Discover Top Hotels in Winchester

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Hampton Inn Winchester-University/Mall Area

Courtyard by Marriott Winchester

Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel

Comfort Inn & Suites

Quality Inn

TRU By Hilton Winchester

Country Inn & Suites by Radisson, Winchester, VA

Holiday Inn Express Hotel & Suites Winchester, an IHG Hotel

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Winchester offers a blend of family-friendly attractions and cultural gems, from the Shenandoah Valley Discovery Museum to the Patsy Cline Historic House. Visitors can explore the city's rich heritage, enjoy top-notch restaurants, and take in a show at the Bright Box Theater. With its scenic setting and vibrant atmosphere, Winchester provides a perfect backdrop for a memorable getaway.

Old Town Winchester and Winchester Historic District offer charming options for visitors to this Virginia city. In Old Town, travelers can explore the Shenandoah Valley Discovery Museum and enjoy the area's live music scene, while the Historic District boasts the Bright Box Theater and Winchester Little Theater. Both neighborhoods are known for their walkable streets, historical sites, and ample dining options, providing a perfect blend of culture and cuisine for an unforgettable Winchester experience.

Winchester has a variety of hotel options to appeal to all traveler tastes. If you are traveling with your family and want a top kid-friendly hotel, consider Microtel Inn & Suites by Wyndham Winchester offering family-friendly amenities like an indoor pool and free parking, plus free cribs in guestrooms. For a romantic getaway, consider The George Washington Hotel, A Wyndham Grand Hotel, a hotel with 2 restaurants as well as in-room massages. Find the perfect match for your stay by filtering your search to popular locations, neighborhoods, amenities, and more. Plus, as a MileagePlus member you can browse for hotels with member-only benefits and prices!

Frequently asked questions

Is there a way to use my MileagePlus miles on United Hotels in Winchester?

To redeem your United MileagePlus miles on United Hotels, you can select the toggle "Use MileagePlus miles" on the homepage or search results page to view properties for your trip in miles. You can pay with miles or a combination of miles and money at checkout as long as your miles balance is enough to complete the booking. When you’re logged in as a United MileagePlus member, you’ll get access to special MileagePlus offer rates when paying with miles.

How can I earn MileagePlus miles on my United Hotel Winchester booking?

United MileagePlus members can earn 2x bonus miles on close to a million properties worldwide. To earn MileagePlus award miles on United Hotels in Winchester, select your desired property from your search. You can earn award miles whether you pay immediately or at the property, as long as you pay for your booking with a credit card or cash. At checkout make sure to enter your MileagePlus membership number if you are not already signed into your account. Your miles will be posted to your account within 6-8 weeks after trip completion.

What are the best-reviewed hotels in Winchester?

You’ll find plenty of choices in Winchester with 74 hotels and vacation rentals when you book on United Hotels. The George Washington Hotel, A Wyndham Grand Hotel is a hotel with a guest rating of 9.2 out of 10, and it features a full-service spa and 2 restaurants. Another well-reviewed hotel is Holiday Inn Winchester Se-Historic Gateway by IHG, which features an indoor pool and a restaurant. See all available top-rated hotels and vacation rentals in Winchester.

Where should I book my stay in Winchester for my United Hotels trip?

On United Hotels, you will find plenty of neighborhoods in Winchester to choose from. Winchester Historic District is a popular area to stay in Winchester, and is home to Shenandoah Valley Discovery Museum and top-rated hotels including The George Washington Hotel, A Wyndham Grand Hotel.

Can I get a good deal on my Winchester United Hotel?

When searching through United Hotels for places to stay in Winchester, simply sort search results by price from low to high. United MileagePlus members can also select the "Member prices" filter for instant savings on select stays/properties.

When is the best time to book my United Hotel stay in Winchester?

To experience Winchester during the best weather, consider a visit in July when the temperature averages 76°F and there is little to no rain. August is another good month to visit as it also has sunny days and low rainfall.

Why should I book my Winchester hotel with United?

You’ll have access to almost a million properties worldwide when you book your stay through United Hotels. Plus, if you’re a United MileagePlus member, you have access to exclusive member benefits and savings like VIP access. With United Hotels you have the flexibility to pay for your trip with MileagePlus miles or money and earn miles to redeem for future trips. Learn more about United Airlines' loyalty program, MileagePlus®.

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