Cheap Motels in Winchester

Compare 122 available daily, weekly, monthly cheap motels, starts from $26 per night

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Compare with Booking.com

Save Up To 101%

Best Cheap Motels near Winchester

Quality Inn Stephens City-Winchester South
Quality Inn Stephens City-Winchester South
Quality Inn Stephens City-Winchester South
Quality Inn Stephens City-Winchester South
7.8 (451 reviews)
Quality Inn Stephens City-Winchester South
Hotel · 2 Guests · 1 Bedroom
$74 /night
View deal
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester
Days Inn by Wyndham Winchester
6.5 (69 reviews)
Days Inn by Wyndham Winchester
Hotel · 2 Guests · 1 Bedroom
$60 /night
View deal
Relax Inn Front Royal
Relax Inn Front Royal
Relax Inn Front Royal
Relax Inn Front Royal
8.2 (37 reviews)
Relax Inn Front Royal
Hotel · 2 Guests · 1 Bedroom
$64 /night
View deal
Ramada by Wyndham Strasburg - Shenandoah Valley
Ramada by Wyndham Strasburg - Shenandoah Valley
Ramada by Wyndham Strasburg - Shenandoah Valley
Ramada by Wyndham Strasburg - Shenandoah Valley
7.4 (404 reviews)
Ramada by Wyndham Strasburg - Shenandoah Valley
Hotel · 2 Guests · 1 Bedroom
$73 /night
View deal
Days Inn by Wyndham Charles Town
Days Inn by Wyndham Charles Town
Days Inn by Wyndham Charles Town
Days Inn by Wyndham Charles Town
Days Inn by Wyndham Charles Town
Motel · 2 Guests · 1 Bedroom
$77 /night
View deal
La Quinta by Wyndham Winchester
La Quinta by Wyndham Winchester
La Quinta by Wyndham Winchester
La Quinta by Wyndham Winchester
La Quinta by Wyndham Winchester
Hotel · 2 Guests · 1 Bedroom
$106 /night
View deal
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
Country Inn & Suites by Radisson, Winchester, VA
Hotel · 2 Guests · 1 Bedroom
$92 /night
View deal
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
Hampton Inn Winchester-University/ Mall
8.8 (126 reviews)
Hampton Inn Winchester-University/ Mall
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Quality Suites Martinsburg
Quality Suites Martinsburg
Quality Suites Martinsburg
Quality Suites Martinsburg
6.8 (165 reviews)
Quality Suites Martinsburg
Hotel · 2 Guests · 1 Bedroom
$70 /night
View deal
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
8.8 (416 reviews)
Holiday Inn Winchester Southeast-Historic Gateway, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$89 /night
View deal
Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
Hilton Garden Inn Martinsburg
9.1 (189 reviews)
Hilton Garden Inn Martinsburg
Hotel · 2 Guests · 1 Bedroom
$110 /night
View deal
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Red Roof Inn Winchester, VA
Motel · 2 Guests · 1 Bedroom
$62 /night
View deal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hotel · 2 Guests · 1 Bedroom
$114 /night
View deal
Clarion Inn Harpers Ferry-Charles Town
Clarion Inn Harpers Ferry-Charles Town
Clarion Inn Harpers Ferry-Charles Town
Clarion Inn Harpers Ferry-Charles Town
8.7 (473 reviews)
Clarion Inn Harpers Ferry-Charles Town
Inn · 2 Guests · 1 Bedroom
$101 /night
View deal
Wayside Inn
Wayside Inn
Wayside Inn
Wayside Inn
9.2 (320 reviews)
Wayside Inn
Hotel · 2 Guests · 1 Bedroom
$85 /night
View deal
Fairfield Inn & Suites by Marriott Martinsburg
Fairfield Inn & Suites by Marriott Martinsburg
Fairfield Inn & Suites by Marriott Martinsburg
Fairfield Inn & Suites by Marriott Martinsburg
8.3 (193 reviews)
Fairfield Inn & Suites by Marriott Martinsburg
Hotel · 2 Guests · 1 Bedroom
$118 /night
View deal
Hampton Inn Inwood
Hampton Inn Inwood
Hampton Inn Inwood
Hampton Inn Inwood
8.9 (105 reviews)
Hampton Inn Inwood
Hotel · 2 Guests · 1 Bedroom
$110 /night
View deal
The Inn at Charles Town / Hollywood Casino
The Inn at Charles Town / Hollywood Casino
The Inn at Charles Town / Hollywood Casino
The Inn at Charles Town / Hollywood Casino
8.4 (218 reviews)
The Inn at Charles Town / Hollywood Casino
Hotel · 2 Guests · 1 Bedroom
$92 /night
View deal
APM Inn and Suites
APM Inn and Suites
APM Inn and Suites
APM Inn and Suites
6.9 (79 reviews)
APM Inn and Suites
Hotel · 2 Guests · 1 Bedroom
$60 /night
View deal
Motel6 Winchester, VA
Motel6 Winchester, VA
Motel6 Winchester, VA
Motel6 Winchester, VA
7.7 (333 reviews)
Motel6 Winchester, VA
Hotel · 2 Guests · 1 Bedroom
$59 /night
View deal
Search all

Vacation Destinations Near Winchester

Cheap Motels with Air Conditioning in Winchester

Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Air Conditioning
Holiday Inn Express Charles Town, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$134 /night
View deal
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
TownePlace Suites by Marriott Front Royal
Air Conditioning
9.6 (244 reviews)
TownePlace Suites by Marriott Front Royal
Hotel · 2 Guests · 1 Bedroom
$144 /night
View deal
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Air Conditioning
8.7 (106 reviews)
Hilton Garden Inn Winchester
Hotel · 2 Guests · 1 Bedroom
$104 /night
View deal
Search all
What are the top selected amenities for cheap motels in Winchester?
Winchester Motel Amenities
+
Rates is an important factor when you decide to book cheap motels. But amenities vary in different motels as well. Make sure the select the right amenity before you book in Winchester. In Winchester, 61 rentals offer Parking Available, 61 rentals offer Internet or Wifi, 56 rentals offer Air Conditioning. So, if you need Parking Available during your motel stays, use the Parking Available filter to compare these motels. Two amenities that are not typical are Nightclub/DJ, Live sports events (broadcast).

When to Book a Motel in Winchester?

Best Time to Book Cheapest Motels in Winchester

Low Season
June
Most affordable month to stay
$43
Average rate of the cheapest stay option in low season month
High Season
April
Peak month to stay
$55
Average rate of the cheapest stay option in high season month
$48
May
$43
Jun
$45
Jul
$45
Aug
$45
Sep
$48
Oct
$48
Nov
$49
Dec
$49
Jan
$49
Feb
$50
Mar
$55
Apr
$48
Sun
$48
Mon
$48
Tue
$48
Wed
$48
Thu
$48
Fri
$48
Sat
Cheapest day of week
Sunday
Motel price normally the lowest on this day
$48
is the cheapest nightly rate for motel on this day
Highest day of week
Sunday
Most expansive day to book a motel
$48
is the highest nightly rate for motel on this day

Mom and Pop Motels, Hotels, Inns near Winchester

Inn At Narrow Passage
30 CHAPMAN LANDING RDWOODSTOCK, VA 22664
Phone
Website
Blue Mont Inn
1525 N SHENANDOAH AVEFRONT ROYAL, VA 22630
Phone
Website
Center City Motel
416 S ROYAL AVEFRONT ROYAL, VA 22630
Phone
Website
Shenandoah Motel
1600 N SHENANDOAH AVEFRONT ROYAL, VA 22630
Phone
Website
Sees Motel
310 W MAIN STWARDENSVILLE, WV 26851
Phone
Website
Koolwink Motel
ROUTE 50 EASTROMNEY, WV 26757
Phone
Website
Bonds Motel
2930 VALLEY AVEWINCHESTER, VA 22601
Phone
Website
Duffs Motel
1655 APPLE BLOSSOM DRWINCHESTER, VA 22601
Phone
Website
Redwood Budget Motel
4881 VALLEY PIKESTEPHENS CITY, VA 22655
Phone
Website
Tourist City Motel
214 MILLWOOD AVEWINCHESTER, VA 22601
Phone
Website
Wayside Inn Since 1797
7783 MAIN STMIDDLETOWN, VA 22645
Phone
Website
Hayfield Motel
5054 NORTHWESTERN PIKEGORE, VA 22637
Phone
Website
Winchester Budget Motel
1350 N FREDERICK PIKEWINCHESTER, VA 22603
Phone
Website
Blackthorn Inn & Restaurant
10087 John S Mosby HighwayUpperville, VA 20184
Phone
Website
Mountain View Motel
4878 JOHN MOSBY HWYBOYCE, VA 22620
Phone
Website
Middle Grove Inn
37175 JEB STUART RDPURCELLVILLE, VA 20132
Phone
Website
Weuna Villa Motel
36147ROUND HILL, VA 20142
Phone
Website
Turf Motel
741 East Washington StreetCharles Town, WV 25414
Phone
Website
Killahevlin Bed & Breakfast
1401 N ROYAL AVEFRONT ROYAL, VA 22630
Phone
Website
Woodward House Bed & Breakfast
413 S ROYAL AVEFRONT ROYAL, VA 22630
Phone
Website
Sugar Maple Country Retreat
HC 78 BOX 75AUGUSTA, WV 26704
Phone
Website
Brownstone Cottage Bed & Breakfast
161 MCCARTY LNWINCHESTER, VA 22602
Phone
Website
Fletcher Lodging House
450 N LOUDOUN STWINCHESTER, VA 22601
Phone
Website
Long Hill Bed And Breakfast
547 APPLE PIE RIDGE RDWINCHESTER, VA 22603
Phone
Website
Lost Dog Bed And Breakfast
211 S CHURCH STBERRYVILLE, VA 22611
Phone
Website
What could be a good deal for motels in Winchester?
Cheap Motels Price Distribution in Winchester
+
The graph shows the percentages of motels in each price bucket. Winchester has the largest percentage (65.57%) of motel rentals in $50 - $100 price range.
$0 to $50
$0 to $50
$50 to $100
$50 to $100
$100 to $150
$100 to $150
$150 to $200
$150 to $200
$200 to $250
$200 to $250
$250 to $300
$250 to $300
$300 to $350
$300 to $350
$350 to $400
$350 to $400
$400 to $450
$400 to $450
$450 to $500
$450 to $500
$500 +
$500 +
Could I bring my pets to the motels in Winchester area?
Statistics of pet friendly motels in Winchester
+
47.54% of cheap motels in Winchester are pet friendly. We know vacation homes or hotels are having pet friendly options, but how about motels? When searching your stays, please make sure to check the pet friendly option.
Is Winchester a convenient place to live?
Location Conveniences in Winchester
+

Winchester is a great location for convenience. It is close to many public transportation options such as buses, trains, and subways, within walking distance of grocery stores, pharmacies, restaurants, and other essential amenities. The crime rate is low compared to the national average, making it very safe. Business centers and workplaces such as conference centers and co-working spaces are easily accessible from this location, as well as access to healthcare facilities such as hospitals, clinics, and pharmacies.

  • Valley Health Medical Center: 2.5 miles
  • Creekside Marketplace: 2.7 miles
  • The Alamo Drafthouse Cinema: 1.3 miles
  • Shenandoah Valley Regional Airport: 7.6 miles
Which places should I visit in Winchester?
Attractions & Things To Do in Winchester
+

Activities recommended in Winchester area:

Trail recommendations in Winchester?
Best Trails In Winchester
+

Top trails recommended in Winchester

  • Buzzard Hill Via Appalachian Trail
  • Virginia State Arboretum - Blandy Experimental Farm
  • Third Battle of Winchester Trail
  • Winchester - Warrenton Scenic Drive
  • Sky Meadows Gap Run Via North and South Ridge Loop
  • North Ridge Trail
  • Ambassador Whitehouse Trail
  • South Ridge Trail Loop
  • Piedmont Overlook Trail
  • Shockeys Knob Loop

Other Vacation Rentals Ideas

Pet Friendly Cheap Motels in Winchester

Rodeway Inn and Suites - Charles Town,WV
Rodeway Inn and Suites - Charles Town,WV
Rodeway Inn and Suites - Charles Town,WV
Rodeway Inn and Suites - Charles Town,WV
Pets Welcome
8.6 (680 reviews)
Rodeway Inn and Suites - Charles Town,WV
Hotel · 2 Guests · 1 Bedroom
$60 /night
View deal
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
Pets Welcome
8.7 (106 reviews)
Hilton Garden Inn Winchester
Hotel · 2 Guests · 1 Bedroom
$104 /night
View deal
SpringHill Suites Winchester
SpringHill Suites Winchester
SpringHill Suites Winchester
SpringHill Suites Winchester
Pets Welcome
9.2 (174 reviews)
SpringHill Suites Winchester
Hotel · 2 Guests · 1 Bedroom
$116 /night
View deal
Search all

Cheap Motels with Family rooms in Winchester

Sleep Inn & Suites
Sleep Inn & Suites
Sleep Inn & Suites
Sleep Inn & Suites
Family rooms
Sleep Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$76 /night
View deal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Hampton Inn Front Royal
Family rooms
Hampton Inn Front Royal
Hotel · 2 Guests · 1 Bedroom
$114 /night
View deal
Quality Inn
Quality Inn
Quality Inn
Quality Inn
Family rooms
8.7 (190 reviews)
Quality Inn
Hotel · 2 Guests · 1 Bedroom
$78 /night
View deal
Search all

Cheap Motels with Hot Tub in Winchester

Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Holiday Inn Express Charles Town, an IHG Hotel
Hot Tub
Holiday Inn Express Charles Town, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$134 /night
View deal
Comfort Inn Martinsburg
Comfort Inn Martinsburg
Comfort Inn Martinsburg
Comfort Inn Martinsburg
Hot Tub
8.9 (250 reviews)
Comfort Inn Martinsburg
Hotel · 2 Guests · 1 Bedroom
$112 /night
View deal
Twi-Lite Inn
Twi-Lite Inn
Twi-Lite Inn
Twi-Lite Inn
Hot Tub
8.0 (155 reviews)
Twi-Lite Inn
Motel · 2 Guests · 1 Bedroom
$67 /night
View deal
Search all
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
All offers