Find Hotels with Early Check-in in Winchester, VA

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check availability on Winchester Hotels with Early Check-in

Next weekend
In two weeks

Top Winchester Hotels with Early Check-in

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.8 out of 10, Excellent, (1006)
"Our third stay here. Very nice and convenient to 81. "
United States
Dawn
The price is ¥13,878
¥15,098 total
includes taxes & fees
Nov 9 - Nov 10
Country Inn & Suites by Radisson, Winchester, VA
Hampton Inn Front Royal
2.5 star property
9.0 out of 10, Wonderful, (1023)
"Nice hotel"
United States
Irina
The price is ¥17,392
¥19,358 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Front Royal
SpringHill Suites by Marriott Winchester
2.5 star property
9.4 out of 10, Exceptional, (746)
"Nice place, very quiet, comfie beds, and great staff. "
United States
Leslie
The price is ¥17,029
¥18,527 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Winchester
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1006)
"Very nice hotel "
United States
Paul
The price is ¥19,326
¥21,896 total
includes taxes & fees
Nov 2 - Nov 3
The George Washington Hotel, A Wyndham Grand Hotel
Red Roof Inn Winchester, VA
2.0 star property
7.4 out of 10, Good, (1005)
"Really friendly staff, room was clean and perfect for our family and dog. "
United States
Sabrina
The price is ¥10,527
¥11,454 total
includes taxes & fees
Nov 6 - Nov 7
Red Roof Inn Winchester, VA
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
9.2 out of 10, Wonderful, (823)
"Great place to stay. Super clean and comfortable beds."
United States
Roy Allen
The price is ¥16,141
¥18,288 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Winchester N/Conference Center, VA
Hampton Inn Martinsburg South-Inwood
2.5 star property
9.2 out of 10, Wonderful, (631)
"Good location "
United States
Judith
The price is ¥14,890
¥16,676 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn Martinsburg South-Inwood
Home2 Suites by Hilton Leesburg
3.0 star property
9.8 out of 10, Exceptional, (196)
"The perfect hotel in Leesburg! "
United States
Sumaiya
The price is ¥19,870
¥22,851 total
includes taxes & fees
Nov 23 - Nov 24
Home2 Suites by Hilton Leesburg
Inn at Evergreen
3.5 star property
9.4 out of 10, Exceptional, (131)
"Clean,very nice facility "
United States
Matthew P
Inn at Evergreen
Aloft Dulles Airport North
3.0 star property
8.2 out of 10, Very Good, (1001)
"Fun design and decor. Our dog was happy here. "
United States
John
The price is ¥14,954
¥17,049 total
includes taxes & fees
Nov 9 - Nov 10
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

Explore a world of travel with Expedia