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Top Winchester Luxury Hotels

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1007)
"Wonderful location and very comfortable beds"
The price is CA $171
CA $194 total
includes taxes & fees
Jun 16 - Jun 17
The George Washington Hotel, A Wyndham Grand Hotel
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (343)
"Nice quiet inn in a historic setting. "
The price is CA $144
CA $158 total
includes taxes & fees
Jun 2 - Jun 3
Wayside Inn
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (984)
"Very nice and quiet"
The price is CA $162
CA $183 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Winchester-University/Mall Area
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1358)
"Absolutely loved the room! So gorgeous. Comfortable bed, love the setup, good shower. Only issue was the toilet seat was loose."
The price is CA $159
CA $173 total
includes taxes & fees
Jun 2 - Jun 3
La Quinta Inn & Suites by Wyndham Winchester
Spark by Hilton Winchester
3.0 star property
9.0 out of 10, Wonderful, (1003)
"I have been staying at this same hotel for the past 8 years. It just gets better and better."
The price is CA $118
CA $134 total
includes taxes & fees
Jul 1 - Jul 2
Spark by Hilton Winchester
Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very friendly staff and free breakfast"
The price is CA $168
CA $187 total
includes taxes & fees
Jun 16 - Jun 17
Fairfield Inn & Suites Strasburg Shenandoah Valley
Sleep Inn & Suites
2.5 star property
8.2 out of 10, Very good, (1001)
"Will return"
The price is CA $100
CA $109 total
includes taxes & fees
Jul 1 - Jul 2
Sleep Inn & Suites
Motel 6 Winchester, VA
2.0 star property
8.0 out of 10, Very good, (1001)
"Newly updated. Nice, clean and smelled decent.."
The price is CA $96
CA $108 total
includes taxes & fees
Jun 2 - Jun 3
Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very good, (1067)
"Well maintain and friendly operate"
The price is CA $95
CA $103 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Winchester
Twi-Lite Inn
2.0 star property
8.0 out of 10, Very good, (454)
"Staying at the Twi-Lite was like being in a time capsule in the best way. Our room was super clean, the beds were great, and we appreciated the convenience of the microwave and refrigerator in our room. Loved the retro feel of this mid century property. The pool looked pristine, although the weather was not quite warm enough for us to be tempted to use it. If we are ever back in Front Royal we would stay here again. "
The price is CA $107
CA $119 total
includes taxes & fees
Jun 3 - Jun 4
Twi-Lite Inn
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Popular luxurious hotels

Most upscale stays in Winchester in 2024

Winchester Luxury Hotels information

 

Luxury Hotels in Winchester

19

Highest price
CA $171
Cheapest price
CA $95
Number of guest reviews
8,516
Total number of hotels in Winchester
1,851

 

Frequently asked questions

Are you looking for a luxury hotel for your Winchester vacation?
Expedia can help you arrange a flight to Martinsburg, WV (MRB-Eastern West Virginia Regional) airport or Washington Dulles Intl. Airport (IAD) airport, and then you can select from various places to stay that will deliver the luxury you’d like to find. Amenities are important when you plan a trip, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want an upscale hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Winchester has to offer. During your visit, you might want to enjoy the great views and shopping which Winchester is known for.
What's the best high-end place to stay in Winchester?
Celebration Retreat is a 5-star vacation home with spa services and in-room kitchens, and it’s a popular choice for Expedia travelers looking for an elegant place to stay.
How many luxury hotels will I find in Winchester?
Lie in the lap of luxury during your getaway to Winchester in one of Expedia’s 17 luxury hotels.
When can I expect good weather in Winchester?
Planning for the weather is a good way to make your trip to Winchester relaxing and enjoyable, especially when you’re splurging. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What's there to see and do in Winchester?
Enjoy all that Winchester has to offer and visit Shenandoah Valley Discovery Museum, Museum of the Shenandoah Valley, and Jim Barnett Park. If you have extra time while you’re in the area, you might want to see Apple Blossom Mall and Bright Box Theater.

Recent Reviews in Winchester
Expedia verified reviews