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Oct 1 - Oct 2
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Featured Old Town Winchester 4 Stars 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
0.18 mi from Old Town Winchester
$127 nightly
The price is $144 total per night
$144 total
Oct 9 - Oct 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 securing valuables, concierge services, and luggage storage. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a business center.
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive, Winchester, VA
1.3 mi from Old Town Winchester
$106 nightly
The price is $120 total per night
$120 total
Oct 13 - Oct 14
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 dry cleaning/laundry and luggage storage. 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
$74 nightly
The price is $81 total per night
$81 total
Oct 2 - Oct 3
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
1.8 mi from Old Town Winchester
$108 nightly
The price is $118 total per night
$118 total
Oct 5 - Oct 6
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.
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
$97 nightly
The price is $105 total per night
$105 total
Oct 26 - Oct 27
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, luggage storage, and dry cleaning/laundry. 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
Oct 31 - Nov 1
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.
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET, Winchester, VA
Free Cancellation
Reserve now, pay when you stay
3.28 mi from Old Town Winchester
$116 nightly
The price is $126 total per night
$126 total
Oct 5 - Oct 6
Total with taxes and fees
At SpringHill Suites by Marriott Winchester, guests enjoy features like 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 and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and a computer station.
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
Oct 26 - Oct 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.
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
$97 nightly
The price is $105 total per night
$105 total
Oct 5 - Oct 6
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.
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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.

Find 4 star hotels in Old Town Winchester

A good hotel meets your expectations, but a great hotel exceeds them. A true 4 star hotel definition includes things like big, comfy beds, stylish décor and friendly service. At Orbitz, we understand that your choice in hotel can make or break an experience, and we are here to help you find the best 4 star hotels for your time in Old Town Winchester. 

What's the difference between a 4 and 5 star hotel?
The difference comes down to level of luxury. While 4 star hotels offer excellent service and quality products, most 5 star hotels will feature complimentary services that go above and beyond, like gourmet dining, luxury spa experiences and poolside service. With 4 star hotels, you’ll find the most comfort without splurging on extras you may not need.

What should I look for in a 4 star hotel?
Old Town Winchester 4 star hotels are likely to include things like:

  • Pool and fitness center
  • Valet parking
  • Room service
  • Dedicated concierge
  • Pillow top mattresses
  • Minibar
  • Bathrobes and bath products
  • Artwork

How do I find the best 4 star hotel?
Orbitz makes finding the best 4 star hotel in Old Town Winchester simple:

  • Pick your price: You’ll find room rates ranging from $81 to $144
  • Get the best quality: 4 star hotels in Old Town Winchester have an average rating of 0.0
  • Read the reviews: Read through reviews to help you choose the hotel that has everything you want

Old Town Winchester hotels essential information

Accommodation
366 hotels
Lowest Price
$81
Highest Price
$144
Popular hotels
The George Washington Hotel, A Wyndham Grand Hotel, La Quinta Inn & Suites by Wyndham Winchester, Hampton Inn Winchester-University/Mall Area, Travelodge by Wyndham Winchester, Microtel Inn & Suites by Wyndham Winchester, Holiday Inn Winchester Se-Historic Gateway by IHG, Comfort Inn & Suites Winchester, SpringHill Suites by Marriott Winchester, Country Inn & Suites by Radisson, Winchester, VA

Recent Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

5/5 Excellent
"The room was spacious. "
A verified traveler stayed at Holiday Inn Winchester Se-Historic Gateway by IHG
Posted 6 hours ago
Holiday Inn Winchester Se-Historic Gateway by IHG

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