Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: ฿3,066
Rating: 9.2

Popular places to visit

Museum of the Shenandoah Valley

5/5(1 review)

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 top-notch restaurants or cosy cafes 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

4/5(1 review)

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

฿4,298

฿4,870 total

21 Jul - 22 Jul

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! (1,004 reviews)

"This place was perfect! Close to old town, clean, helpful, we were so pleased with our stay!"

Reviewed on 18 Jun 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

฿3,252

฿3,685 total

28 Jun - 29 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! (1,007 reviews)

"Quick & easy."

Reviewed on 19 Jun 2026

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

฿2,548

฿2,810 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. ...

9.2/10 Wonderful! (972 reviews)

"Five stars throughout the hotel ,nice place"

Reviewed on 20 Jun 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

Fully refundableReserve now, pay when you stay

฿2,341

฿2,547 total

22 Jun - 23 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! (1,050 reviews)

"First room smelled like cigarette smoke. They were accommodating about getting us new room."

Reviewed on 20 Jun 2026

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

฿2,774

฿3,087 total

20 Jul - 21 Jul

includes taxes & fees

Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...

8.2/10 Very Good! (1,006 reviews)

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

Reviewed on 20 Jun 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

฿3,066

฿3,435 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 ...

9.2/10 Wonderful! (1,001 reviews)

"Staff were polite and helpful, room was clean."

Reviewed on 14 Jun 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.