Windsor Holidays

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Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

A city skyline at dusk with illuminated buildings, a river, and a bridge.

Downtown Richmond

3 out of top 10 points of interest in this area

Downtown Richmond 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 Canal Walk or Virginia State Capitol.

A bridge over a river with multiple arches, surrounded by trees and a railway track.

Short Pump

1 out of top 10 points of interest in this area

Short Pump is popular for its ample dining options, and you might make a stop by Short Pump Town Center, a top place to visit in the area.

A cityscape with a sunset, featuring a mix of historic and modern buildings, a prominent dome structure, and a wide street layout.

Fan District

You'll enjoy the live music and monuments in Fan District. You might want to make time for a stop at Monument Avenue or Jefferson Davis Monument.

A cityscape with a prominent white building with columns, surrounded by lush green lawns and trees, under a partly cloudy sky.

North Chesterfield

While North Chesterfield isn't home to many top sights, Chesterfield Towne Center and River City Sportsplex are some notable places to visit nearby.

A building with a tower, a sign reading "Greater Richmond Convention Center," and a street intersection with traffic lights.

Richmond City Center

While visiting Richmond City Center, you might make a stop by sights like Broad Street and Richmond Coliseum.

Top hotels in Windsor

The Jefferson Hotel

101 West Franklin Street Richmond VA

Fully refundableReserve now, pay when you stay

7.692.125 ₫

8.944.404 ₫ total

7 Sept - 8 Sept

includes taxes & fees

Omni Richmond Hotel

100 S 12th St Richmond VA

Fully refundableReserve now, pay when you stay

4.935.051 ₫

5.738.456 ₫ total

6 Sept - 7 Sept

includes taxes & fees

9/10 Wonderful! (1,527 reviews)

"Omni Hotel is top notch, this was our first time staying at an Omni Hotel and we loved it. It was clean, the staff was awesome, they provided us with great places to visit, and eat. And I cant say enough about the bed....it was the most comfortable bed we've slept in away from home. We've stayed ..."

Reviewed on 13 Aug 2026

Graduate by Hilton Richmond

301 West Franklin Street Richmond VA

Fully refundableReserve now, pay when you stay

3.613.474 ₫

4.201.746 ₫ total

24 Aug - 25 Aug

includes taxes & fees

8.4/10 Very good! (1,421 reviews)

"Hotel was convenient to my visit in Richmond, Parking was horrible (Valet too expensive and garage was cumbersome,) Young front desk night employees seem more preoccupied with each other, instead of attentiveness to guest. Hotel lobby, bar and pool table area seemed cool, but elevators and rooms ..."

Reviewed on 13 Aug 2026

See all 1,041 properties in Windsor

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.