Old Town Winchester Travel Guide

Winchester

Old Town Winchester
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby
Photo by Kelly Godby

Popular places to visit


Top hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
The price is ₹11,137 per night from 30 Oct to 31 Oct
₹11,137
₹12,618 total
30 Oct - 31 Oct
includes taxes & fees
Stay at this 3.5-star spa hotel in Winchester. Enjoy free Wi-Fi, a full-service spa and 2 restaurants. Our guests praise the bar and the helpful staff in their ...
9.2/10 Wonderful! (1,014 reviews)
Wonderful stay.

Reviewed on 17 Oct 2025

The George Washington Hotel, A Wyndham Grand Hotel
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
The price is ₹6,067 per night from 2 Nov to 3 Nov
₹6,067
₹6,602 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this motel in Winchester. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.4/10 Very Good! (1,093 reviews)
My room wasnt cleaned for 2 days but everything else was awesome

Reviewed on 18 Oct 2025

Travelodge by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
The price is ₹9,022 per night from 2 Nov to 3 Nov
₹9,022
₹9,816 total
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,195 reviews)
It was great the only thing bad .Breakfast only started at 7 am we had to leave at 6.30 am

Reviewed on 18 Oct 2025

La Quinta Inn & Suites by Wyndham Winchester
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive, Winchester, VA
The price is ₹8,941 per night from 3 Nov to 4 Nov
₹8,941
₹10,130 total
3 Nov - 4 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 and the clean rooms ...
9/10 Wonderful! (1,019 reviews)
Great stay! Would definitely would stay again!

Reviewed on 10 Oct 2025

Hampton Inn Winchester-University/Mall Area
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₹8,894 per night from 31 Oct to 1 Nov
₹8,894
₹9,677 total
31 Oct - 1 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 ...
9.4/10 Exceptional! (1,029 reviews)
Convenient location, clean, reasonable price

Reviewed on 17 Oct 2025

Comfort Inn & Suites Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
The price is ₹6,824 per night from 23 Nov to 24 Nov
₹6,824
₹7,424 total
23 Nov - 24 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 and the clean rooms ...
9/10 Wonderful! (1,341 reviews)
Nice place
Great little hotel if of I81. Very friendly staff and streamlined service. Darci was exceptional. Rooms are small but very nicely appointed and clean. Hot coffee in the lobby when we arrived. Decent breakfast. Indoor pool and fitness center. Definitely recommend.

Reviewed on 16 Oct 2025

Microtel Inn & Suites by Wyndham 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.

Other neighbourhoods around Old Town Winchester

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Winchester Historic District

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

Winchester Historic District


Old Town Winchester Travel Guide