Hotels Near
Winchester Historic District

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Featured Winchester Historic District Hotels

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
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (1,003 reviews)
"Very friendly, helpful staff! Live music at the bar!"

Reviewed on Jan 31, 2025

The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
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 ...
9/10 Wonderful! (1,797 reviews)
"Good service"

Reviewed on Jan 31, 2025

La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,119 reviews)
Amazing
"Peaceful and relaxing"

Reviewed on Jan 27, 2025

Microtel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,100 reviews)
"Absolutely wonderful experience. Exceptionally clean with very nice staff."

Reviewed on Jan 31, 2025

Travelodge by Wyndham Winchester
Spark by Hilton Winchester
Spark by Hilton Winchester
3 out of 5
150 Wingate Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"Overall great"

Reviewed on Jan 24, 2025

Spark by Hilton Winchester
SpringHill Suites by Marriott Winchester
SpringHill Suites by Marriott Winchester
2.5 out of 5
280 MARKET STREET, Winchester, VA
Fully refundableReserve now, pay when you stay
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 ...
9.4/10 Exceptional! (538 reviews)
BF
"The room was very cold and the shower was also colder than we would eeebto"

Reviewed on Jan 29, 2025

SpringHill Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
Fairfield Inn & Suites by Marriott Winchester
2.5 out of 5
250 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
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 ...
8.8/10 Excellent! (677 reviews)
"• Friendly & efficient staff • Great Breakfast • Extremely clean • lovely amenities"

Reviewed on Feb 1, 2025

Fairfield Inn & Suites by Marriott Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
"It was ok - not all the surfaces in the room were wiped and clean"

Reviewed on Jan 28, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
140 Costello Dr, Winchester, VA
Fully refundableReserve now, pay when you stay
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 ...
8/10 Very Good! (1,000 reviews)
"Very nice"

Reviewed on Jan 30, 2025

Sleep Inn & Suites
Hampton Inn Front Royal
Hampton Inn Front Royal
2.5 out of 5
9800 Winchester Rd, Front Royal, VA
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,001 reviews)
"Nice place. Front desk was friendly. Breakfast was good. I would stay here again."

Reviewed on Jan 28, 2025

Hampton Inn Front Royal
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4 out of 5
111 Hospitality Drive, Front Royal, VA
Fully refundableReserve now, pay when you stay
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (1,000 reviews)
"Lovely decor. Comfy bedding. Crabtree & Evelyn products in shower. Clean and quiet. Nice restaurant. All good, will return!"

Reviewed on Jan 28, 2025

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Days Inn by Wyndham Charles Town/Harpers Ferry
Days Inn by Wyndham Charles Town/Harpers Ferry
2 out of 5
642 E Washington Street, Charles Town, WV
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Charles Town. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,003 reviews)
SAD FUNERAL TRIP
"Nice place, right on Hwy 51 and close to Virginia, Harpers Ferry, casino. Everything you need is super close. Nice people too."

Reviewed on Jan 28, 2025

Days Inn by Wyndham Charles Town/Harpers Ferry
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.

Hotels in Winchester Historic District

Winchester is a city that has a lot going on, but you have your sights set on Winchester Historic District. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Winchester Historic District has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Winchester Historic District hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Winchester so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Winchester Historic District underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Winchester Historic District city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Winchester Historic District cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Winchester Historic District at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $70
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Winchester Historic District hotel you want, book it, and never look back. Because your great escape is ahead of you.