Cheap & Best Hotels in Winchester

Compare 884 available best cheap hotels, starts from $27 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.

Save Up To 64%

Cheap & Best Hotels near Winchester

Countryside Inn Motel
5.2 (84 reviews)
Countryside Inn Motel
Motel · 2 Guests · 1 Bedroom
$57 /night
View deal
Best Western Lexington Inn
8.9 (178 reviews)
Best Western Lexington Inn
Hotel · 2 Guests · 1 Bedroom
$79 /night
View deal
Clarion Hotel Lexington
7.0 (283 reviews)
Clarion Hotel Lexington
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Country Inn & Suites by Radisson, Lexington, KY
8.0 (488 reviews)
Country Inn & Suites by Radisson, Lexington, KY
Hotel · 2 Guests · 1 Bedroom
$106 /night
View deal
Red Roof Inn Lexington - Winchester
6.3 (155 reviews)
Red Roof Inn Lexington - Winchester
Motel · 2 Guests · 1 Bedroom
$73 /night
View deal
Extended Stay America Suites - Lexington - Tates Creek
6.9 (156 reviews)
Extended Stay America Suites - Lexington - Tates Creek
Hotel · 2 Guests · 1 Bedroom
$69 /night
View deal
Red Roof Inn & Suites Lexington - Hamburg
6.3 (309 reviews)
Red Roof Inn & Suites Lexington - Hamburg
Hotel · 2 Guests · 1 Bedroom
$64 /night
View deal
Comfort Inn Lexington Southeast
7.1 (68 reviews)
Comfort Inn Lexington Southeast
Hotel · 2 Guests · 1 Bedroom
$78 /night
View deal
Best Western Richmond Hotel
6.9 (248 reviews)
Best Western Richmond Hotel
Hotel · 2 Guests · 1 Bedroom
$85 /night
View deal
Red Roof Inn Lexington South
6.8 (516 reviews)
Red Roof Inn Lexington South
Motel · 2 Guests · 1 Bedroom
$74 /night
View deal
Red Roof Inn Richmond, KY
7.4 (395 reviews)
Red Roof Inn Richmond, KY
Motel · 2 Guests · 1 Bedroom
$70 /night
View deal
Motel 6-Lexington, KY - East I-75
6.9 (352 reviews)
Motel 6-Lexington, KY - East I-75
Hotel · 2 Guests · 1 Bedroom
$58 /night
View deal
Comfort Suites Richmond
7.3 (183 reviews)
Comfort Suites Richmond
Hotel · 2 Guests · 1 Bedroom
$94 /night
View deal
Motel 6-Lexington, KY - Airport
5.8 (241 reviews)
Motel 6-Lexington, KY - Airport
Hotel · 2 Guests · 1 Bedroom
$57 /night
View deal
Comfort Inn & Suites Lexington
8.0 (192 reviews)
Comfort Inn & Suites Lexington
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Super 8 by Wyndham Richmond
8.0 (187 reviews)
Super 8 by Wyndham Richmond
Hotel · 2 Guests · 1 Bedroom
$70 /night
View deal
Clarion Pointe Richmond North near University
8.3 (140 reviews)
Clarion Pointe Richmond North near University
Hotel · 2 Guests · 1 Bedroom
$84 /night
View deal
Derby Inn & Suites
6.2 (130 reviews)
Derby Inn & Suites
Hotel · 2 Guests · 1 Bedroom
$73 /night
View deal
Ramada Limited Mount Sterling
6.6 (449 reviews)
Ramada Limited Mount Sterling
Hotel · 2 Guests · 1 Bedroom
$80 /night
View deal
avid hotels - Lexington - Hamburg Area, an IHG Hotel
9.0 (56 reviews)
avid hotels - Lexington - Hamburg Area, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$80 /night
View deal
Search all

Vacation Destinations Near Winchester

Hotels with Air Conditioning in Winchester

Clarion Hotel Lexington
Air Conditioning
7.0 (283 reviews)
Clarion Hotel Lexington
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Holiday Inn Lexington - Hamburg, an IHG Hotel
Air Conditioning
9.2 (631 reviews)
Holiday Inn Lexington - Hamburg, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$130 /night
View deal
Candlewood Suites Lexington, an IHG Hotel
Air Conditioning
8.4 (122 reviews)
Candlewood Suites Lexington, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$108 /night
View deal
Search all
What amenities are the popular, and most selected for hotels in Winchester?
Winchester Hotel Amenities
+
Hotel amenities vary based on different locations. In Winchester area, below is the amenity distribution. In Winchester, 392 rentals offer Air Conditioning, 293 rentals offer Pool, 234 rentals offer Breakfast. So, if you need Air Conditioning during your hotel stays, use the Air Conditioning filter to compare these hotels. Two amenities that are not typical are Fireplace, Hot Tub.
What does the hotel price look like in Winchester?
Hotel Price Distribution in Winchester
+
The graph shows the percentages of hotels in each price bucket in Winchester area. Most (40.50%) of the hotel prices fall into the $100 - $150 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 +
Compared with vacation rentals, is it convenient to bring pets or dogs to hotels in Winchester?
Winchester hotels that are pet/dog friendly
+
34.16% of cheap & best hotels in Winchester are pet friendly. Pet friendly hotels should be quite common. Make sure the correct filter is checked if you are bringing pets or dogs.
Which Airports Should I Choose To Get To Winchester?
Suggested Airports in Winchester
+

1 airport(s) close to Winchester are:

Popular Hotels

Hotels with Pool in Winchester

Clarion Pointe Richmond North near University
Pool
8.3 (140 reviews)
Clarion Pointe Richmond North near University
Hotel · 2 Guests · 1 Bedroom
$84 /night
View deal
Comfort Inn & Suites Lexington
Pool
8.0 (192 reviews)
Comfort Inn & Suites Lexington
Hotel · 2 Guests · 1 Bedroom
$101 /night
View deal
Sleep Inn Lexington
Pool
7.5 (160 reviews)
Sleep Inn Lexington
Hotel · 2 Guests · 1 Bedroom
$88 /night
View deal
Search all

Pet Friendly Hotels in Winchester

Hampton Inn Lexington Medical Center, KY
Pets Welcome
9.4 (437 reviews)
Hampton Inn Lexington Medical Center, KY
Hotel · 2 Guests · 1 Bedroom
$125 /night
View deal
Comfort Inn - Winchester
Pets Welcome
6.8 (70 reviews)
Comfort Inn - Winchester
Hotel · 2 Guests · 1 Bedroom
$67 /night
View deal
Quality Inn Richmond
Pets Welcome
8.5 (324 reviews)
Quality Inn Richmond
Hotel · 2 Guests · 1 Bedroom
$108 /night
View deal
Search all

Hotels with Full Kitchen in Winchester

Best Western Richmond Hotel
Full Kitchen
6.9 (248 reviews)
Best Western Richmond Hotel
Hotel · 2 Guests · 1 Bedroom
$85 /night
View deal
Holiday Inn Express - Lexington East - Winchester, an IHG Hotel
Full Kitchen
9.0 (194 reviews)
Holiday Inn Express - Lexington East - Winchester, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$115 /night
View deal
Days Inn & Suites by Wyndham Lexington
Full Kitchen
6.6 (397 reviews)
Days Inn & Suites by Wyndham Lexington
Hotel · 2 Guests · 1 Bedroom
$70 /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