Winchester

Travel 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
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 RM365 per night from 26 Apr to 27 Apr
RM365
RM409 total
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! (1,005 reviews)
Place is very clean. Staff very friendly and helpful. Breakfast buffet was amazing!!! We will stay here again.

Reviewed on 12 Apr 2026

Holiday Inn Winchester Se-Historic Gateway by IHG
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 RM435 per night from 16 Apr to 17 Apr
RM435
RM474 total
16 Apr - 17 Apr
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 ...
9.2/10 Wonderful! (2,269 reviews)
Mostly everything was satisfactory except the rooms. There was a ceiling to floor window through the wall into the bathroom. It was crazy because if you were sitting on the bed you could see someone in the shower or on the toilet. How does that even make sense. We had to hold up a towel each time ...

Reviewed on 12 Apr 2026

La Quinta 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 RM484 per night from 27 Apr to 28 Apr
RM484
RM549 total
27 Apr - 28 Apr
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! (1,009 reviews)
Great place in the middle of everything. Beautiful rooms.

Reviewed on 11 Apr 2026

The George Washington Hotel, A Wyndham Grand Hotel
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.
Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony

3.5 out of 5
101 Saint Andrews Dr Williamsburg VA
Stay at this golf condo in Williamsburg. Enjoy free Wi-Fi, 2 outdoor pools and 2 hot tubs. Our guests praise the helpful staff and the property condition in ...
9.2/10 Wonderful! (1,049 reviews)
Great place to relax.

Reviewed on 8 Apr 2026

Marriott's Manor Club at Ford's Colony
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
424 Atlantic Avenue Virginia Beach VA
Stay at this aparthotel in Virginia Beach. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
7.8/10 Good! (1,493 reviews)
We drove from NYC to the hotel, got there at 11:30 and they told us we have to wait for check in time. Went back at 4:30 and the room still was not ready until 5:30. They need to deal better with time

Reviewed on 9 Apr 2026

The Ocean Key Virginia Beach Resort
Placemakr Marymount Ballston

Placemakr Marymount Ballston

4 out of 5
1008 N Glebe Rd Arlington VA
Stay at this aparthotel in Arlington. Enjoy free Wi-Fi, a rooftop terrace and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (779 reviews)
Apartment style room was clean. Came with laundry & dish soap. Didn’t really hear any neighbor noise, parking was a little limited. Overall, great stay for our trip to DC and would definitely stay there again.

Reviewed on 13 Apr 2026

Placemakr Marymount Ballston
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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