Find a cheap Hotel in Old Town Winchester

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Hotels near Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Free cancellation
Reserve now, pay when you stay
0.28 km from Old Town Winchester
The price is CA $171 per night
CA $171
per night
Jun. 16 - Jun. 17
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the bar in our reviews. Popular attractions Old Court House Civil War Museum and Bright Box Theater are located nearby.
Hot tub
Spa
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Free cancellation
Reserve now, pay when you stay
2.89 km from Old Town Winchester
The price is CA $147 per night
CA $147
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Free cancellation
Reserve now, pay when you stay
4.13 km from Old Town Winchester
The price is CA $116 per night
CA $116
per night
Jun. 2 - Jun. 3
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Nalls Farm Market and Stonewall Jackson's Headquarters are located nearby.
Pet-friendly
Pool
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Free cancellation
Reserve now, pay when you stay
7.64 km from Old Town Winchester
The price is CA $131 per night
CA $131
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Appleland Sports Center and The Kernstown Battlefield are located nearby.
Pet-friendly
Breakfast included
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Free cancellation
Reserve now, pay when you stay
2.86 km from Old Town Winchester
The price is CA $94 per night
CA $94
per night
May 30 - May 31
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pet-friendly
Pool
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA
Free cancellation
Reserve now, pay when you stay
2.84 km from Old Town Winchester
The price is CA $98 per night
CA $98
per night
May 26 - May 27
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pet-friendly
Parking included
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Free cancellation
Reserve now, pay when you stay
25.79 km from Old Town Winchester
The price is CA $110 per night
CA $110
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Hupp's Hill Civil War Park and Strasburg Museum are located nearby.
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Free cancellation
7.5 km from Old Town Winchester
The price is CA $127 per night
CA $127
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Appleland Sports Center and The Kernstown Battlefield are located nearby.
Pet-friendly
Pool
The Inn at Charles Town

The Inn at Charles Town

3 out of 5
100 Hollywood Dr, Charles Town, WV
Free cancellation
Reserve now, pay when you stay
30.05 km from Old Town Winchester
The price is CA $140 per night
CA $140
per night
Jun. 4 - Jun. 5
Stay at this 3-star business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Casino at Charles Town Races and Charles Town Library are located nearby.
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 out of 5
250 Front Royal Pike, Winchester, VA
Free cancellation
Reserve now, pay when you stay
2.95 km from Old Town Winchester
The price is CA $139 per night
CA $139
per night
May 26 - May 27
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pool
Breakfast included
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

3 out of 5
333 Front Royal Pike, Winchester, VA
Free cancellation
3.22 km from Old Town Winchester
The price is CA $134 per night
CA $134
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Apple Blossom Mall and Abram's Delight are located nearby.
Pool
Breakfast available
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr, Winchester, VA
Free cancellation
Reserve now, pay when you stay
2.03 km from Old Town Winchester
The price is CA $120 per night
CA $120
per night
Jun. 24 - Jun. 25
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Abram's Delight and Apple Blossom Mall are located nearby.
Pet-friendly
Parking included
Don't see what you're looking for?
See all available properties in Old Town Winchester
View all properties
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.

About Old Town Winchester Hotels

Search Old Town Winchester area hotels for the best deals on Travelocity.ca. Zoom in on Old Town Winchester neighborhood to help narrow your hotel selection.

Get Started - Lets Roam Old Town Winchester!

Old Town Winchester hotels essential information

Accommodation
322 hotels
Lowest Price
CA $94
Highest Price
CA $171
Popular hotels
The George Washington Hotel, A Wyndham Grand Hotel, La Quinta Inn & Suites by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Comfort Inn & Suites, Travelodge by Wyndham Winchester, Red Roof Inn Winchester, VA, Ramada by Wyndham Strasburg/Shenandoah Valley, Country Inn & Suites by Radisson, Winchester, VA, The Inn at Charles Town, Fairfield Inn & Suites by Marriott Winchester, Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel, Spark by Hilton Winchester

Recent Old Town Winchester hotel reviews by fellow wanderers

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very clean love Holiday Inn"
A verified traveller stayed at Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

Hotels near…

Areas of Old Town Winchester