Winchester Travel Guide

Tourist Guide

Winchester
MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings
Sunset evening at Shore Acres Winchester Oregon Coast
Winchester
Winchester

Where to stay in Winchester

The Courthouse in Winchester, Virginia.

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Old Town Winchester
Buildings and streets in the historic part of the ancient city of Winchester in Virginia.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Winchester Historic District
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 AU$136 per night from 11 May to 12 May
AU$136
11 May - 12 May
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 ...
9.2/10 Wonderful! (1,449 reviews)
Very clean property, room. Staff was very friendly. Breakfast wasn’t continental but a big breakfast, complete! Pancakes, eggs, sausage cereal, pastries, fruit! Well worth the price.

Reviewed on 16 Apr 2026

Microtel Inn & Suites by Wyndham 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 AU$206 per night from 11 May to 12 May
AU$206
11 May - 12 May
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 ...
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
The price is AU$156 per night from 26 Apr to 27 Apr
AU$156
26 Apr - 27 Apr
includes taxes & fees
Stay at this business-friendly hotel in Winchester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,001 reviews)
Very clean & functional room. Bed too soft and lLOUD thrumming noise all night long prevented sufficient sleep.

Reviewed on 13 Apr 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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.
Dreamtime - Modern A-frame Cabin w/ Hot tub

Dreamtime - Modern A-frame Cabin w/ Hot tub

Berkeley Springs WV
Stay at this cabin in Berkeley Springs. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Frog Valley Artisans, LTD and Colonial Springs Spa ...
10/10 Exceptional! (58 reviews)
Great short getaway. Everything you would need is provided. Beautiful and peaceful!

Reviewed on 27 Mar 2026

Dreamtime - Modern A-frame Cabin w/ Hot tub
Cozy Bear Cottage! Hot Tub! Warm toasty fireplace!

Cozy Bear Cottage! Hot Tub! Warm toasty fireplace!

Luray VA
Stay at this cabin in Luray. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Luray Caverns and Dukes of Hazzard Museum are located ...
10/10 Exceptional! (94 reviews)
We had such a lovely time at the cabin! Everything was clean, the kitchen was reasonably well-stocked, and the hot tub was a great way to relax in the evenings. Highly recommend.

Reviewed on 31 Mar 2026

Cozy Bear Cottage! Hot Tub! Warm toasty fireplace!
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Rileyville VA
Stay at this cabin in Rileyville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...
10/10 Exceptional! (353 reviews)
The hot tub was great after long hikes. The space is very comfortable. The area is quiet and secluded, about 15 minutes north of Luray and half an hour from the entrance to Shenandoah Park.

Reviewed on 13 Apr 2026

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, 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.

Popular places to visit

Cities near Winchester