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Tonight
Check prices in Winchester for tonight, Apr 9 - Apr 10
Apr 9 - Apr 10
Tomorrow night
Check prices in Winchester for tomorrow night, Apr 10 - Apr 11
Apr 10 - Apr 11
This weekend
Check prices in Winchester for this weekend, Apr 10 - Apr 12
Apr 10 - Apr 12
Next weekend
Check prices in Winchester for next weekend, Apr 17 - Apr 19
Apr 17 - Apr 19

Most frequently booked Winchester hotels

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 $122 per night
CA $122
CA $137 total
Apr 12 - Apr 13
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
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 $152 per night
CA $152
CA $165 total
Apr 12 - Apr 13
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.
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
0.3 km from city centre
The price is CA $169 per night
CA $169
CA $192 total
Apr 16 - Apr 17
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.
Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University

2.5 out of 5
140 Costello Dr Winchester VA
Free cancellation
3.1 km from city centre
The price is CA $105 per night
CA $105
CA $114 total
May 10 - May 11
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 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
4.14 km from city centre
The price is CA $122 per night
CA $122
CA $133 total
Apr 12 - Apr 13
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 and the clean rooms in our reviews. Popular attractions Rutherford Crossing and Northside Station Shopping Center are located nearby.
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 $146 per night
CA $146
CA $159 total
May 4 - May 5
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 Appleland Sports Center and The Kernstown Battlefield are located nearby.
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive Winchester VA
Free cancellation
Reserve now, pay when you stay
3.12 km from city centre
The price is CA $148 per night
CA $148
CA $161 total
Apr 16 - Apr 17
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rock Harbor Golf Course and Museum of the Shenandoah Valley are located nearby.
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET Winchester VA
Free cancellation
Reserve now, pay when you stay
5.3 km from city centre
The price is CA $157 per night
CA $157
CA $171 total
Apr 16 - Apr 17
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 Rutherford Crossing and Frederick County Fairgrounds are located nearby.
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 $98 per night
CA $98
CA $107 total
Apr 12 - Apr 13
includes taxes & fees
Stay at this motel 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 R-C Track are located nearby.
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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 $132 per night from May 10 to May 11
CA $132
CA $143 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)

Top cheap Winchester hotel deals

Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue Winchester VA
The price is CA $94 per night from Apr 12 to Apr 13
CA $94
CA $107 total
Apr 12 - Apr 13
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)

Winchester hotels essential information

Accommodation
2,075 hotels
Lowest Price
CA $96
Highest Price
CA $192
Popular hotels
Holiday Inn Winchester Se-Historic Gateway by IHG, La Quinta Inn & Suites by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Sleep Inn & Suites Winchester near University, Microtel Inn & Suites by Wyndham Winchester, Comfort Inn & Suites Winchester, Courtyard by Marriott Winchester, SpringHill Suites by Marriott Winchester, Travelodge by Wyndham Winchester

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 $96 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 2,075 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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

1 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Not sure how this was rated so high. Sketchy people loitering all around property. I was worried for the safety of my vehicle and would not let my children go out front without us. Room was clean and shower and sink were updated but the fridge, lamps, ceiling and walls were in horrible condition. Beds were comfy and staff was nice. Did not attempt to eat breakfast based on clientele and smell of hallways.Would never come back. Many other budget friendly hotels in this area to choose instead. "
A verified traveller stayed at Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester