Old Town Winchester Travel Guide
Winchester
Visit Old Town Winchester
Stay near popular Old Town Winchester attractions
Top hotels in Old Town Winchester
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
The price is £112 per night from 22 Nov to 23 Nov
£112
22 Nov - 23 Nov
includes taxes & fees
Stay at this spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
9.4/10 Exceptional! (1,004 reviews)
"Staff was very friendly, especially Mr. Randy!"
Reviewed on 14 Nov 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
The price is £58 per night from 1 Dec to 2 Dec
£58
1 Dec - 2 Dec
includes taxes & fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,064 reviews)
"Great experience for a 1 night stay"
Reviewed on 14 Nov 2026
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
The price is £67 per night from 22 Nov to 23 Nov
£67
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking and a fitness centre. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,442 reviews)
"The fan in the bathroom was very loud. There were very few plugs by the beds"
Reviewed on 14 Nov 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
The price is £68 per night from 22 Nov to 23 Nov
£68
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"This is my second time staying here and by far the best hotel to stay little on the higher side when it comes to cost for just a over night but definitely worth and will stay again on my travels"
Reviewed on 15 Nov 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
The price is £64 per night from 22 Nov to 23 Nov
£64
22 Nov - 23 Nov
includes taxes & fees
Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is £78 per night from 29 Nov to 30 Nov
£78
29 Nov - 30 Nov
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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.
Where to stay in Old Town Winchester
Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
Photo by Fernando Begay
Open Photo by Fernando Begay
Winchester Historic District
While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.
Old Town Winchester Travel Guide
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- The Manor at Courtland Farm
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- Orlean Hotels
- Welcome to the Ladybug Retreat!
- Paris Hotels
- A Restored Wagon Barn On A 1790's Farm.
- Hillandale Farmhouse circa 1774
- Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
- Star view cabin
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- Farmhouse at Paige's Pit Stop
- Cabin Rentals in Winchester
- Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
- Cheap Hotels in Winchester
- Budget Inn
- Hampton Inn Front Royal
- Holiday Inn Express Hotel & Suites Winchester by IHG
- Holiday Inn Express Winchester South
- Holiday Inn Winchester Se
- L'auberge Provencale Inn & Restaurant
- Luxury Hotels in Winchester
- Oyo Rooms Hotels in Winchester
- Quality Inn Winchester
- Spark by Hilton Winchester
- Towneplace Suites by Marriott Front Royal
- Winery Hotels in Winchester
- Winchester Hotels
- Flights to Front Royal
- Flights to Middleburg
- Flights to Paris
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- Flights to Woodstock
- Flights from Washington Dulles Intl.
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- British Airways London (LHR) to Washington (IAD) flights
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- Flights from Round Hill
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