Book Cheap Hotels in Winchester

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Most frequently booked Winchester hotels

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East Winchester VA

Free cancellation

Reserve now, pay when you stay

2.89 km from city centre

CA $144

CA $157 total

Feb 25 - Feb 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

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

Free cancellation

Reserve now, pay when you stay

0.3 km from city centre

CA $167

CA $189 total

Mar 2 - Mar 3

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

Sleep Inn & Suites Winchester near University

140 Costello Dr Winchester VA

Free cancellation

3.1 km from city centre

CA $109

CA $119 total

Mar 16 - Mar 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 Apple Blossom Mall and Abram's Delight are located nearby.

Breakfast included

Parking included

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

Free cancellation

3.23 km from city centre

CA $107

CA $120 total

Mar 22 - Mar 23

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

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

Free cancellation

Reserve now, pay when you stay

4.14 km from city centre

CA $117

CA $127 total

Mar 1 - Mar 2

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.

Pool

Breakfast included

Quality Inn Winchester

1601 Martinsburg Pike Winchester VA

Free cancellation

Reserve now, pay when you stay

4.34 km from city centre

CA $115

CA $125 total

Mar 2 - Mar 3

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 Star Fort Civil War Battlefield are located nearby.

Pool

Breakfast included

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive Winchester VA

Free cancellation

Reserve now, pay when you stay

2.09 km from city centre

CA $139

CA $158 total

Mar 1 - Mar 2

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 Abram's Delight and Apple Blossom Mall are located nearby.

Pool

Breakfast included

SpringHill Suites by Marriott Winchester

280 MARKET STREET Winchester VA

Free cancellation

Reserve now, pay when you stay

5.3 km from city centre

CA $147

CA $159 total

Mar 8 - Mar 9

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.

Pool

Breakfast included

Candlewood Suites Winchester by IHG

1135 Millwood Pike Winchester VA

Free cancellation

3.09 km from city centre

CA $114

CA $124 total

Feb 25 - Feb 26

includes taxes & fees

Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and a fitness center. Popular attractions R-C Track and Apple Blossom Mall are located nearby.

Pet-friendly

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

141 Kernstown Commons Blvd Winchester VA

CA $125

CA $136 total

Mar 3 - Mar 4

includes taxes & fees

8.8/10 Excellent! (1,003 reviews)

Top cheap Winchester hotel deals

Motel 6 Winchester, VA

2951 Valley Avenue Winchester VA

CA $93

CA $105 total

Feb 25 - Feb 26

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

Winchester hotels essential information

Accommodation	2,061 hotels
Lowest Price	CA $94
Highest Price	CA $189
Popular hotels	La Quinta Inn & Suites by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Sleep Inn & Suites Winchester near University, Holiday Inn Winchester Se-Historic Gateway by IHG, Microtel Inn & Suites by Wyndham Winchester, Quality Inn Winchester, Hampton Inn Winchester-University/Mall Area, SpringHill Suites by Marriott Winchester, Candlewood Suites Winchester 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 $94 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 2,061 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.