Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: P5,868
Rating: 9

Popular places to visit

Museum of the Shenandoah Valley

You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

Jim Barnett Park

Explore the great outdoors at Jim Barnett Park, a lovely green space in Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.

Bright Box Theater

Enjoy a show at Bright Box Theater, a storied theater in Winchester. While in this walkable area, you can savor the top-notch restaurants.

Shenandoah Valley Discovery Museum

You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.

Handley Regional Library

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.

George Washington's Office

You can learn about the history of Winchester when you stop by George Washington's Office. While in this walkable area, you can savor the top-notch restaurants.

Top hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

P7,970

P9,030 total

Jun 30 - Jul 1

includes taxes & fees

Book a stay at this spa hotel in Winchester. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (1,008 reviews)

"Very historical feeling, but also very elegant and updated and comfortable. Fantastic bed. Stylish lighting and accessories good. Shower was fancy. Pool was unique with statue and columns. Weight room had free weights. Breakfast was not free, but the town is fantastic for finding food options. Walking ..."

Reviewed on Jun 22, 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

P5,963

P6,756 total

Jun 28 - Jun 29

includes taxes & fees

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...

9/10 Wonderful! (1,008 reviews)

"Staff was friendly and responsive. Room was clean. We did not use amenities, but they seemed nice enough"

Reviewed on Jun 21, 2026

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

P4,790

P5,284 total

Jul 5 - Jul 6

includes taxes & fees

Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

9.2/10 Wonderful! (978 reviews)

"The check in person was fine. Others not so much!"

Reviewed on Jun 22, 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

P4,218

P4,590 total

Jun 28 - Jun 29

includes taxes & fees

Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...

8.6/10 Excellent! (1,052 reviews)

"Great experience. Staff was exceptional, room very clean, bed was new, very quiet and the price was reasonable. We will return."

Reviewed on Jun 23, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

P5,144

P5,725 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

8.2/10 Very Good! (1,009 reviews)

"Kris was very accommodating at check in! Thank you!"

Reviewed on Jun 20, 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

P5,868

P6,568 total

Jul 19 - Jul 20

includes taxes & fees

Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...

9/10 Wonderful! (1,002 reviews)

"yes, everything was good"

Reviewed on Jun 22, 2026

See all 374 properties in Old Town 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.