Hotels in Old Town Winchester

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Featured Hotels in Old Town Winchester

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
Free Cancellation
Reserve now, pay when you stay
0.18 mi from Old Town Winchester
$127 nightly
The price is $143 total per night
$143 total
Nov 9 - Nov 10
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a business center.
Pool
Spa
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
1.3 mi from Old Town Winchester
$106 nightly
The price is $120 total per night
$120 total
Nov 9 - Nov 10
Total with taxes and fees
At Hampton Inn Winchester-University/Mall Area, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with luggage storage and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
1.78 mi from Old Town Winchester
$68 nightly
The price is $74 total per night
$74 total
Dec 1 - Dec 2
Total with taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, a vending machine, and an ATM.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
1.8 mi from Old Town Winchester
$106 nightly
The price is $116 total per night
$116 total
Dec 2 - Dec 3
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Free Cancellation
2.01 mi from Old Town Winchester
$77 nightly
The price is $84 total per night
$84 total
Nov 23 - Nov 24
Total with taxes and fees
At Holiday Inn Winchester Se-Historic Gateway by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Parking included
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
2.56 mi from Old Town Winchester
$78 nightly
The price is $84 total per night
$84 total
Dec 1 - Dec 2
Total with taxes and fees
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
4.66 mi from Old Town Winchester
$91 nightly
The price is $99 total per night
$99 total
Nov 26 - Nov 27
Total with taxes and fees
At Country Inn & Suites by Radisson, Winchester, VA, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include conference space, a 24-hour business center, and a library.
Pool
Breakfast included
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
4.84 mi from Old Town Winchester
$101 nightly
The price is $110 total per night
$110 total
Nov 21 - Nov 22
Total with taxes and fees
Comfort Inn & Suites Winchester features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a computer station, and laundry facilities.
Breakfast included
Pet friendly
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
Free Cancellation
Reserve now, pay when you stay
18.36 mi from Old Town Winchester
$65 nightly
The price is $73 total per night
$73 total
Nov 5 - Nov 6
Total with taxes and fees
Days Inn by Wyndham Charles Town/Harpers Ferry features a gym, free WiFi in public areas, and a business center. There's free parking and a free area shuttle. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, laundry facilities, and a TV in a common area.
Breakfast included
Parking included
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Old Town Winchester Hotels

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Old Town Winchester hotels essential information

Accommodation
374 hotels
Lowest Price
$73
Highest Price
$143
Popular hotels
The George Washington Hotel, A Wyndham Grand Hotel, Travelodge by Wyndham Winchester, La Quinta Inn & Suites by Wyndham Winchester, Comfort Inn & Suites Winchester, Microtel Inn & Suites by Wyndham Winchester, Country Inn & Suites by Radisson, Winchester, VA, Hampton Inn Winchester-University/Mall Area, Days Inn by Wyndham Charles Town/Harpers Ferry, Holiday Inn Winchester Se-Historic Gateway by IHG

Popular places to visit

Staircase at Handley Library

Handley Regional Library

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

See properties in Handley Regional Library
Handley Regional Library

Shenandoah Valley Discovery Museum

You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.

See properties in Shenandoah Valley Discovery Museum
Shenandoah Valley Discovery Museum

Bright Box Theater

Enjoy a show at Bright Box Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.

See properties in Bright Box Theater
Bright Box Theater

Recent Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

5/5 Excellent
"I was very pleased with the accommodations at this hotel. I can't stress enough how incredible the pool is. The hot tub is great too, but I was impressed with the pool and would visit again just for that. Make sure to check that out!"
A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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