Search Deals on
Chester Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

An aerial view of a town with a prominent water tower, industrial buildings, and a main road.

Chester
Richmond
Virginia
United States of America
North America
Hotwire.com

Chester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Royal INN

2.5 out of 5

Price was $630, price is now $428 per person

$428

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Rockwood Park and Southside Speedway are located nearby.

The Commonwealth

4 out of 5

Price was $965, price is now $661 per person

$661

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Book a stay at this luxury hotel in Richmond. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Broad Street and Richmond Raceway are located nearby.

Brentwood Inn Richmond South

2 out of 5

Price was $674, price is now $470 per person

$470

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions The Lazy Daisy and Henricus Historical Park are located nearby.

Days Inn by Wyndham Chester

2 out of 5

Price was $661, price is now $462 per person

$462

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Stay at this motel in Chester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Parker's Battery Park and The Lazy Daisy are located nearby.

EXECUTIVE INN

2 out of 5

Price was $638, price is now $448 per person

$448

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Stay at this motel in Richmond. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions The Lazy Daisy and Castlewood are located nearby.

Infested with roaches and had problems with the flushing of the toilet. Bible pages were taped to the wall. And exposed wires from the walls. Not enough parking

Reviewed on Jul 8, 2026

Super 8 by Wyndham Chester/Richmond Area

2 out of 5

Price was $651, price is now $458 per person

$458

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Parker's Battery Park and The Lazy Daisy are located nearby.

Muy mal servicio

Reviewed on Jul 25, 2026

Budget Inn Motel

2 out of 5

Price was $640, price is now $450 per person

$450

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Stay at this hotel in Chester. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Parker's Battery Park and The Lazy Daisy are located nearby.

Everything was great

Reviewed on Jul 24, 2026

La Quinta Inn by Wyndham Richmond South

3 out of 5

Price was $782, price is now $556 per person

$556

per person

Sep 14 - Sep 18

found 1 hour ago

Roundtrip flight included

New York (NYC) to Richmond (RIC)

Book a stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Lazy Daisy and Henricus Historical Park are located nearby.