Historic Hotels & Resorts in Winchester from NZ$180

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Check availability on Winchester Historic Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

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, (1011)
"Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! "
The price is NZ$207
includes taxes & fees
13 Oct - 14 Oct
Hampton Inn Winchester-University/Mall Area
Airlie Hotel
Fireplace

Airlie Hotel

3.5 star property
8.8 out of 10, Excellent, (319)
"We love the old charm this hotel offers, while the rooms are cozy and new!"
The price is NZ$278
includes taxes & fees
7 Oct - 8 Oct
Airlie Hotel
Mimslyn Inn Historic Hotels Of America
Exterior

Mimslyn Inn Historic Hotels Of America

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Wonderful property, would stay there again "
The price is NZ$280
includes taxes & fees
27 Oct - 28 Oct
Mimslyn Inn Historic Hotels Of America
❤️ 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 NZ$180
includes taxes & fees
20 Oct - 21 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
"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, (331)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is NZ$430
includes taxes & fees
8 Oct - 9 Oct
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
The Creekside Cottage: Downtown | Pet-Friendly
Property grounds

The Creekside Cottage: Downtown | Pet-Friendly

10.0 out of 10, Exceptional, (2)
"pet friendly, perfect spot in relation to downtown,,,,very quaint loved it!!!!"
The Creekside Cottage: Downtown | Pet-Friendly
Downtown: Explore Shepherdstown from cozy 1br apartment
TV

Downtown: Explore Shepherdstown from cozy 1br apartment

9.4 out of 10, Exceptional, (16)
"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 NZ$350
includes taxes & fees
7 Oct - 8 Oct
Downtown: Explore Shepherdstown from cozy 1br apartment
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Outdoor spa tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

10.0 out of 10, Exceptional, (339)
"We had a great time and can't wait to return"
The price is NZ$468
includes taxes & fees
9 Oct - 10 Oct
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
The Cottage on Royal - Historic Leesburg Home
Terrace/patio

The Cottage on Royal - Historic Leesburg Home

10.0 out of 10, Exceptional, (16)
"Within walking distance to everything important."
The price is NZ$742
includes taxes & fees
14 Oct - 15 Oct
The Cottage on Royal - Historic Leesburg Home
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 NZ$1,100
includes taxes & fees
21 Oct - 22 Oct
Secluded,Mountain View, House, Hot tub, Wifi, King beds, Near Cacapon State Park
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually"
Lisa 1-night trip
Posted 5 days ago
La Quinta Inn & Suites by Wyndham Winchester

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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 vibrant 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 79 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.