Name: Holiday Inn Winchester Se-Historic Gateway by IHG
Price range: Rp1.712.928
Rating: 9

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

Rp2.326.370

Rp2.635.778 total

7 Jul - 8 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! (1,010 reviews)

"Enjoyed the stay here for a weekend exploring the Shenandoah Valley."

Reviewed on 23 Jun 2026

Spark by Hilton Winchester

150 Wingate Dr Winchester VA

Rp1.708.467

Rp1.935.694 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! (1,000 reviews)

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

Reviewed on 21 Jun 2026

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

Rp1.393.627

Rp1.537.170 total

7 Jul - 8 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! (979 reviews)

"It was the cleanest hotel I have ever stayed at. The property was well maintained. Free breakfast was good. I will stay there every time I pass through Winchester. The hotel looked like it was built and opened yesterday. Lol! Maybe that’s why everything was so clean. Only time will tell. And the ..."

Reviewed on 23 Jun 2026

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA

Rp1.231.167

Rp1.339.652 total

28 Jun - 29 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! (1,052 reviews)

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

Reviewed on 23 Jun 2026

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

Rp1.501.488

Rp1.671.156 total

7 Jul - 8 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! (1,001 reviews)

"Excellent staff, and well maintained facility"

Reviewed on 23 Jun 2026

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

Rp1.712.928

Rp1.917.194 total

19 Jul - 20 Jul

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! (1,002 reviews)

"yes, everything was good"

Reviewed on 22 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.