleep Inn & Suites Winchester near University
Sleep Inn & Suites Winchester near UniversityWinchester
7.8 out of 10, Good, (1,008 reviews)
The price is ₹7,264
₹7,904 total
includes taxes & fees
22 Mar - 23 Mar

Hilton Garden Inn Winchester
Hilton Garden Inn WinchesterWinchester
8.8 out of 10, Excellent, (519 reviews)
The price is ₹9,766
₹11,065 total
includes taxes & fees
5 Mar - 6 Mar

Days Inn by Wyndham Winchester
Days Inn by Wyndham WinchesterWinchester
6.6 out of 10, (497 reviews)
The price is ₹6,301
₹6,855 total
includes taxes & fees
3 Mar - 4 Mar

Gay Street Inn
Gay Street InnWashington
10.0 out of 10, Exceptional, (34 reviews)
The price is ₹32,654
₹35,201 total
includes taxes & fees
12 Mar - 13 Mar

The Foster Harris House
The Foster Harris HouseWashington
10.0 out of 10, Exceptional, (4 reviews)
The price is ₹45,388
₹48,928 total
includes taxes & fees
28 Feb - 1 Mar

Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHGWinchester
8.8 out of 10, Excellent, (556 reviews)
The price is ₹7,568
₹8,234 total
includes taxes & fees
2 Mar - 3 Mar
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

Holiday Inn Winchester Se-Historic Gateway by IHG
10/10 Excellent
More cheap stays in Middletown

Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is ₹6,367 per night from 28 Feb to 1 Mar
₹6,367
₹6,927 total
28 Feb - 1 Mar
includes taxes & fees
8.6/10 Excellent! (1,090 reviews)
Frequently asked questions
Explore a world of travel with Expedia
- 5 Star Hotels in Reva
- Cheap Hotels in Ashburn
- Hotels near Ashburn Ice House
- Hotels near Atlantis Waterpark
- Aparthotels in Bentonville
- Inns in Bentonville
- Aparthotels in Big Meadows
- Resorts in Blue Ridge
- Pet-Friendly Hotels in Blue Ridge
- Cheap Hotels in Brambleton
- Aparthotels in Casanova
- Hotels near Dulles Expo Conference Center
- Dulles Hotels
- Hotels near Dulles Town Center
- Aparthotels in Gainesville
- Cheap Hotels in Gainesville
- Hotels near Historic Manassas Visitor Center
- Hotels near Hylton Performing Arts Center
- Hotels near Jiffy Lube Live
- Aparthotels in Lansdowne
- Chalets in Lansdowne
- Resorts in Lansdowne
- Cheap Hotels in Lansdowne
- Family-Friendly Hotels in Lansdowne
- Hotels with Gym in Lansdowne
- Hotels with Hot Tubs in Lansdowne
- Hotels with Swimming Pool in Lansdowne
- Luxury Hotels in Lansdowne
- Pet-Friendly Hotels in Lansdowne
- Romantic Hotels in Lansdowne
- Hotels with Yoga in Lansdowne
- Lansdowne Hotels
- Spa Hotels in Leesburg
- Leesburg Hotels
- Hotels near Luray Caverns
- Hilton Hotels in Luray
- Guest Houses in Markham
- Hotels near Massanutten Water Park
- Luxury Hotels in Middleburg
- Boutique Hotels in Mount Jackson
- Luxury Hotels in Mount Jackson
- Mount Jackson Hotels
- Hotels near National Conference Center
- Aparthotels in Northern Virginia
- Hotels Suites in Northern Virginia
- Hotels with Airport Transfers in Northern Virginia
- Hotels with Room Service in Northern Virginia
- Hotels near One Loudoun
- Aparthotels in Paris
- Resorts in Paris
- Boutique Hotels in Paris
- Hotels with Views in Paris
- Romantic Hotels in Paris
- Winery Hotels in Paris
- Paris Hotels
- Inns in Paris
- Luxury Hotels in Purcellville
- Hotels near Reston Hospital Center
- Reston Hotels
- Reva Hotels
- Inns in Reva
- Resorts in Round Hill
- Hotels with Hot Tubs in Shenandoah
- Shenandoah Hotels
- Hotels near Shenandoah River
- Skyland Hotels
- Hotels with Room Service in Stanley
- Stanley Hotels
- Aparthotels in Strasburg
- Chalets in Strasburg
- Castles in Syria
- Resorts in Syria
- Luxury Hotels in Syria
- Spa Hotels in Syria
- Syria Hotels
- Inns in Syria
- Town Houses in Syria
- Hotels near The Garden Maze at Luray Caverns
- Cheap Hotels in Warrenton
- Hotels near Washington Dulles International Airport Metrorail Station
- Hotels near Washington Dulles Intl.
- Cheap Hotels in Washington
- Hotels with Breakfast in West Fairfax
- White Post Hotels
- Cheap Hotels in Winchester
- Hotels near Yogi Bear's Jellystone Park










































































