Find Hotels with Early Check-in in Winchester, VA

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Check availability on Winchester Hotels with Early Check-in

Our top choices for Winchester hotels with express check-in

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1004)
"Have stayed here multiple times -always good"
United States
Robert
The price is ¥12,957
¥14,098 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Country Inn & Suites by Radisson, Winchester, VA

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (783)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
The price is ¥16,576
¥18,035 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SpringHill Suites by Marriott Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ¥17,006
¥18,927 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn Front Royal

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1004)
"Great hotel!"
United States
CHARLES
The price is ¥19,632
¥22,242 total
includes taxes & fees
Dec 23 - Dec 24
The George Washington Hotel, A Wyndham Grand Hotel

Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA
2.0 star property
Winchester
7.4 out of 10, Good, (1003)
"Really friendly staff, room was clean and perfect for our family and dog. "
United States
Sabrina
The price is ¥9,362
¥10,185 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Red Roof Inn Winchester, VA

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
Inwood
9.2 out of 10, Wonderful, (642)
"Good location "
United States
Judith
The price is ¥13,199
¥14,783 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Martinsburg South-Inwood

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (132)
"Very nice cozy place and the breakfast was included and very delicious. Only issue I had was the footsteps of upstairs guests came through."
United States
Chiharu
Inn at Evergreen

Home2 Suites by Hilton Leesburg

Home2 Suites by Hilton Leesburg
3.0 star property
Leesburg
9.8 out of 10, Exceptional, (212)
"Clean room, great staff, great food, nice pool!"
United States
Jeff
The price is ¥18,882
¥21,714 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites by Hilton Leesburg

Hotel Laurance

Hotel Laurance
3.5 star property
Luray
9.0 out of 10, Wonderful, (160)
"The room was huge! It was beautifully decorated, the bed was super comfy. The amenities were really nice. The front desk lady was really kind and helpful (I wish I had gotten her name!). I can’t say enough good things about this place!!"
United States
Anonymous traveler
Hotel Laurance

Aloft Dulles Airport North

Aloft Dulles Airport North
3.0 star property
Ashburn
8.2 out of 10, Very Good, (1003)
"My family and I stayed here for one night. I thought the breakfast complimentary when I booked but it is not. It does cost but they free fruit, tea, and coffee. We had a few items from the bar menu that were ok. The pool was very clean for the kids to enjoy. The room was nice and clean. Enjoyed our short stay! "
United States
Dominique
The price is ¥13,775
¥15,705 total
includes taxes & fees
Dec 28 - Dec 29
Aloft Dulles Airport North
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 out more about Winchester

Discover top Winchester attractions

Winchester, Virginia, offers a rich tapestry of history and outdoor adventure that appeals to the Quality Seeker. Begin your journey at the Historic Old Town, where beautifully preserved 18th and 19th-century buildings house boutique shops, art galleries, and gourmet restaurants. Don’t miss the Museum of the Shenandoah Valley, which showcases stunning gardens and art collections, perfect for a family day out. For a touch of nature, head to the nearby Shenandoah National Park, where hiking trails reveal breathtaking vistas and diverse wildlife, ideal for adventurous families. History buffs will appreciate the Stonewall Jackson’s Headquarters Museum, where you can explore Civil War artifacts and learn about the region's pivotal role in American history. After a day of exploration, unwind at a hotel in the charming Old Town area, where you can enjoy easy access to local dining and shopping, all while experiencing attentive guest service that makes you feel pampered. With its blend of culture, nature, and history, Winchester invites you to create lasting memories.

Find the best hotels with early check-in in Winchester

For travelers looking to maximize their time in Winchester, these hotels offer early check-in options for a more flexible stay. Each hotel provides excellent amenities to ensure a comfortable experience right from the start.

The George Washington Hotel, A Wyndham Grand Hotel

  • Why it's great for flexible check-in: The George Washington Hotel is an exceptional choice for travelers seeking early check-in flexibility, an impressive guest review rating of 9.4. This historic hotel offers an array of amenities including express check-in and late check-out options, ensuring that guests can settle in comfortably at their own pace. The on-site spa and indoor pool provide perfect relaxation after a long journey, making it a perfect retreat in Old Town Winchester.
  • Other amenities: In addition to the early check-in benefits, guests can enjoy a 24-hour fitness center, complimentary internet access, and luxurious premium bedding for a restful night’s sleep. The hotel features valet and self-parking options, allowing for easy access to the beautiful surroundings. A concierge service is available to assist with local attractions, and daily housekeeping ensures a pristine environment throughout the stay. Other highlights include a full-service spa and nearby golf and skiing locations for those looking to explore the outdoors.
  • Neighborhood: Old Town Winchester
  • Nearby attractions: Handley Regional Library - 0.25 miles, Bright Box Theater - 0.22 miles, Old Court House Civil War Museum - 0.22 miles

Fairfield Inn & Suites by Marriott Winchester

  • Why it's great for flexible check-in: The Fairfield Inn & Suites is an excellent option for travelers needing early check-in, with an excellent review rating of 9.0. This hotel offers a welcoming place that allows guests to check in early and start their adventure in Winchester without delay. The indoor pool is a highlight, providing a refreshing way to unwind after a day of travel.
  • Other amenities: In addition to the early check-in options, guests can enjoy a complimentary breakfast, free self-parking, and access to a fitness center. The hotel is conveniently located near historical sites, perfect for those interested in local culture. Each room features a microwave and refrigerator for added convenience, and the hotel offers a snack bar for quick bites. With a focus on comfort and accessibility, the hotel ensures a pleasant stay for all guests.
  • Nearby attractions: Valley Health - 0.22 miles, Shenandoah University - 0.65 miles, Apple Blossom Mall - 0.98 miles

Top Winchester Hotel Reviews

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