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Check prices in Winchester for tonight, Sep 30 - Oct 1
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Oct 9 - Oct 11

Most frequently booked Winchester hotels

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
2.85 km from city centre
The price is CA $101 per night
CA $101
CA $111 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
Pet-friendly
Parking included
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
0.3 km from city centre
The price is CA $185 per night
CA $185
CA $210 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Court House Civil War Museum and Bright Box Theater are located nearby.
Pool
Spa
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Free cancellation
Reserve now, pay when you stay
2.89 km from city centre
The price is CA $162 per night
CA $162
CA $180 total
Oct 25 - Oct 26
includes taxes & fees
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 R-C Track are located nearby.
Pool
Breakfast included
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Free cancellation
4.34 km from city centre
The price is CA $119 per night
CA $119
CA $133 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this 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 Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
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
4.14 km from city centre
The price is CA $144 per night
CA $144
CA $160 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free cancellation
Reserve now, pay when you stay
4.37 km from city centre
The price is CA $133 per night
CA $133
CA $148 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
Pool
Breakfast included
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free cancellation
7.78 km from city centre
The price is CA $144 per night
CA $144
CA $160 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this spa 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 James Charles Winery & Vineyard are located nearby.
Breakfast included
Pet-friendly
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
2.02 km from city centre
The price is CA $115 per night
CA $115
CA $131 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. 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.
Breakfast included
Pet-friendly
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Free cancellation
3.23 km from city centre
The price is CA $156 per night
CA $156
CA $178 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this 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
Parking included
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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.

Top family friendly Winchester hotel deals

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

141 Kernstown Commons Blvd Winchester VA
The price is CA $133 per night from Oct 25 to Oct 26
CA $133
CA $148 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)

Top cheap Winchester hotel deals

Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue Winchester VA
The price is CA $102 per night from Oct 5 to Oct 6
CA $102
CA $116 total
Oct 5 - Oct 6
includes taxes & fees
8.2/10 Very good! (1,001 reviews)

Winchester hotels essential information

Accommodation
2,226 hotels
Lowest Price
CA $101
Highest Price
CA $210
Popular hotels
Travelodge by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, La Quinta Inn & Suites by Wyndham Winchester, Quality Inn Winchester, Microtel Inn & Suites by Wyndham Winchester, TRU By Hilton Winchester, Comfort Inn & Suites Winchester, Spark by Hilton Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What are the top kid-friendly hotels in Winchester?
Family getaways are where the best memories are made, but it's no secret that traveling with children can be stressful. These kid-friendly Winchester hotels offer perks designed to keep adventurers of all ages comfortable and happy: Put your bags down at The George Washington Hotel, A Wyndham Grand Hotel. It comes with a swimming pool, a pillowtop mattress and a knack for making families feel welcome. Modern Upscale Home, Historic Downtown Winchester is another top pick. After an exciting day of exploring, return to your comfy room and perks like animal viewing activities and free WiFi.
Where can I find cheap hotels in Winchester?
At Travelocity you'll find really nice hotels in Winchester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winchester rather than in Winchester. We may find you even better rates, too.
How do I find the best Winchester hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Winchester then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winchester?
The cheapest hotel in Winchester is CA $101 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winchester?
There are 2,226 hotels in Winchester on Travelocity.
What are the best hotels in Winchester?
Winchester has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winchester for you!
When is the best time to visit Winchester?
If you want the joy of a fun-filled trip in peak season, visit Winchester during July, August and October. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Winchester?
Based on historic data is usually the cheapest month to visit Winchester. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winchester?
There are multiple hotels in Winchester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winchester. We have plenty of kid-friendly hotels in Winchester to choose from on Travelocity!
Why book a hotel in Winchester through Travelocity?
Because we have the top hotels in Winchester! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winchester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Winchester hotel reviews by fellow wanderers

Spark by Hilton Winchester

Spark by Hilton Winchester

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Easy check in , clean room , easy checkout what more could you ask for!"
A verified traveller stayed at Spark by Hilton Winchester
Spark by Hilton Winchester