Old Town Winchester hotels in Winchester from HK$506

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Top 10 Trending Hotels Near Old Town Winchester, Winchester from HK$506

Our top choices for Old Town Winchester hotels

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Perfect location to visit for business or pleasure!"
The price is HK$987
HK$1,118 total
includes taxes & fees
28 Sept - 29 Sept
The George Washington Hotel, A Wyndham Grand Hotel

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2145)
"Great hotel for the money"
The price is HK$844
HK$918 total
includes taxes & fees
16 Sept - 17 Sept
La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1009)
"Great hotel! "
The price is HK$686
HK$770 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG

Candlewood Suites Winchester by IHG

2.5 star property
8.8 out of 10, Excellent, (505)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is HK$639
HK$695 total
includes taxes & fees
14 Sept - 15 Sept
Candlewood Suites Winchester by IHG

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (487)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is HK$1,870
HK$2,173 total
includes taxes & fees
26 Sept - 27 Sept
The Inn at Charles Town - Hollywood Casino

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great place , great front desk staff, super clean & very quiet"
The price is HK$656
HK$714 total
includes taxes & fees
23 Sept - 24 Sept
Quality Inn Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1011)
"Excellent ocation, clean, quiet and the attached Mexican restaurant is great"
The price is HK$556
HK$619 total
includes taxes & fees
18 Sept - 19 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn Martinsburg South-Inwood

2.5 star property
9.2 out of 10, Wonderful, (613)
"The property was very clean and the breakfast was excellent."
The price is HK$833
HK$933 total
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn Martinsburg South-Inwood

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (760)
"The staff is very polite and welcoming! The hotel is clean and beds are comfortable. I will definitely stay again!"
The price is HK$755
HK$822 total
includes taxes & fees
16 Sept - 17 Sept
Fairfield Inn & Suites by Marriott Winchester

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (233)
"The staff is awesome"
The price is HK$491
HK$555 total
includes taxes & fees
10 Sept - 11 Sept
Travelodge By Wyndham Charles Town/Harpers Ferry

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (491)
"Having the restaurant on site is so convenient!"
The price is HK$855
HK$969 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Winchester

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (872)
"Nice rooms, staff was friendly "
The price is HK$834
HK$907 total
includes taxes & fees
23 Sept - 24 Sept
Courtyard by Marriott Winchester

Travelodge by Wyndham Winchester

2.5 star property
8.6 out of 10, Excellent, (1091)
"My favorite hotel in VA, always stay there when visiting friends and family. "
The price is HK$538
HK$585 total
includes taxes & fees
16 Sept - 17 Sept
Travelodge by Wyndham Winchester

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (878)
"nice for a great stay!!"
The price is HK$431
HK$479 total
includes taxes & fees
6 Oct - 7 Oct
Baymont by Wyndham Front Royal Near Shenandoah National Park

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Front desk person was very helpful"
The price is HK$736
HK$834 total
includes taxes & fees
15 Sept - 16 Sept
Spark by Hilton Winchester

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (700)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is HK$751
HK$817 total
includes taxes & fees
22 Sept - 23 Sept
TRU By Hilton Winchester

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.6 out of 10, Excellent, (1006)
"Always stay here. Quiet , clean and 2 mins from casino "
The price is HK$530
HK$599 total
includes taxes & fees
5 Oct - 6 Oct
Rodeway Inn & Suites - Charles Town, WV

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (716)
"The hotel was clean, staff was great and breakfast was great."
The price is HK$905
HK$985 total
includes taxes & fees
14 Sept - 15 Sept
SpringHill Suites by Marriott Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (770)
"Great stay!"
The price is HK$725
HK$789 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Inn Express Winchester South-Stephens City by IHG

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great stay, great location. "
The price is HK$789
HK$893 total
includes taxes & fees
21 Sept - 22 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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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Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Top Old Town Winchester Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is Old Town Winchester like?

Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighbourhood.

Where is the best place to stay in Old Town Winchester?

Based on Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.

How many hotels should I expect to find in the Old Town Winchester area?

With 12 Expedia hotels and other accommodation options in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.

If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.

What is there to do around this Winchester neighbourhood?

Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and Handley Regional Library are some other stops worth a visit in the neighbourhood. A few places to visit in the area around Old Town Winchester include George Washington's Office, Mt Hebron Cemetery and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.