Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: ฿3,305
Rating: 9

Popular places to visit

Museum of the Shenandoah Valley

You can spend time browsing the exhibits at Museum of the Shenandoah Valley during your trip to Winchester. Visit the cosy cafes 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. Visit the cosy cafes or top-notch restaurants in this walkable area.

Bright Box Theater

Enjoy a performance at Bright Box Theater, a popular theatre in Winchester. While in this walkable area, you can savour 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 savour the top-notch restaurants.

Handley Regional Library

After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Visit the cosy cafes or top-notch restaurants in this walkable area.

George Washington's Office

You can find out about the history of Winchester with a visit to George Washington's Office. While in this walkable area, you can savour the top-notch restaurants.

Top hotels in Old Town Winchester

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

฿3,998

฿4,530 total

18 Jun - 19 Jun

includes taxes & fees

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 clean rooms ...

9.4/10 Exceptional! (1,002 reviews)

"Charming."

Reviewed on 3 Jun 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

฿3,164

฿3,584 total

21 Jun - 22 Jun

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 ...

9/10 Wonderful! (1,003 reviews)

"Staff was friendly, room was clean, bed comfortable, great value!"

Reviewed on 3 Jun 2026

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

฿3,560

฿3,926 total

5 Jul - 6 Jul

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. ...

9/10 Wonderful! (909 reviews)

"great visit and would stay again for sure"

Reviewed on 4 Jun 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

฿2,323

฿2,528 total

7 Jun - 8 Jun

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 helpful staff and the clean rooms in their reviews. ...

8.6/10 Excellent! (1,053 reviews)

"The room was very clean and the staff was friendly."

Reviewed on 2 Jun 2026

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

฿3,171

฿3,450 total

14 Jun - 15 Jun

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! (1,461 reviews)

"Convenient location for travelers, clean room, comfortable beds, gym and indoor pool looked nice although I did not use them."

Reviewed on 3 Jun 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

฿3,305

฿3,694 total

28 Jun - 29 Jun

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)

"It was very clean and the bes was super comfortable. Did not eat the breakfast so I don't know how it was. Staff was really friendly"

Reviewed on 30 May 2026

See all 367 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.