Explore 19 Luxury Hotels in Winchester
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Best Luxury Hotels in Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
$122 nightly
The price is $138 total per night from Mar 15 to Mar 16
$138 total
Mar 15 - Mar 16
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.4/10 Exceptional! (1,007 reviews)
Room was clean but a lil noisy. We didn't have the best room location. Must have been close to a staff area
Reviewed on Mar 2, 2026
Wayside Inn
7783 Main St Middletown VA
$89 nightly
The price is $98 total per night from Mar 9 to Mar 10
$98 total
Mar 9 - Mar 10
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, a terrace, and a garden are also offered.
9.2/10 Wonderful! (424 reviews)
Interesting unique place. We explored the different rooms, will definitely be back. With ghost hunting equipment.
Reviewed on Feb 26, 2026
Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive Winchester VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from Mar 22 to Mar 23
$115 total
Mar 22 - Mar 23
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
9/10 Wonderful! (1,001 reviews)
All good. Clean, nice hotel for us, a one night stay for traveling.
Reviewed on Mar 4, 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $74 total per night from Mar 10 to Mar 11
$74 total
Mar 10 - Mar 11
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's express check-out and multilingual staff can provide around-the-clock ...
8.6/10 Excellent! (1,078 reviews)
Room was spacious, bed was comfortable and lots of TV channels. Gentleman that checked us in and out was very courteous.
Reviewed on Feb 24, 2026
Motel 6 Winchester, VA
2951 Valley Avenue Winchester VA
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $77 total per night from Mar 11 to Mar 12
$77 total
Mar 11 - Mar 12
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock ...
8.2/10 Very Good! (1,001 reviews)
Room clean and staff was nice
Reviewed on Feb 25, 2026
Twi-Lite Inn
53 West 14th Street Front Royal VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Mar 9 to Mar 10
$80 total
Mar 9 - Mar 10
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock ...
8.2/10 Very Good! (546 reviews)
Room was clean and fresh. Bed and sheets were nice
Reviewed on Mar 1, 2026
Hotel Strasburg
213 S. Holliday Street Strasburg VA
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
7.8/10 Good! (731 reviews)
awful
The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!
Reviewed on Oct 5, 2020
Red Roof Inn Winchester, VA
991 Millwood Pike Winchester VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $75 total per night from Apr 1 to Apr 2
$75 total
Apr 1 - Apr 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, express check-in, and express check-out are also ...
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.
More 4 star hotels in Winchester
Guest House at Mt. Independence
2254 Winchester Rd Delaplane VA
10/10 Exceptional! (4 reviews)
5 star hotels in Winchester
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
$618 nightly
The price is $705 total per night from Apr 5 to Apr 6
$705 total
Apr 5 - Apr 6
Total with taxes and fees
9.2/10 Wonderful! (384 reviews)
Winchester Luxury Hotels
Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Winchester luxury hotels are the plush oasis you’ve been looking for.
Choose from the best luxury hotels in Winchester to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.
We want you to enjoy your next vacation in style and the top luxury resorts in Winchester will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Winchester, and plan your next opulent escape.
Winchester hotels essential information
Accommodation | 2,052 hotels |
|---|---|
Lowest Price | $74 |
Highest Price | $705 |
Popular hotels | Motel 6 Winchester, VA, Travelodge by Wyndham Winchester, Wayside Inn, Hotel Strasburg, Twi-Lite Inn, The George Washington Hotel, A Wyndham Grand Hotel, Red Roof Inn Winchester, VA, Hampton Inn Winchester-University/Mall Area |
Popular Luxury Stays in Winchester
Recent Winchester Hotel Reviews By Fellow Wanderers
Lansdowne Resort and Spa
5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"I have stayed at Landsdowne many years, typically for girls spa weekends or overnight stay while I’m in town. The Spa Experience is always phenomenal. The staff is friendly all around. I continue to enjoy my stays!"
A verified traveler stayed at Lansdowne Resort and Spa
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