Find hotels in Winchester, VA from $59

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Compare 1,840 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
5,526
Accommodation
1,840 hotels
Highest price
$135
Lowest price
$59
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
October
$110
Month
Price
January
$103
February
$109
March
$101
April
$110
May
$121
June
$119
July
$112
August
$118
September
$113
October
$122
November
$101
December
$106
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 The George Washington Hotel, A Wyndham Grand Hotel and Microtel Inn & Suites by Wyndham Winchester. 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 hot 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, Quality Inn is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. Other options to stay on the cheap include Days Inn by Wyndham Winchester and Sleep Inn & Suites. View all budget hotels in Winchester.

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

Days Inn by Wyndham Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Motel 6 Winchester, VA and Fairfield Inn & Suites by Marriott Winchester. Attractions like Shenandoah Valley Discovery Museum and Rocking S Ranch are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What's the best hotel for couples in Winchester?

Hampton Inn Winchester N/Conference Center, VA is a favorite hotel for couples, and features pillowtop beds and LCD TVs. See all romantic hotels in Winchester.

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

ANS Inn & Suites is a top pet-friendly option for your stay. 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.

What's the best boutique-style hotel in Winchester?

The George Washington Hotel, A Wyndham Grand Hotel is a favorite 3.5-star hotel with our travelers looking for a stylish accommodation, featuring 90 guestrooms, 2 restaurants, and a bar. If you'd prefer to stay at a boutique hotel, you can also take a look at La Quinta Inn & Suites by Wyndham Winchester.

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