Hotels in Old Town Winchester

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21 Aug - 22 Aug
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Top 10 Hotels in Old Town Winchester

Our top choices for Old Town Winchester hotels

Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1001)
"Great place to stay!"
The price is S$133
includes taxes & fees
24 Aug - 25 Aug
Country Inn & Suites by Radisson, Winchester, VA
Hampton Inn Winchester-University/Mall Area
Porch

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very comfortable bed and room temperature was perfect."
The price is S$160
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Winchester-University/Mall Area
Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place , great front desk staff, super clean & very quiet"
The price is S$107
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Winchester
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful stay! "
The price is S$172
includes taxes & fees
31 Aug - 1 Sept
The George Washington Hotel, A Wyndham Grand Hotel
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1006)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is S$105
includes taxes & fees
24 Aug - 25 Aug
Rodeway Inn & Suites - Charles Town, WV
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, desk, blackout curtains

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.0 out of 10, Very good, (1000)
"Clean and rooms are well equiped. Breakfast is great. Staff is very friendly and welcoming. "
The price is S$96
includes taxes & fees
3 Sept - 4 Sept
Days Inn by Wyndham Charles Town/Harpers Ferry
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (696)
"The hotel was clean, staff was great and breakfast was great."
The price is S$162
includes taxes & fees
24 Aug - 25 Aug
SpringHill Suites by Marriott Winchester
Relax Inn Motel
Front of property – evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (239)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is S$89
includes taxes & fees
24 Aug - 25 Aug
Relax Inn Motel
Travelodge By Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (226)
"The staff is awesome"
The price is S$92
includes taxes & fees
25 Aug - 26 Aug
Travelodge By Wyndham Charles Town/Harpers Ferry
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (753)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is S$136
includes taxes & fees
31 Aug - 1 Sept
Fairfield Inn & Suites by Marriott Winchester
TownePlace Suites by Marriott Winchester
In-room safe, desk, iron/ironing board, bed sheets

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is S$150
includes taxes & fees
23 Aug - 24 Aug
TownePlace Suites by Marriott Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1319)
"Great place"
The price is S$111
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham Winchester
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1001)
"staff was amazing and room was great "
The price is S$136
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Winchester
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1090)
"Good location great value friendly staff"
The price is S$97
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Winchester
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (794)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is S$147
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Winchester N/Conference Center, VA
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (483)
"Was very good "
The price is S$193
includes taxes & fees
25 Aug - 26 Aug
The Inn at Charles Town - Hollywood Casino
Super 8 by Wyndham Front Royal
Lobby

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1005)
"We have stayed here many of times love it!"
The price is S$79
includes taxes & fees
3 Sept - 4 Sept
Super 8 by Wyndham Front Royal
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is S$134
includes taxes & fees
1 Sept - 2 Sept
TRU By Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great location,the hotel was very nice and the breakfast was great."
The price is S$119
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Winchester Se-Historic Gateway by IHG
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Front desk person was very helpful"
The price is S$129
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Winchester
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Beautiful place; great customer service"
Kathryn 1-night trip
Posted 4 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

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 11 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.