Historic Hotels & Resorts in Winchester from AU$160

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Check availability on Winchester Historic Hotels

Best Winchester Historic Hotels

Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1013)
"Price, Clean!,great breakfast, attention to details and nice room, loved it!"
The price is AU$160
includes taxes & fees
13 Oct - 14 Oct
Hampton Inn Winchester-University/Mall Area
Mimslyn Inn Historic Hotels Of America
Exterior

Mimslyn Inn Historic Hotels Of America

3.0 star property
9.0 out of 10, Wonderful, (1016)
"Beautiful area and amazing hotel for the historic aspect - rooms were small but they fit the era. "
The price is AU$197
includes taxes & fees
28 Sept - 29 Sept
Mimslyn Inn Historic Hotels Of America
Airlie Hotel
Fireplace

Airlie Hotel

3.5 star property
8.8 out of 10, Excellent, (316)
"We love the old charm this hotel offers, while the rooms are cozy and new!"
The price is AU$248
includes taxes & fees
6 Oct - 7 Oct
Airlie Hotel
Historic Bluemont Village Home
Terrace/patio

Historic Bluemont Village Home

10.0 out of 10, Exceptional, (36)
"No need to look any further! Beautiful, clean,historic home in a perfect location. Close to wineries, breweries, Shenandoah River, hiking and only 45 minutes from DC. The host was very accommodating and friendly as well. We would highly recommend this home for you and your family. "
The price is AU$729
includes taxes & fees
30 Sept - 1 Oct
Historic Bluemont Village Home
❤️ Secluded 1940s Romantic Tiny House on the River
Property grounds

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (61)
"We truly loved this location and definitely will be back!"
The price is AU$165
includes taxes & fees
5 Oct - 6 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Property grounds

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

9.8 out of 10, Exceptional, (300)
"Clean, neat and well equipped chalet. The views were lovely "
The price is AU$391
includes taxes & fees
1 Oct - 2 Oct
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Secluded,Mountain View, House, Hot tub, Wifi, King beds, Near Cacapon State Park
Exterior

Secluded,Mountain View, House, Hot tub, Wifi, King beds, Near Cacapon State Park

10.0 out of 10, Exceptional, (268)
"It was a very nice place very cozy and comfortable."
The price is AU$1,003
includes taxes & fees
21 Oct - 22 Oct
Secluded,Mountain View, House, Hot tub, Wifi, King beds, Near Cacapon State Park
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
Outdoor pool

Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view

9.8 out of 10, Exceptional, (36)
"It is an amazing place with a gorgeous view of the mountains and welcoming host"
The price is AU$663
includes taxes & fees
28 Sept - 29 Sept
Monet HoneymoonSuite Elegant Lrg 2rm w/balcony in villa/Mountn~pasture-pool view
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Pool

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10.0 out of 10, Exceptional, (327)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is AU$378
includes taxes & fees
30 Sept - 1 Oct
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Downtown: Explore Shepherdstown from cozy 1br apartment
TV

Downtown: Explore Shepherdstown from cozy 1br apartment

9.4 out of 10, Exceptional, (15)
"We were lucky to find this perfectly located place! Very clean, well-stocked with coffee in the nice kitchen, good bed. If it had reading lamps by the bed and the sofa, and more hooks/rods in the bathroom for towels, it would have been perfection. I would stay there again."
The price is AU$312
includes taxes & fees
30 Sept - 1 Oct
Downtown: Explore Shepherdstown from cozy 1br apartment
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.
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Top Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"The beauty of the property to begin with. Old world charm but modernized without detracting from the original character. The grand mailbox, each floor having a mailbox which directly connects with and is fed by gravity to the “grand” collection box on the ground floor! Beautiful! The basement pool is a spectacle to behold! The beauty along with the perfect water temperature provided a perfect ending to our evening!"
Chad 1-night trip
Posted 3 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

What should a history buff expect from a stay in Winchester?
Visitors love the significant historical sites they discover on a trip to Winchester. The major shopping area and top-notch restaurants are some of the places to visit while you're here. You can also discover the theatre scene during your holiday to this family-friendly area.
What's the best accommodation in Winchester to absorb the local history?
Based on our travel expertise, Peaceful Secret Gardens Tiny Home - loft & stairs lead to a Queen Size Bed is a top guest house on Expedia for those interested in history, and it features on-site laundry facilities and in-room kitchens. Patsy Cline Historic House is a short 4-minute drive away. A couple of other options near historic sites include Secret Gardens Carriage House and ANS Inn has clean, spacious rooms located on 5 acres with little traffic..
How many historically relevant hotels are located in Winchester?
Winchester has 78 hotels bookable on Expedia, including 4 designated as historic hotels or close to historic sites.
What are the top historical sites and other places in Winchester?
Winchester is notable for landmarks like Patsy Cline Historic House, Stonewall Jackson's Headquarters and Abram's Delight. Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. A couple of additional sights to add to your itinerary are Shenandoah Valley Discovery Museum and Apple Blossom Mall.
What is a historic hotel like in Winchester?
By choosing a historic hotel, you can sleep in a place that has an officially recognised national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be considered a historic hotel provided that it's of special interest. Traditional architecture and period features are typically found within the guestrooms or public spaces of historic hotels in Winchester, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
These terms are similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to emphasise the architecture and building. Mainly a heritage hotel draws meaning from the place's cultural value and how it influenced the community.
Do historic hotels in Winchester have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Visitors should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, heating and air conditioning, and free and fast Internet. When you book a historic hotel in Winchester, it doesn't mean you will stay in a place that's uncomfortable for guests or rundown.