Hotels in Winchester
The stock is mixed, with 3-star the largest single band at 12 of 33, and 1 of them are within a mile of the centre. Below are the closest properties to the middle of Winchester, nearest first, plus what is near each venue in the city — because if you are here for one event, distance from that building matters more than distance from downtown.
What the hotels in Winchester are like
Before the list, the shape of it. These figures cover every property the search found within about five miles of the middle of Winchester — not just the 18 shown below, which are simply the closest.
| Measure | Winchester | What it tells you |
|---|---|---|
| Properties found | 33 | Everything listed within about five miles of the centre. The 18 nearest are shown below. |
| Star mix | 1 × 5★, 3 × 4★, 12 × 3★, 8 × 2★, 1 × 1★ | 3-star is the largest band here. |
| Average guest score | 8.3/10 | Across the 27 rated properties. Supplied by our accommodation partner, not a StubOrder rating. |
| Within a mile of the centre | 1 of 33 | The rest are a drive or a transit ride. |
| Closest property | 0.5 mi | From the city’s centre point, in a straight line. |
Hotels in Winchester, closest to the centre first
Pick your dates to price these for the nights you actually want. Nothing is quoted until you do, because a nightly rate for the wrong dates is worse than no rate at all.
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The George Washington - A Wyndham Grand Hotel
103 E Piccadilly St, Winchester
Luxurious Accommodation with Convenient Amenities The George Washington - A Wyndham Grand Hotel in Winchester offers a luxurious stay with massage services, private parking, and a…
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Charming Family Luxury Home
100 Rugby Place, Winchester
Luxurious Accommodation Featuring a hot tub, air-conditioning, and free WiFi, this charming family home offers a comfortable stay near Glen Burnie Historic House and Gardens. Spac…
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Luxury Basement Apartment LA CASA
100 Rugby Place, Winchester
Luxurious Accommodation Indulge in a spacious 1-bedroom apartment with garden views and free WiFi, offering a relaxing escape just a stone's throw away from Glen Burnie Historic H…
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Hampton Inn Winchester
1204 Berryville Avenue, Winchester
Convenient Location in Winchester, Virginia Comfortable Guestrooms with Modern Amenities On-Site Fitness Room and Outdoor Pool Experience comfort and convenience at the Hampton In…
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APM Inn and Suites
1347 Berryville Ave, Winchester
Convenient Location APM Inn and Suites, located in Winchester, offers easy access to popular attractions like Glen Burnie Historic House and Gardens, Cedar Creek and Belle Grove N…
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Holiday Inn Express Hotel & Suites Winchester by IHG
142 Foxridge Ln, Winchester
Recreational Amenities: Enjoy an indoor pool, spa tub, and fitness center to unwind. Whether for leisure or fitness, our facilities cater to your needs. Convenient Features: Benef…
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TownePlace Suites Winchester
170 Getty Ln, Winchester
Convenient Location and Amenities TownePlace Winchester, conveniently situated near Interstate 81 and Winchester Country Club, offers spacious rooms with fully equipped kitchens a…
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Hilton Garden Inn Winchester
120 Wingate Drive, Winchester
Convenient Location Located minutes away from The Old Court House Civil War Museum and George Washington’s Headquarters, the Hilton Garden Inn Winchester offers a prime spot in Wi…
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Spark By Hilton Winchester
150 Wingate Dr, Winchester
Convenient Location Located just minutes away from popular attractions like Apple Blossom Mall and Shenandoah University, our hotel in Winchester is the perfect choice for travele…
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Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive, Winchester
Outdoor Pool and Fitness Center Embrace relaxation and stay active with our outdoor pool and fitness center, perfect for rejuvenation and fitness enthusiasts alike. Complimentary …
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Days Inn by Wyndham Winchester
1593 Martinsburg Pike, Winchester
Convenient Location and Nearby Attractions Experience the charm of Virginia's Shenandoah Valley at the Days Inn by Wyndham Winchester hotel, located just off Interstate 81. Explor…
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Quality Inn Winchester
1601 Martinsburg Pike, Winchester
Convenient Location and Nearby Attractions The Quality Inn Winchester hotel is perfectly situated near Interstate 81, offering easy access to popular attractions like Summit Point…
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Courtyard by Marriott Winchester Medical Center
300 Marriott Drive, Winchester
Swim, Sweat, and Relax Experience the convenience of a swimming pool and fitness center at Courtyard by Marriott Winchester Medical Center. Stay active with cardio equipment and f…
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Tru By Hilton Winchester, Va
118 Mercedes Court, Winchester
Modern Accommodations Tru By Hilton Winchester, Va offers contemporary rooms with free WiFi and air conditioning, ensuring a comfortable stay for guests. Convenient Location Situa…
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Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester
Outdoor Pool and Free Wi-Fi Experience relaxation and convenience at our Winchester hotel with an inviting outdoor pool and complimentary Wi-Fi in all guest rooms. Lounge by the p…
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Red Roof Inn Winchester, VA
991 Millwood Pike, Winchester
Modern Rooms with Free WiFi Experience comfort and convenience in our boldly decorated rooms equipped with a cable TV, work desk, and en suite bathroom. Upgrade to a deluxe room f…
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La Quinta by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester
Indulge in Comfort and Convenience Luxurious Amenities: Enjoy a refreshing dip in the indoor splash pool and savor a quick bite at the self-service eatery. Stay connected with com…
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Super 8 by Wyndham Winchester VA
1077 Millwood Pike, Winchester
Convenient Location Located just 10 minutes away from Shenandoah University and a short drive to Shenandoah National Park, Super 8 Winchester offers a prime location for both leis…
Staying near a specific Winchester venue
This is usually the better question. The hotels above are measured from the middle of Winchester, which is only the right anchor if the city itself is the trip. If you are coming for one event, what matters is how far you are from that building at 11pm — and in most cities the centre and the venue are not the same place.
Each page below runs its own search from that venue’s own coordinates and sorts by real straight-line distance from the doors, with a plain note on every card saying whether that is a walk, a long walk or a drive.
Venues in Winchester
The buildings people book these rooms for. Each links to its schedule and tickets.
- Apple Blossom Mall
- Patsy Cline Theatre
- Museum of the Shenandoah Valley
- Bright Box Theater - VA
- Grace Evangelical Lutheran Church
- The Monument - VA
- James R. Wilkins Jr. Athletics and Event Center
- Backseat Events
What is on in Winchester
The reason most people book a room here. Every date links to live tickets and a seat map.
- From about $41.00View Tickets
- From about $7.00View Tickets
- From about $50.00View Tickets
- From about $34.00View Tickets
- From about $41.00View Tickets
- From about $47.00View Tickets
- From about $32.00View Tickets
- From about $49.00View Tickets
How to read these listings
Every card carries the same facts in the same order, so two properties can be compared at a glance rather than read as marketing copy.
- Distance is straight-line, not walking. We know where the property is and where the centre is; we do not know the streets in between. That is why each card also says walkable, long walk or drive, and why those labels are deliberately conservative.
- Guest scores are our accommodation partner’s, not ours. StubOrder does not review hotels. Where a score appears it is theirs, with the review count beside it so you can judge how much weight it carries.
- The rate is the lowest available for the stay you asked for, for two adults, and it moves constantly. Treat it as a comparison between properties rather than a quote.
- Nothing here is paid placement. The order is distance from the centre, full stop. No property pays to appear or to rank.
Plan the rest of the trip
Frequently asked questions
How close are these hotels to the Winchester venues?
The hotels on this page are measured from the middle of Winchester. For distance from a specific building, use that venue's own page - each one is linked above and sorts every nearby property by real distance from the doors.
Is it cheaper to stay near the venue or in the centre?
It depends on the city and the night. Near a stadium on an event night is usually the expensive option; the centre is usually better value but adds a journey. Both pages exist so you can compare them rather than guess.
Does StubOrder sell hotels and tickets together?
No. Tickets come from our resale marketplace and rooms from our accommodation partner, as two separate bookings with separate confirmations.
What kind of hotels are there in Winchester?
The stock is mixed, with 3-star the largest single band at 12 of 33, and 1 of them are within a mile of the centre. They average 8.3/10 in guest scores from our accommodation partner.
Why are no prices shown until I pick dates?
Because a nightly rate only means anything for a specific stay, and asking for one costs a live request. Pick your dates and every property above is priced for exactly those nights, for two adults.
