Old Town Winchester Hotels, Winchester

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Tonight
5 Aug - 6 Aug
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6 Aug - 7 Aug
This weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug

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352 Cheap Hotels in Old Town Winchester - Specials, Reviews, & Last Minute Deals

Relax Inn Motel
Welcome to Relax Inn, a motel with a brick exterior and upper-floor balcony.

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (238)
"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 AU$107
includes taxes & fees
6 Aug - 7 Aug
Relax Inn Motel
Hampton Inn Winchester N/Conference Center, VA
Welcome to our reception area, featuring a central desk, a refrigerated display case, and a patterned rug.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (791)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is AU$199
includes taxes & fees
13 Aug - 14 Aug
Hampton Inn Winchester N/Conference Center, VA
Fairfield Inn & Suites by Marriott Winchester
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (747)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is AU$163
includes taxes & fees
7 Aug - 8 Aug
Fairfield Inn & Suites by Marriott Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Enjoy a romantic dinner under the stars at our outdoor dining area, where round tables are set with wine, candles, and appetizers.

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful stay! "
The price is AU$222
includes taxes & fees
10 Aug - 11 Aug
The George Washington Hotel, A Wyndham Grand Hotel
SpringHill Suites by Marriott Winchester
Relax in a spacious room with a large bed, desk, and window offering a view of the outdoors.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (675)
"Great breakfast! "
The price is AU$195
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites by Marriott Winchester
Comfort Inn & Suites Winchester
Welcome to Comfort Inn & Suites, featuring a modern exterior with a brick and beige facade and a welcoming entrance.

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1005)
"Perfect stay for our family while on the road"
The price is AU$163
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Winchester
Rodeway Inn & Suites - Charles Town, WV
Enjoy a selection of drinks at our bar, where you can sit and relax in comfortable seating.

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1003)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is AU$118
includes taxes & fees
17 Aug - 18 Aug
Rodeway Inn & Suites - Charles Town, WV
TRU By Hilton Winchester
Enjoy a convenient food service area with a variety of snacks and drinks, a digital ordering system, and a refrigerated display.

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (689)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is AU$160
includes taxes & fees
18 Aug - 19 Aug
TRU By Hilton Winchester
Travelodge By Wyndham Charles Town/Harpers Ferry
Cozy retreat with a neatly made bed, two bedside tables, and a dark headboard.

Travelodge By Wyndham Charles Town/Harpers Ferry

2.0 star property
7.0 out of 10, Good, (219)
"Good"
The price is AU$104
includes taxes & fees
20 Aug - 21 Aug
Travelodge By Wyndham Charles Town/Harpers Ferry
TownePlace Suites by Marriott Winchester
Enjoy meals and relaxation in this compact room with a kitchenette, dining area, and sofa.

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 AU$180
includes taxes & fees
7 Aug - 8 Aug
TownePlace Suites by Marriott Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Enjoy dining at this stylish restaurant with a central bar, high-top tables, and cozy booths.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Fantastic stay, thanks!"
The price is AU$206
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (477)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
The price is AU$238
includes taxes & fees
20 Aug - 21 Aug
The Inn at Charles Town - Hollywood Casino
The Carriage Inn B&B
Stroll through the beautifully landscaped garden, featuring a variety of plants and a classical statue.

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (423)
"Excellent, historic, amazing breakfast and hostess"
The price is AU$256
includes taxes & fees
1 Sept - 2 Sept
The Carriage Inn B&B
Spark by Hilton Winchester
Relax in the stylish lobby with a seating area, mezzanine level, and comfortable bench.

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Clean, comfortable, quiet, safe, but complimentary breakfast was lackluster."
The price is AU$164
includes taxes & fees
24 Aug - 25 Aug
Spark by Hilton Winchester
APM Inn & Suites
Enjoy dining and socializing in this stylish space with a round table, sofas, and a bench, surrounded by artwork and large windows offering a view.

APM Inn & Suites

2.0 star property
6.6 out of 10, (318)
"very nice and cheap place to stay"
The price is AU$95
includes taxes & fees
25 Aug - 26 Aug
APM Inn & Suites
Quality Inn Winchester
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

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 AU$127
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Winchester
Hampton Inn Front Royal
Classic hotel exterior with a symmetrical facade, large windows, and a prominent entrance.

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Great stay"
The price is AU$189
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal
Hampton Inn Winchester-University/Mall Area
Welcome to Hampton Inn, featuring a symmetrical design with a flat roof and large windows.

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable bed and room temperature was perfect."
The price is AU$141
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Winchester-University/Mall Area
TownePlace Suites by Marriott Front Royal
Relax by the fire pit surrounded by comfortable wicker sofas and chairs in a sheltered outdoor space.

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (521)
"Breakfast was awesome, hit coffee available all day, clean rooms and great staff!"
The price is AU$237
includes taxes & fees
17 Aug - 18 Aug
TownePlace Suites by Marriott Front Royal
Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1004)
"Great place to stay!"
The price is AU$160
includes taxes & fees
7 Aug - 8 Aug
Country Inn & Suites by Radisson, Winchester, VA
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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Our guide on where to stay in Old Town Winchester

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

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

Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Great stay"
Christopher 2-night trip
Posted 18 hours ago
Hampton Inn Front Royal

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 10 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.