Find hotels in Winchester, VA from $66

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Compare 1,878 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

More cheap stays in Winchester

Stay near popular Winchester attractions

Winchester Travel Info

Number of reviews
5,395
Accommodation
1,878 hotels
Highest price
$152
Lowest price
$66
Reasons to visit
Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theater
Hotels with nearby historical attractions
13
Hotels with family-friendly amenities
10

Price trends for hotels in Winchester

Less expensive
More expensive
Next month
March
May
$126
Month
Price
January
$94
February
$96
March
$87
April
$116
May
$126
June
$122
July
$120
August
$123
September
$119
October
$121
November
$116
December
$104
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Winchester. Select dates and complete search for nightly totals inclusive of taxes and fees.

Frequently asked questions

Where is the best place to stay in Winchester?

SpringHill Suites by Marriott Winchester is a favorite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include Comfort Inn & Suites and The George Washington Hotel, A Wyndham Grand Hotel. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals that Winchester has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This vacation home rental near Winchester is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with an arcade game room and a spa tub. See all vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes! The majority of hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

To find more details about updating your trip to Winchester or cancelling it, click here.

What's the best budget-friendly hotel in Winchester?

Based on reviews, La Quinta Inn & Suites by Wyndham Winchester is a popular hotel for our travelers who want a more economical choice, and features free buffet breakfast and free WiFi. Other good options for your budget-friendly stay include Microtel Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.

What's the best place to stay when traveling with kids to Winchester?

Country Inn & Suites by Radisson, Winchester, VA is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel and Sleep Inn & Suites. Attractions like Shenandoah Valley Discovery Museum and Nalls Farm Market are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What's the best hotel for couples in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favorite hotel for couples, and features a full-service spa and 2 restaurants. Other good choices for your romantic getaway include SpringHill Suites by Marriott Winchester and Hilton Garden Inn Winchester. See all romantic hotels in Winchester.

What's the best LGBTQ-friendly hotel in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Microtel Inn & Suites by Wyndham Winchester and Spark by Hilton Winchester are other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best pet-friendly place to stay in Winchester?

La Quinta Inn & Suites by Wyndham Winchester is a top hotel for people traveling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options for you and your pet's trip include Microtel Inn & Suites by Wyndham Winchester and Comfort Inn & Suites. See more pet-friendly hotel accommodations in Winchester.

Where is the best place to stay with easy access to Shenandoah University?

Adjacent to Shenandoah University, Hampton Inn Winchester-University/Mall Area is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. Other good choices close by include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester.

What about the best place to stay near Bluemont Vineyard?

One of the top choices for your stay is Weddings at Highholdborne, located 1.6 mi (2.5 km) from Bluemont Vineyard, and this 3.5-star villa offers free breakfast and a restaurant. The Manor at Airmont and Airwell Bed and Breakfast are a couple of other good options within a few miles.

What's the best high-end hotel in Winchester?

Celebration Retreat is a 5-star vacation home with spa services and in-room kitchens, and it's a popular choice for Expedia travelers looking for an elegant place to stay.

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